Uracil hydrazones: design, synthesis, antimicrobial activities, and putative mode of action
作者：
Zhou, Huan;Li, Qing X.;Zeng, Lei;Cao, Congwang;Zhang, Tuotuo;...
期刊：
Pest Management Science ,2024年80(2):414-425 ISSN：1526-498X
通讯作者：
Zhou, Yuan;He, HW
作者机构：
[He, Hongwu; Zhang, Tuotuo; Cao, Congwang; Zhou, Huan; Zeng, Lei; Zhou, Yuan] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan, Peoples R China.;[Li, Qing X.] Univ Hawaii Manoa, Dept Mol Biosci & Bioengn, Honolulu, HI USA.;[He, Hongwu; He, HW; Zhou, Yuan] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, 152 Luoyu Rd, Wuhan 430079, Peoples R China.
通讯机构：
[He, HW ; Zhou, Y] C;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, 152 Luoyu Rd, Wuhan 430079, Peoples R China.
关键词：
synthesis;uracil hydrazone;antibacterial;antifungal;action mechanism
摘要：
A series of uracil hydrazones were designed and assessed for their antimicrobial properties. IV‐B20 showed effective and broad‐spectrum activity. IV‐B20 induced oxidative damage and promoted the leakage of cellular contents. Abstract BACKGROUND Crop diseases caused by plant pathogenic fungi and bacteria have led to substantial losses in global food production. Chemical pesticides have been widely used as a primary means to mitigate these issues. Nevertheless, the persistent and excessive use of pesticides has resulted in the emergence of microbial resistance. Moreover, the improper application and excessive utilization of pesticides can contribute to environmental pollution and the persistence of pesticide residues. Consequently, the development of novel and highly effective bactericides and fungicides to combat plant pathogens holds immense practical importance. RESULTS A series of uracil hydrazones IV‐B was deliberately designed and evaluated for their antimicrobial efficacy. The results of bioassays indicated that most IV‐B exhibited >80% inhibition against the fungal species Monilia fructigena and Sclerotium rolfsii, as well as the bacterial species Clavibacter michiganensis subsp. michiganensis, Xanthomonas oryzae pv. oryzae, and Ralstonia solanacearum, at 50 μg/mL in vitro. In vivo, IV‐B20 showed 89.9% of curative and 71.8% of protective activities against C. michiganensis subsp. michiganensis at 100 μg/mL superior to thiodiazole copper and copper hydroxide. IV‐B20 also showed excellent protective activity against M. fructigena (96.3% at 200 μg/mL) and S. rolfsii (80.4% at 1000 μg/mL), which were greater than chlorothalonil and equivalent to thifluzamide. Mechanistic studies revealed that IV‐B20 induced oxidative damage in pathogenic bacteria and promoted the leakage of cellular contents. CONCLUSION This study suggests that IV‐B20 with uracil hydrazone skeleton has great potential as an antimicrobial candidate. These findings lay a foundation for practical application in agriculture. © 2023 Society of Chemical Industry.
语种：
英文
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新型膦酸酯类化合物的合成及除草活性
作者：
王威;刘建超;彭浩;贺红武
期刊：
华中师范大学学报(自然科学版) ,2023年57(05):741-747 ISSN：1000-1190
作者机构：
[王威] 西安近代化学研究所氟氮化工资源高效开发与利用国家重点实验室;[刘建超; 彭浩; 贺红武] 华中师范大学化学学院农药与化学生物学教育部重点实验室
关键词：
膦酸酯;呋喃;合成;除草活性
摘要：
为获得具有良好除草活性的新型膦酸酯化合物,基于活性亚结构拼接原理,将呋喃环引入先导结构IV的R位设计合成了8个结构新颖的膦酸酯类化合物,并对其进行了除草活性和杀草谱测试.测试结果表明大部分化合物都具有较高的除草活性,其中...展开更多 为获得具有良好除草活性的新型膦酸酯化合物,基于活性亚结构拼接原理,将呋喃环引入先导结构IV的R位设计合成了8个结构新颖的膦酸酯类化合物,并对其进行了除草活性和杀草谱测试.测试结果表明大部分化合物都具有较高的除草活性,其中化合物V-1在75 g·hm-2(a.i.)的浓度下,对测试杂草的效果与草甘膦相当,显示了具有作为除草剂先导化合物进一步研究的价值.收起
语种：
中文
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具有缓释作用α-萘乙酸辛醇酯微乳液的制备与生物活性
作者：
饶缔;罗文涛;贺军波;齐玉堂;张维农;...
