The assembly of succinate dehydrogenase: a key enzyme in bioenergetics
作者：
Moosavi, Behrooz;Berry, Edward A.;Zhu, Xiao-Lei;Yang, Wen-Chao;Yang, Guang-Fu
* （ 期刊：
Cellular and Molecular Life Sciences ,2019年76(20):4023-4042 ISSN：1420-682X
通讯作者：
Yang, Guang-Fu
（ 作者机构：
[Yang, Guang-Fu; Zhu, Xiao-Lei; Moosavi, Behrooz; Yang, Wen-Chao] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China.;[Berry, Edward A.] SUNY Upstate Med Univ, Dept Biochem & Mol Biol, Syracuse, NY 13210 USA.
通讯机构：
[Yang, Guang-Fu] C;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China.
关键词：
Mitochondria;Oxidative phosphorylation;Tricarboxylic acid cycle;Complex II;Succinate:quinone oxidoreductases;Fumarate reductase
摘要：
Succinate dehydrogenase (SDH) also known as complex II or succinate:quinone oxidoreductase is an enzyme involved in both oxidative phosphorylation and tricarboxylic acid cycle; the processes that generate energy. SDH is a multi-subunit enzyme which requires a series of proteins for its proper assembly at several steps. This enzyme has medical significance as there is a broad range of human diseases from cancers to neurodegeneration related to SDH malfunction. Some of these disorders have recently been linked to defective assembly factors, reinvigorating further research in this area. Apart from that this enzyme has agricultural importance as many fungicides have been/will be designed targeting specifically this enzyme in plant fungal pathogens. In addition, we speculate it might be possible to design novel fungicides specifically targeting fungal assembly factors. Considering the medical and agricultural implications of SDH, the aim of this review is an overview of the SDH assembly factors and critical analysis of controversial issues around them. © 2019, Springer Nature Switzerland AG.
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英文
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PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS: A POWERFUL TOOL FOR THE SYNTHESIS OF AGROCHEMICALS
作者：
Devendar, Ponnam;Qu, Ren-Yu;Kang, Wei-Ming;He, Bo;Yang, Guang-Fu
* （ 期刊：
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY ,2018年66(34):8914-8934 ISSN：0021-8561
通讯作者：
Yang, Guang-Fu
（ 作者机构：
[Yang, Guang-Fu; Devendar, Ponnam; Kang, Wei-Ming; Qu, Ren-Yu; He, Bo] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China.;[Yang, Guang-Fu; Devendar, Ponnam; Kang, Wei-Ming; Qu, Ren-Yu; He, Bo] Cent China Normal Univ, Int Joint Res Ctr Intelligent Biosensor Technol &, Wuhan 430079, Hubei, Peoples R China.;[Yang, Guang-Fu] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300071, Peoples R China.
通讯机构：
[Yang, Guang-Fu] C;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China.;Cent China Normal Univ, Int Joint Res Ctr Intelligent Biosensor Technol &, Wuhan 430079, Hubei, Peoples R China.;Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300071, Peoples R China.
关键词：
agrochemical;herbicide;fungicide;cross-coupling;transition metal;palladium
摘要：
Pd-catalyzed cross-coupling reactions have become essential tools for the construction of carbon-carbon and carbon-heteroatom bonds. Over the last three decades, great efforts have been made with cross-coupling chemistry in the discovery, development, and commercialization of innovative new pharmaceuticals and agrochemicals (mainly herbicides, fungicides, and insecticides). In view of the growing interest in both modern crop protection and cross-coupling chemistry, this review gives a comprehensive overview of the successful applications of various Pd-catalyzed cross-coupling methodologies, which have been implemented as key steps in the synthesis of agrochemicals (on R&D and pilot-plant scales) such as the Heck, Suzuki, Sonogashira, Stille, and Negishi reactions, as well as decarboxylative, carbonylative, α-arylative, and carbon-nitrogen bond bond-forming cross-coupling reactions. Some perspectives and challenges for these catalytic coupling processes in the discovery of agrochemicals are briefly discussed in the final section. The examples chosen demonstrate that cross-coupling chemistry approaches open-up new, low-cost, and more efficient industrial routes to existing agrochemicals, and such methods also have the capability to lead the new generation of pesticides with novel modes of action for sustainable crop protection. © 2018 American Chemical Society.
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英文
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Discovery of a butyrylcholinesterase-specific probe via a structure-based design strategy
作者：
Yang, Shu-Hou;Sun, Qi;Xiong, Hao;Liu, Shi-Yu;Moosavi, Behrooz;...
期刊：
Chemical Communications ,2017年53(28):3952-3955 ISSN：1359-7345
通讯作者：
Yang, Wen-Chao;Yang, Guang-Fu
作者机构：
[Yang, Guang-Fu; Liu, Shi-Yu; Xiong, Hao; Moosavi, Behrooz; Yang, Wen-Chao; Yang, Shu-Hou; Sun, Qi; Yang, WC; Yang, GF] Cent China Normal Univ, Minist Educ, Coll Chem, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.;[Yang, Guang-Fu] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 30071, Peoples R China.
通讯机构：
[Yang, WC; Yang, GF; Yang, Guang-Fu] C;Cent China Normal Univ, Minist Educ, Coll Chem, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.;Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 30071, Peoples R China.
摘要：
We report herein the structure-based design and application of a fluorogenic molecular probe (BChE-FP) specific to butyrylcholinesterase (BChE). This probe was rationally designed by mimicking the native substrate and optimized stepwise by manipulating the steric feature and the reactivity of the designed probe targeting the structural difference of the active pockets of BChE and AChE. The refined probe, BChE-FP, exhibits high specificity toward BChE compared to AChE, producing about 275-fold greater fluorescence enhancement upon the catalysis by BChE. Thus, BChE-FP is a specific BChE probe identified by the structure-based design and it can discriminate BChE from AChE. Furthermore, it has been successfully applied for imaging the endogenous BChE in living cells, as well as BChE inhibitor screening and characterization under physiological conditions.
语种：
英文
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Sulfur-Containing Agrochemicals
作者：
Devendar, Ponnam;Yang, Guang-Fu
* （ 期刊：
TOPICS IN CURRENT CHEMISTRY ,2017年375(6):1-44 ISSN：2365-0869
通讯作者：
Yang, Guang-Fu
（ 作者机构：
[Yang, Guang-Fu; Devendar, Ponnam] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Yang, Guang-Fu] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
关键词：
Agrochemicals;Crop protection;Sulfur;Synthesis;Mode of action
摘要：
Modern agricultural chemistry has to support farmers by providing innovative agrochemicals. In this context, the introduction of sulfur atoms into an active ingredient is still an important tool in modulating the properties of new crop-protection compounds. More than 30% of today’s agrochemicals contain at least one sulfur atom, mainly in fungicides, herbicides and insecticides. A number of recently developed sulfur-containing agrochemical candidates represent a novel class of chemical compounds with new modes of action, so we intend to highlight the emerging interest in commercially active sulfur-containing compounds. This chapter gives a comprehensive overview of selected leading sulfur-containing pesticidal chemical families namely: sulfonylureas, sulfonamides, sulfur-containing heterocyclics, thioureas, sulfides, sulfones, sulfoxides and sulfoximines. Also, the most suitable large-scale synthetic methods of the recently launched or provisionally approved sulfur-containing agrochemicals from respective chemical families have been highlighted. © 2017, Springer International Publishing AG.
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英文
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STRUCTURE-BASED DISCOVERY OF POTENTIAL FUNGICIDES AS SUCCINATE UBIQUINONE OXIDOREDUCTASE INHIBITORS
作者：
Xiong, Li;Li, Hua;Jiang, Li-Na;Ge, Jing-Ming;Yang, Wen-Chao;...
期刊：
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY ,2017年65(5):1021-1029 ISSN：0021-8561
通讯作者：
Zhu, Xiao Lei;Yang, Guang-Fu
作者机构：
[Yang, Guang-Fu; Li, Hua; Xiong, Li; Ge, Jing-Ming; Yang, Wen-Chao; Jiang, Li-Na; Zhu, Xiao Lei; Yang, GF] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.;[Yang, Guang-Fu] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300071, Peoples R China.
通讯机构：
[Zhu, XL; Yang, GF; Yang, Guang-Fu] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.;Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300071, Peoples R China.
关键词：
complex II;diphenyl ether;molecular docking;structure-activity relationship;succinate ubiquinone oxidoreductase
摘要：
A series of diphenyl ether-containing pyrazole-carboxamide derivatives was designed and synthesized as new succinate ubiquinone oxidoreductase (SQR) inhibitors. This highly potent molecular scaffold was developed from a moderately activie hit 3, obtained from our previous pharmacophore-linked fragment virtual screening (PFVS) method. The results of greenhouse tests indicated that some analogues showed good SQR inhibitory activity, with promising fungicidal activity against Rhizoctonia solani and Sphaerotheca fuliginea at a dosage of 200 mg/L. Most surprisingly, compound 62 showed the highest SQR inhibitory activity with a K<inf>i</inf>value of 0.081 μM, about 4-fold more potent than penthiopyrad (K<inf>i</inf>= 0.307 μM). In addition, compounds 43 and 62 displayed excellent fungicidal activity even at a dosage as low as 6.25 mg/L, which was superior to thifluzamide. Moreover, compound 62 exhibited excellent protection effect against R. solani and provided about 81.2% protective control efficancy after 21 days with two sprayings. The present work indicated that these two compounds could be used as potential agricultural fungicides targeting SQR. ©2017 American Chemical Society.
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英文
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Computational design of novel inhibitors to overcome weed resistance associated with acetohydroxyacid synthase (AHAS) P197L mutant
作者：
Qu, Ren-Yu;Yang, Jing-Fang;Liu, Yu-Chao;Chen, Qiong;Hao, Ge-Fei;...