期刊：
农药 ,2022年61(01):19-23 ISSN：1006-0413
作者机构：
[罗文涛; 饶缔] 武汉轻工大学食品科学与工程学院;湖北省油脂精细化工工程技术研究中心;[贺红武] 华中师范大学化学学院农药与化学生物学教育部重点实验室;[张维农; 贺军波; 齐玉堂] 武汉轻工大学食品科学与工程学院<&wdkj&>湖北省油脂精细化工工程技术研究中心
关键词：
α-萘乙酸辛醇酯;微乳液;缓释;植物生长调节剂
摘要：
[目的]改变α-萘乙酸脂溶性和实现缓释效应。[方法]α-萘乙酸与辛醇酯化制备出α-萘乙酸辛醇酯并进行微乳液化,制备出吐温80为表面活性剂、1,2-丙二醇为助表面活性剂、α-萘乙酸辛醇酯与大豆油为油相的稳定微乳液;考察了微乳液对小麦种子生长调节活性。[结果]α-萘乙酸辛醇酯与大豆油质量比为4∶1时可制备出稳定的微乳液,稀释不同倍数后仍可得到稳定乳液体系,满足不同使用需求;α-萘乙酸辛醇酯微乳液能显著促进小麦种子生长,并具有缓释作用。[结论]α-萘乙酸辛醇酯微乳液促进小麦种子生长作用表明农药-脂质键合体纳米化技术在植物生长调节剂领域具有可行性和应用价值。
语种：
中文
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Homology Modeling, Molecular Docking, and Molecular Dynamic Simulation of the Binding Mode of PA-1 and Botrytis cinerea PDHc-E1
作者：
Rao Di;He Jun-Bo;Feng Jiang-Tao;Zhang Wei-Nong;Cai Meng;...
期刊：
Chinese Journal of Structural Chemistry ,2022年41(3):227-234 ISSN：0254-5861
通讯作者：
He, JB;He, HW
作者机构：
[Rao Di; He Jun-Bo; Zhang Wei-Nong; Feng Jiang-Tao] Wuhan Polytech Univ, Key Lab Deep Proc Major Grain & Oil, Minist Educ, Coll Food Sci & Engn, Wuhan 430023, Peoples R China.;[He Hong-Wu; Cai Meng] Cent China Normal Univ, Dept Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
通讯机构：
[He, JB ] W;[He, HW ] C;Wuhan Polytech Univ, Key Lab Deep Proc Major Grain & Oil, Minist Educ, Coll Food Sci & Engn, Wuhan 430023, Peoples R China.;Cent China Normal Univ, Dept Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
关键词：
5-iodo-1;3-triazole;< italic > Botrytis <;italic >< italic > cinerea <;italic >;PDHc-E1 inhibitor;homology modeling;molecular dynamic simulation
摘要：
To reveal the potential fungicidal mechanism of 5-((4-((4-chlorophenoxy)methyl)-5-iodo-1H-1,2,3-triazole-1-yl)methyl)-2-methylpyrimidin-4-amine (PA-1) against Botrytis cinerea (B. cinerea), the three-dimensional structure of B. cinerea pyruvate dehydrogenase complex E1 component (PDHc-E1) is homology modeled, as the PA-1 shows potent E. coli PDHc-E1 and B. cinerea inhibition. Subsequent molecular docking indicates the PA-1 can tightly bind to B. cinerea PDHc-E1. Molecular dynamic simulation and MM-PBSA calculation both demonstrate that two intermolecular interactions, π-π stacking and hydrophobic forces, provide the most contributions to the binding of PA-1 and B. cinerea PDHc-E1. Furthermore, the halogen bonding interaction between the iodine atom in PA-1 and OH in Ser181 is also crucial. The present study provides a valuable attempt to homology model the structure of B. cinerea PDHc-E1 and some key factors for the rational structure optimization of PA-1. © 2022 Fujian Institute of Research of the Structure of Matter. All rights reserved.