期刊：
Pest Management Science ,2017年73(7):1373-1381 ISSN：1526-498X
通讯作者：
Yang, Guang-Fu
作者机构：
[Yang, Guang-Fu; Yang, Jing-Fang; Liu, Yu-Chao; Qu, Ren-Yu; Chen, Qiong; Hao, Ge-Fei] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.;[Xi, Zhen; Niu, Cong-Wei] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China.;[Yang, Guang-Fu; Xi, Zhen] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300071, Peoples R China.;[Yang, Guang-Fu] Cent China Normal Univ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Yang, Guang-Fu] C;Cent China Normal Univ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
关键词：
herbicide;weed resistance;fragment-based drug discovery;acetohydroxyacid synthase;pyrimidinyl salicylic acid
摘要：
BACKGOUND: Acetohydroxyacid synthase (AHAS; EC 2.2.1.6) is the first common enzyme in the biosynthetic pathway leading to the branched-chain amino acids in plants and a wide range of microorganisms. With the long-term and wide application of AHAS inhibitors, weed resistance is becoming a global problem, which leads to an urgent demand for novel inhibitors to antagonize both wild-type and resistant AHAS. RESULTS: Pyrimidinyl salicylic acid derivatives, as one of the main classes of commercial AHAS herbicides, show potential anti-resistant bioactivity to wild-type and P197L mutant. In current work, a series of novel 2-benzoyloxy-6-pyrimidinyl salicylic acid derivatives were designed through fragment-based drug discovery. Fortunately, the newly synthesized compounds showed good inhibitory activity against both wild-type and P197L mutant. Some compounds not only had a lower resistance factor value but also showed excellent inhibitory activity against wild-type AHAS and P197L mutant. Furthermore, greenhouse experiments showed compound 11m displayed almost 100% inhibition against both wild-type and high-resistant Descurainia sophia at a dosage of 150 g a.i. ha −1 . CONCLUSION: The present work indicated that the 2-benzoyloxy-6-pyrimidinyl salicylic acid motif was well worth further optimization. Also, compound 11m could be used as a potential anti-resistant AHAS herbicide, which requires further research. © 2016 Society of Chemical Industry. © 2016 Society of Chemical Industry
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英文
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Discovery of New 2-[(4,6-Dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(substituted phenoxy)benzoic Acids as Flexible Inhibitors of Arabidopsis thaliana Acetohydroxyacid Synthase and Its P197L Mutant
作者：
Qu, Ren-Yu;Yang, Jing-Fang;Devendar, Ponnam;Kang, Wei-Ming;Liu, Yu-Chao;...
期刊：
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY ,2017年65(51):11170-11178 ISSN：0021-8561
通讯作者：
Yang, Guang-Fu;Xi, Zhen
作者机构：
[Yang, Guang-Fu; Devendar, Ponnam; Kang, Wei-Ming; Liu, Yu-Chao; Qu, Ren-Yu; Chen, Qiong; Yang, Jing-Fang] Cent China Normal Univ CCNU, Minist Educ, Key Lab Pesticide & Chem Biol, Coll Chem, Wuhan 430079, Hubei, Peoples R China.;[Xi, Zhen; Niu, Cong-Wei] Nankai Univ NKU, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China.;[Yang, Guang-Fu; Xi, Z; Yang, GF; Xi, Zhen] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 30071, Peoples R China.
通讯机构：
[Yang, Guang-Fu; Xi, Z; Yang, GF] C;[Xi, Zhen] N;Cent China Normal Univ CCNU, Minist Educ, Key Lab Pesticide & Chem Biol, Coll Chem, Wuhan 430079, Hubei, Peoples R China.;Nankai Univ NKU, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China.;Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 30071, Peoples R China.
关键词：
AHAS inhibitors;P197L mutant;antiresistance property;herbicidal activity;molecular docking;structure-activity relationship
摘要：
In the search for new antiresistance acetohydroxyacid synthase (AHAS, EC 2.2.1.6) inhibitors to combat weed resistance associated with AHAS mutations, a series of 2-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-6-(substituted phenoxy)benzoic acids 11-38 were designed and synthesized via the strategy of conformational flexibility analysis. Compounds 21, 22, 26, 33, 36, and 38 with high potency against both wild-type AtAHAS and its P197L mutant were identified as promising candidates with low resistance factors (RF, defined as the ratio between the k<inf>i</inf>values toward P197L mutant and wild-type AHAS) ranging from 0.73 to 6.32. Especially, compound 22 (RF = 0.73) was further identified as the most potent antiresistance AHAS inhibitor because of its significantly reduced resistance level compared with that of tribenuron-methyl (RF = 2650) and bispyribac (RF = 4.57). Furthermore, compounds 26, 33, 36, and 38 also displayed promising herbicidal activities against sensitive and resistant (P197L) Descurainia sophia at the dosage of 75-150 g of active ingredient (ai)/ha. Notably, compounds 33 and 38 still maintained over 60% herbicidal activity toward the resistant weed even at much lower dosages (37.5 g ai/ha). Therefore, the designed scaffold has the great potential to discover new candidate compounds for the control of weed resistance associated with AHAS mutation.<br/> ©2017 American Chemical Society.
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英文
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Synthesis and Herbicidal Activity of Pyrido[2,3-d]pyrimidine-2,4-dione-Benzoxazinone Hybrids as Protoporphyrinogen Oxidase Inhibitors
作者：
Wang, Da-Wei;Li, Qian;Wen, Kai;Ismail, Ismail;Liu, Dan-Dan;...
期刊：
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY ,2017年65(26):5278-5286 ISSN：0021-8561
通讯作者：
Xi, Zhen;Yang, Guang-Fu
作者机构：
[Li, Qian; Wen, Kai; Xi, Zhen; Niu, Cong-Wei; Wen, Xin; Liu, Dan-Dan; Wang, Da-Wei; Ismail, Ismail] Nankai Univ, State Key Lab Elementoorgan Chem, Coll Chem, Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300071, Peoples R China.;[Li, Qian; Wen, Kai; Xi, Zhen; Niu, Cong-Wei; Wen, Xin; Liu, Dan-Dan; Wang, Da-Wei; Ismail, Ismail] Nankai Univ, Dept Chem Biol, Coll Chem, Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300071, Peoples R China.;[Yang, Guang-Fu] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
通讯机构：
[Xi, Zhen] N;[Yang, Guang-Fu] C;Nankai Univ, State Key Lab Elementoorgan Chem, Coll Chem, Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300071, Peoples R China.;Nankai Univ, Dept Chem Biol, Coll Chem, Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300071, Peoples R China.;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
关键词：
benzoxazinone;herbicide;protoporphyrinogen oxidase;pyrido[2,3-d]pyrimidine-2,4-dione;structure-activity relationship
摘要：
To search for new protoporphyrinogen oxidase (PPO, EC 1.3.3.4) inhibitors with improved bioactivity, a series of novel pyrido[2,3-d]pyrimidine-2,4-dione-benzoxazinone hybrids, 9-13, were designed and synthesized. Several compounds with improved tobacco PPO (mtPPO)-inhibiting and promising herbicidal activities were found. Among them, the most potent compound, 3-(7-fluoro-3-oxo-4-(prop-2-yn-1-yl)-3,4-dihydro-2H-benzo[b][1,4] oxazin-6-yl)-1-methylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione, 11q, with a K<inf>i</inf>value of 0.0074 μM, showed six times more activity than flumioxazin (K<inf>i</inf>= 0.046 μM) against mtPPO. Compound 11q displayed a strong and broad spectrum of weed control at 37.5-150 g of active ingredient (ai)/ha by both post- and pre-emergence application, which was comparable to that of flumioxazin. 11q was safe to maize, soybean, peanut, and cotton at 150 g ai/ha, and selective to rice and wheat at 75 g ai/ha by pre-emergence application, indicating potential applicability in these fields. ©2017 American Chemical Society.
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英文
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4-Hydroxyphenylpyruvate dioxygenase inhibitors: From chemical biology to agrochemicals
作者：
Ndikuryayo, Ferdinand;Moosavi, Behrooz;Yang, Wen-Chao
* ;Yang, Guang-Fu
* （ 期刊：
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY ,2017年65(39):8523-8537 ISSN：0021-8561
通讯作者：
Yang, Wen-Chao;Yang, Guang-Fu
作者机构：
[Yang, Guang-Fu; Ndikuryayo, Ferdinand; Moosavi, Behrooz; Yang, Wen-Chao; Yang, WC; Yang, GF] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.;[Yang, Guang-Fu] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 30071, Peoples R China.
通讯机构：
[Yang, WC; Yang, GF; Yang, Guang-Fu] C;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.;Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 30071, Peoples R China.
关键词：
4-hydroxyphenylpyruvate dioxygenase;agrochemical;chemical biology;herbicide;inhibitor
摘要：
The development of new herbicides is receiving considerable attention to control weed biotypes resistant to current herbicides. Consequently, new enzymes are always desired as targets for herbicide discovery. 4-Hydroxyphenylpyruvate dioxygenase (HPPD, EC 1.13.11.27) is an enzyme engaged in photosynthetic activity and catalyzes the transformation of 4-hydroxyphenylpyruvic acid (HPPA) into homogentisic acid (HGA). HPPD inhibitors constitute a promising area of discovery and development of innovative herbicides with some advantages, including excellent crop selectivity, low application rates, and broad-spectrum weed control. HPPD inhibitors have been investigated for agrochemical interests, and some of them have already been commercialized as herbicides. In this review, we mainly focus on the chemical biology of HPPD, discovery of new potential inhibitors, and strategies for engineering transgenic crops resistant to current HPPD-inhibiting herbicides. The conclusion raises some relevant gaps for future research directions.
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英文
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Discovery of Potent Succinate-Ubiquinone Oxidoreductase Inhibitors via Pharmacophore-linked Fragment Virtual Screening Approach
作者：
Xiong, Li;Zhu, Xiao-Lei
* ;Gao, Hua-Wei;Fu, Yu
（ ;Hu, Sheng-Quan;...
期刊：
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY ,2016年64(24):4830-4837 ISSN：0021-8561
通讯作者：
Zhu, Xiao-Lei;Yang, Guang-Fu
作者机构：
[Fu, Yu; Hu, Sheng-Quan; Zhu, Xiao-Lei; Xiong, Li; Yang, Wen-Chao; Gao, Hua-Wei; Jiang, Li-Na] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.;[Fu, Yu] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 30071, Peoples R China.;[Zhu, XL; Yang, GF] Ctr China Normal Univ, Luoyu Rd 152, Wuhan 43007, Peoples R China.
通讯机构：
[Zhu, XL; Yang, GF] C;Ctr China Normal Univ, Luoyu Rd 152, Wuhan 43007, Peoples R China.
关键词：
succinate-ubiquinone oxidoreductase;complex II;pharmacophore-linked fragment virtual screening;molecular modeling;structure-based design
摘要：
Succinate-ubiquinone oxidoreductase (SQR) is an attractive target for fungicide discovery. Herein, we report the discovery of novel SQR inhibitors using a pharmacophore-linked fragment virtual screening approach, a new drug design method developed in our laboratory. Among newly designed compounds, compound 9s was identified as the most potent inhibitor with a K<inf>i</inf>value of 34 nM against porcine SQR, displaying approximately 10-fold higher potency than that of the commercial control penthiopyrad. Further inhibitory kinetics studies revealed that compound 9s is a noncompetitive inhibitor with respect to the substrate cytochrome c and DCIP. Interestingly, compounds 8a, 9h, 9j, and 9k exhibited good in vivo preventive effects against Rhizoctonia solani. The results obtained from molecular modeling showed that the orientation of the R<sup>2</sup>group had a significant effect on binding with the protein. ©2016 American Chemical Society.
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英文
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Recent advances in cytokine detection by immunosensing
作者：
Liu, Guozhen
* ;Qi, Meng;Hutchinson, Mark R.;Yang, Guangfu
（ ;Goldys, Ewa M.
* 期刊：
Biosensors and Bioelectronics ,2016年79:810-821 ISSN：0956-5663
通讯作者：
Liu, Guozhen;Goldys, Ewa M.
作者机构：
[Yang, Guangfu; Liu, Guozhen; Qi, Meng] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.;[Goldys, Ewa M.; Liu, Guozhen] Macquarie Univ, ARC Ctr Excellence Nanoscale Biophoton CNBP, N Ryde, NSW 2109, Australia.;[Hutchinson, Mark R.] Univ Adelaide, ARC Ctr Excellence Nanoscale Biophoton CNBP, Adelaide, SA 5005, Australia.
通讯机构：
[Liu, Guozhen] C;[Goldys, Ewa M.] M;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.;Macquarie Univ, ARC Ctr Excellence Nanoscale Biophoton CNBP, N Ryde, NSW 2109, Australia.
关键词：
Cytokines;Immunosensing;Microfluidics;Real-time detection;Review;Sensitivity
摘要：
The detection of cytokines in body fluids, cells, tissues and organisms continues to attract considerable attention due to the importance of these key cell signaling molecules in biology and medicine. In this review, we describe recent advances in cytokine detection in the course of ongoing pursuit of new analytical approaches for these trace analytes with specific focus on immunosensing. We discuss recent elegant designs of sensing interface with improved performance with respect to sensitivity, selectivity, stability, simplicity, and the absence of sample matrix effects. Various immunosensing approaches based on multifunctional nanomaterials open novel opportunities for ultrasensitive detection of cytokines in body fluids in vitro and in vivo. Methodologies such as suspension arrays also known as bead assays together with optical fiber-based sensors, on their own or in combination with microfluidic devices will continue to have an important role to address the grand challenge of real-time in vivo multiplex cytokine detection. © 2016 Elsevier B.V.
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英文
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Detection of Intracellular Selenol-Containing Molecules Using a Fluorescent Probe with Near-Zero Background Signal
作者：
Sun, Qi;Yang, Shu-Hou;Wu, Lei;Dong, Qing-Jian;Yang, Wen-Chao* ;...
期刊：
Analytical Chemistry ,2016年88(11):6084-6091 ISSN：0003-2700
通讯作者：
Yang, Wen-Chao;Yang, Guang-Fu
作者机构：
[Yang, Guang-Fu; Yang, Wen-Chao; Sun, Qi; Yang, Shu-Hou; Wu, Lei; Yang, WC; Yang, GF] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.;[Dong, Qing-Jian] Huazhong Univ Sci & Technol, Tongji Hosp, Dept Nucl Med, Tongji Med Coll, Wuhan 430030, Peoples R China.
通讯机构：
[Yang, WC; Yang, GF] C;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
摘要：
Selenocysteine (Sec), encoded as the 21st amino acid, is the predominant chemical form of selenium that is closely related to various human diseases. Thus, it is of high importance to identify novel probes for sensitive and selective recognition of Sec and Sec-containing proteins. Although a few probes have been reported to detect artificially introduced selenols in cells or tissues, none of them has been shown to be sensitive enough to detect endogenous selenols. We report the characterization and application of a new fluorogenic molecular probe for the detection of intracellular selenols. This probe exhibits near-zero background fluorescence but produces remarkable fluorescence enhancement upon reacting with selenols in a fast chemical reaction. It is highly specific and sensitive for intracellular selenium-containing molecules such as Sec and selenoproteins. When combined with flow cytometry, this probe is able to detect endogenous selenols in various human cancer cells. It is also able to image endogenous selenol-containing molecules in zebrafish under a fluorescence microscope. These results demonstrate that this molecular probe can function as a useful molecular tool for intracellular selenol sensing, which is valuable in the clinical diagnosis for human diseases associated with Sec-deficiency or overdose. © 2016 American Chemical Society.
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英文
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An Update on Poly(ADP-ribose)polymerase-1 (PARP-1) Inhibitors: Opportunities and Challenges in Cancer Therapy
作者：
Wang, Ying-Qing;Wang, Ping-Yuan;Wang, Yu-Ting;Yang, Guang-Fu
（ ;Zhang, Ao
* ;...
期刊：
JOURNAL OF MEDICINAL CHEMISTRY ,2016年59(21):9575-9598 ISSN：0022-2623
通讯作者：
Miao, Ze-Hong;Zhang, Ao
作者机构：
[Miao, Ze-Hong; Wang, Ying-Qing; Wang, Yu-Ting] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Div Antitumor Pharmacol, Shanghai 201203, Peoples R China.;[Zhang, Ao; Wang, Ping-Yuan] Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, 555 Zuchongzhi Lu,Bldg 3,Room 426, Shanghai 201203, Peoples R China.;[Zhang, Ao; Wang, Ping-Yuan] Chinese Acad Sci, Shanghai Inst Mat Med, Synthet Organ & Med Chem Lab, 555 Zuchongzhi Lu,Bldg 3,Room 426, Shanghai 201203, Peoples R China.;[Yang, Guang-Fu; Wang, Ping-Yuan] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
通讯机构：
[Miao, Ze-Hong; Zhang, Ao] C;Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Div Antitumor Pharmacol, Shanghai 201203, Peoples R China.;Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, 555 Zuchongzhi Lu,Bldg 3,Room 426, Shanghai 201203, Peoples R China.;Chinese Acad Sci, Shanghai Inst Mat Med, Synthet Organ & Med Chem Lab, 555 Zuchongzhi Lu,Bldg 3,Room 426, Shanghai 201203, Peoples R China.
摘要：
Poly(ADP-ribose)polymerase-1 (PARP-1) is a critical DNA repair enzyme in the base excision repair pathway. Inhibitors of this enzyme comprise a new type of anticancer drug that selectively kills cancer cells by targeting homologous recombination repair defects. Since 2010, important advances have been achieved in PARP-1 inhibitors. Specifically, the approval of olaparib in 2014 for the treatment of ovarian cancer with BRCA mutations validated PARP-1 as an anticancer target and established its clinical importance in cancer therapy. Here, we provide an update on PARP-1 inhibitors, focusing on breakthroughs in their clinical applications and investigations into relevant mechanisms of action, biomarkers, and drug resistance. We also provide an update on the design strategies and the structural types of PARP-1 inhibitors. Opportunities and challenges in PARP-1 inhibitors for cancer therapy will be discussed based on the above advances.
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Synthesis, Herbicidal Activity, and QSAR of Novel N-Benzothiazolyl-pyrimidine-2,4-diones as Protoporphyrinogen Oxidase Inhibitors
作者：
Zuo, Yang;Wu, Qiongyou;Su, Sun-Wen;Niu, Cong-Wei;Xi, Zhen;...
期刊：
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY ,2016年64(3):552-562 ISSN：0021-8561
通讯作者：
Yang, Guang-Fu
作者机构：
[Yang, Guang-Fu; Su, Sun-Wen; Zuo, Yang; Wu, Qiongyou] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.;[Niu, Cong-Wei; Xi, Zhen] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China.
通讯机构：
[Yang, Guang-Fu] C;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
关键词：
benzothiazole;herbicide;molecular design;protoporphyrinogen oxidase;pyrimidinedione
摘要：
Protoporphyrinogen oxidase (PPO, E.C. 1.3.3.4) is known as a key action target for several structurally diverse herbicides. As a continuation of our research work on the development of new PPO-inhibiting herbicides, a series of novel 3-(2′-halo-5′-substituted-benzothiazol-1′-yl)-1-methyl-6-(trifluoromethyl)pyrimidine-2,4-diones 9 were designed and synthesized. The bioassay results indicated that a number of the newly synthesized compounds exhibited higher inhibition activity against tobacco PPO (mtPPO) than the controls, saflufenacil and sulfentrazone. Compound 9F-5 was identified as the most potent inhibitor with a K<inf>i</inf>value of 0.0072 ΜM against mtPPO, showing about 4.2-fold and 1.4-fold higher potency than sulfentrazone (K<inf>i</inf>= 0.03 ΜM) and saflufenacil (K<inf>i</inf>= 0.01 ΜM), respectively. An additional green house assay demonstrated that compound 9F-6 (K<inf>i</inf>= 0.012 ΜM) displayed the most promising postemergence herbicidal activity with a broad spectrum even at a concentration as low as 37.5 g of active ingredient (ai)/ha. Maize exhibits relative tolerance against compound 9F-6 at the dosage of 150 g ai/ha, but it is susceptible to saflufenacil even at 75 g ai/ha. Thus, compound 9F-6 exhibits the potential to be a new herbicide for weed control in maize fields. ©2016 American Chemical Society.
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英文
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Actin, Membrane Trafficking and the Control of Prion Induction, Propagation and Transmission in Yeast
作者：
Moosavi, Behrooz
* ;Mousavi, Bibimaryam;Yang, Guang-Fu
（ 期刊：
Traffic ,2016年17(1):5-20 ISSN：1398-9219
通讯作者：
Moosavi, Behrooz
作者机构：
[Yang, Guang-Fu; Moosavi, Behrooz] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.;[Mousavi, Bibimaryam] Wuhan Univ Technol, State Key Lab Adv Technol Mat Synth & Proc, Lab Organometall Catalysis & Ordered Mat, Wuhan 430070, Peoples R China.
通讯机构：
[Moosavi, Behrooz] C;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
关键词：
[PSI+];actin;endocytosis;IPOD;prion;yeast
摘要：
The model eukaryotic yeast Saccharomyces cerevisiae has proven a useful model system in which prion biogenesis and elimination are studied. Several yeast prions exist in budding yeast and a number of studies now suggest that these alternate protein conformations may play important roles in the cell. During the last few years cellular factors affecting prion induction, propagation and elimination have been identified. Amongst these, proteins involved in the regulation of the actin cytoskeleton and dynamic membrane processes such as endocytosis have been found to play a critical role not only in facilitating de novo prion formation but also in prion propagation. Here we briefly review prion formation and maintenance with special attention given to the cellular processes that require the functionality of the actin cytoskeleton. © 2016 John Wiley & Sons A/S.
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An Efficient One-Pot Synthesis of 2-(Aryloxyacetyl)cyclohexane-1,3-diones as Herbicidal 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors
作者：
Wang, Da-Wei;Lin, Hong-Yan;He, Bo;Wu, Feng-Xu;Chen, Tao;...
期刊：
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY ,2016年64(47):8986-8993 ISSN：0021-8561
通讯作者：
Yang, Wen-Chao;Yang, Guang-Fu
作者机构：
[Yang, Guang-Fu; Yang, Wen-Chao; Chen, Tao; Chen, Qiong; Wang, Da-Wei; Lin, Hong-Yan; Wu, Feng-Xu; He, Bo; Yang, WC; Yang, GF] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.;[Yang, Guang-Fu] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 30071, Peoples R China.
通讯机构：
[Yang, WC; Yang, GF; Yang, Guang-Fu] C;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.;Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 30071, Peoples R China.
关键词：
*4-hydroxyphenylpyruvate dioxygenase;*herbicidal activity;*one-pot synthesis;*structure-activity relationship;*triketone
摘要：
4-Hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27, HPPD) is an important target for new bleaching herbicides discovery. As a continuous work to discover novel crop selective HPPD inhibitor, a series of 2-(aryloxyacetyl)cyclohexane-1,3-diones were rationally designed and synthesized by an efficient one-pot procedure using N,N′-carbonyldiimidazole (CDI), triethylamine, and acetone cyanohydrin in CH<inf>2</inf>Cl<inf>2</inf>. A total of 58 triketone compounds were synthesized in good to excellent yields. Some of the triketones displayed potent in vitro Arabidopsis thaliana HPPD (AtHPPD) inhibitory activity. 2-(2-((1-Bromonaphthalen-2-yl)oxy)acetyl)-3-hydroxycyclohex-2-en-1-one, II-13, displayed high, broad-spectrum, and postemergent herbicidal activity at the dosage of 37.5-150 g ai/ha, nearly as potent as mesotrione against some weeds. Furthermore, II-13 showed good crop safety against maize and canola at the rate of 150 g ai/ha, indicating that II-13 might have potential as a herbicide for weed control in maize and canola fields. II-13 is the first HPPD inhibitor showing good crop safety toward canola. ©2016 American Chemical Society.
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英文
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Triazolopyrimidines as a New Herbicidal Lead for Combating Weed Resistance Associated with Acetohydroxyacid Synthase Mutation
作者：
Liu, Yu-Chao;Qu, Ren-Yu;Chen, Qiong;Yang, Jing-Fang;Cong-Wei, Niu;...
期刊：
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY ,2016年64(24):4845-4857 ISSN：0021-8561
通讯作者：
Yang, Guang-Fu
作者机构：
[Yang, Guang-Fu; Yang, Jing-Fang; Liu, Yu-Chao; Chen, Qiong] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.;[Yang, Guang-Fu; Zhen, Xi; Cong-Wei, Niu] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China.;[Yang, Guang-Fu; Zhen, Xi] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 30071, Peoples R China.
通讯机构：
[Yang, Guang-Fu] C;[Yang, Guang-Fu] N;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.;Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China.;Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 30071, Peoples R China.
关键词：
molecular design;herbicide;weed resistance;acetohydroxyacid synthase;triazolopyrimidines
摘要：
Acetohydroxyacid synthase (AHAS;also known as acetolactate synthase;EC 2.2.1.6, formerly EC 4.1.3.18) is the first common enzyme in the biosynthetic pathway leading to the branched-chain amino acids in plants and a wide range of microorganisms. Weed resistance to AHAS-inhibiting herbicides, increasing at an exponential rate, is becoming a global problem and leading to an urgent demand of developing novel compounds against both resistant and wild AHAS. In the present work, a series of novel 2-aroxyl-1,2,4-triazolopyrimidine derivatives (a total of 55) were designed and synthesized with the aim to discover an antiresistant lead compound. Fortunately, the screening results indicated that many of the newly synthesized compounds showed a better, even excellent, inhibition effect against both the wild-type Arabidopsis thaliana AHAS and P197L mutants. Among them, compounds 5-3 to 5-17, compounds 5-19 to 5-26, compounds 5-28 to 5-45, and compound 5-48 have the lower values of resistance factor (RF) and display a potential power to overcome resistance associated with the P197L mutation in the enzyme levels. Further greenhouse in vivo assay showed that compounds 5-15 and 5-20 displayed "moderate" to "good" herbicidal activity against both the wild type-and the resistant (P197L mutation) Descurainia sophia, even at a rate as low as 0.9375 (g of ai/ha). The above results indicated that these two compounds could be used as new leads for the future development of antiresistance herbicides. ©2016 American Chemical Society.
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英文
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A Highly Sensitive and Selective Fluorescent Probe for Thiophenol Designed via a Twist-Blockage Strategy
作者：
Sun, Qi;Yang, Shu-Hou;Wu, Lei;Yang, Wen-Chao
* ;Yang, Guang-Fu
* （ 期刊：
Analytical Chemistry ,2016年88(4):2266-2272 ISSN：0003-2700
通讯作者：
Yang, Wen-Chao;Yang, Guang-Fu
作者机构：
[Yang, Guang-Fu; Yang, Wen-Chao; Sun, Qi; Yang, Shu-Hou; Wu, Lei; Yang, WC; Yang, GF] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.;[Yang, Guang-Fu] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 30071, Peoples R China.
通讯机构：
[Yang, WC; Yang, GF; Yang, Guang-Fu] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.;Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 30071, Peoples R China.
摘要：
A benzoquinolizine coumarin-based fluorescent probe was developed for detecting thiophenols, demonstrating the superior fluorescence properties caused by the decay of the twisting effect of N,N-diethylamino group of coumarin. It discriminated thiophenols from various analytes including aliphatic thiols with good selectivity and displayed ∼700-fold fluorescence intensity enhancement and a remarkable limit of detection (4.5 nM). The new probe also can be applied to quantitative determine the concentrations of thiophenol in water samples and living cells. © 2016 American Chemical Society.
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英文
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A comprehensive study on micellization of dissymmetric pyrrolidinium headgroup-based gemini surfactants
作者：
Zou, Min;Dong, Jinfeng;Yang, Guangfu
（ ;Li, Xuefeng
* 期刊：
PHYSICAL CHEMISTRY CHEMICAL PHYSICS ,2015年17(15):10265-10273 ISSN：1463-9076
通讯作者：
Li, Xuefeng
作者机构：
[Li, Xuefeng; Dong, Jinfeng; Zou, Min] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Peoples R China.;[Yang, Guangfu] Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan, Peoples R China.
通讯机构：
[Li, Xuefeng] W;Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Peoples R China.
摘要：
Three groups of pyrrolidinium headgroup-based gemini surfactants of 1,1'-(propane-1,3-diyl) bis(1-alkyl pyrrolidinium) bromide, in categories of symmetric CmC3CmPB (m = 10, 12, 14), dissymmetric CmC3C14PB (m = 10, 12, 14) and CmC3CnPB (m = 8, 10, 12, m + n = 24) surfactants, are studied using equilibrium surface tension, conductivity, fluorescence, and NMR techniques. The importance of the dissymmetry on the micellization has been revealed in detail. The increase in the hydrophobic chain length m for CmC3CmPB and CmC3C14PB or in the dissymmetry (n/m) for CmC3CnPB can strengthen the aggregation ability and surface activity of the surfactants significantly, i.e., a lower critical micelle concentration (cmc) and a lower surface tension at cmc (gamma(cmc)). However, the aggregation number at cmc (N*) obeys the opposite variation tendency and it becomes smaller upon increasing m or n/m, due to the formation of premicelles. Thermodynamic results reveal that the contribution of enthalpy (Delta H-m(0)) to the Gibbs free energy (Delta G(m)(0)) is strengthened by increasing m or n/m during the spontaneous micellization process. Moreover, H-1 NMR results confirm the microenvironment change of the surfactants from polar water to micelles during the micellization, and 2D Noesy NMR spectra suggest that the methylene groups in the ring should adopt a conformation toward the nonpolar micellar core rather than in the polar water.
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英文
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Synthesis and Herbicidal Activity of Triketone-Quinoline Hybrids as Novel 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors
作者：
Wang, Da-Wei;Lin, Hong-Yan;Cao, Run-Jie;Chen, Tao;Wu, Feng-Xu;...
期刊：
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY ,2015年63(23):5587-5596 ISSN：0021-8561
通讯作者：
Chen, Qiong
作者机构：
[Yang, Guang-Fu; Yang, Wen-Chao; Chen, Tao; Chen, Qiong; Wang, Da-Wei; Lin, Hong-Yan; Wu, Feng-Xu; Cao, Run-Jie; Hao, Ge-Fei] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.;[Yang, Guang-Fu] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 30071, Peoples R China.
通讯机构：
[Chen, Qiong] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.
关键词：
4-hydroxyphenylpyruvate dioxygenase;herbicide;quinoline;triketone;rational design
摘要：
4-Hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27, HPPD) is one of the most important targets for herbicide discovery. In the search for new HPPD inhibitors with novel scaffolds, triketone-quinoline hybrids were designed and subsequently optimized on the basis of the structure-activity relationship (SAR) studies. Most of the synthesized compounds displayed potent inhibition of Arabidopsis thaliana HPPD (AtHPPD), and some of them exhibited broad-spectrum and promising herbicidal activity at the rate of 150 g ai/ha by postemergence application. Most promisingly, compound III-l, 3-hydroxy-2-(2-methoxy-7-(methylthio)quinoline-3-carbonyl)cyclohex-2-enone (K<inf>i</inf>= 0.009 ∼M, AtHPPD), had broader spectrum of weed control than mesotrione. Furthermore, compound III-l was much safer to maize at the rate of 150 g ai/ha than mesotrione, demonstrating its great potential as herbicide for weed control in maize fields. Therefore, triketone-quinoline hybrids may serve as new lead structures for novel herbicide discovery. ©2015 American Chemical Society.
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