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英文
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噻吩并吡啶化合物的合成方法及应用
作者：
刘建超;贺红武
期刊：
华中师范大学学报(自然科学版) ,2022年56(5):789-802 ISSN：1000-1190
作者机构：
[刘建超; 贺红武] 华中师范大学化学学院
关键词：
稠杂环;噻吩并吡啶;噻吩;吡啶
摘要：
噻吩并吡啶化合物具有广泛的生物活性,是一类非常重要的稠杂环.噻吩并吡啶化合物的合成方法从反应原料不同来区分,可分为以吡啶环为母环或以噻吩环为母环两种情形.该文主要综述噻吩并[3,2-b]吡啶、噻吩并[2,3-c]吡啶和噻吩并[3,2-c]吡啶等类型稠杂环衍生物的合成方法及其应用研究进展.
语种：
中文
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Design, synthesis, high algicidal potency, and putative mode of action of new 2-cyclopropyl-4-aminopyrimidine hydrazones
作者：
Zhou, Yuan;Qin, Yingying;Zhou, Huan;Zhang, Tuotuo;Feng, Jiangtao;...
期刊：
Pesticide Biochemistry and Physiology ,2022年184:105098 ISSN：0048-3575
通讯作者：
Hongwu He<&wdkj&>Meng Cai
作者机构：
[He, Hongwu; Zhang, Tuotuo; Peng, Hao; Xie, Dan; Feng, Jiangtao; Cai, Meng; Zhou, Huan; Qin, Yingying; Zhou, Yuan; Feng, Lingling] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, 152 Luoyu Rd, Wuhan 430079, Peoples R China.
通讯机构：
[Hongwu He; Meng Cai] K;Key Laboratory of Pesticide and Chemical Biology of Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan 430079, China
关键词：
2-cyclopropyl-4-aminopyrimidine hydrazones;Algicidal activity;Transcriptomics;Photosynthesis inhibitor
摘要：
Control of cyanobacteria harmful algal blooms remains a global challenge. In the present study, a series of novel 2-cyclopropyl-4-aminopyrimidine hydrazones were designed and synthesized as potential algicides. Compounds 4a, 4b, 4h, 4j, 4k, 4l, and 4m showed potent inhibition against Synechocystis sp. PCC6803 (median effective concentration, EC50 = 1.1 to 1.7 μM) and Microcystis aeruginosa FACHB905 (EC50 = 1.2 to 2.0 μM), more potent than, or comparably with, copper sulfate (PCC6803, EC50 = 1.8 μM; FACHB905, EC50 = 2.2 μM) and prometryne (PCC6803, EC50 = 12.3 μM; FACHB905, EC50 = 7.2 μM). Compound 4k exhibited algicidal activity in an expanded culture system, and was less toxic than copper sulfate to zebrafish. Electron microscope analyses showed that 4k damaged cyanobacterial cells and decreased the number of thylakoid lamellae. Transcriptomic and qPCR analyses suggest that 4k interfered photosynthesis-related pathways. Treatment with 4k significantly decreased the maximum quantum yield of photosystem II and the photosynthetic electron transfer rate, and the resulting reactive oxygen species damaged thylakoid membranes and photosystem I. The results suggest that 4k is a potential lead for further development of effective and safe algicides. © 2022 Elsevier Inc.
语种：
英文
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含呋喃环膦酸酯衍生物的合成及除草活性
作者：
王威;贺红武;黄晓瑛;王列平;王储备;...
期刊：
化学研究与应用 ,2021年33(09):1737-1743 ISSN：1004-1656
作者机构：
[王威; 王列平; 黄晓瑛] 西安近代化学研究所氟氮化工资源高效开发与利用国家重点实验室;[贺红武] 华中师范大学化学学院农药与化学生物学教育部重点实验室;[屈应莲; 王储备] 新乡学院能源与燃料研究所
关键词：
亚磷酸二乙酯;杂环化合物;呋喃基;合成;除草活性
摘要：
以亚磷酸二乙酯和糠醛为原料,三乙胺做催化剂,经加成反应制得α-羟基膦酸酯,再经酯化反应制得8个含呋喃环新型膦酸酯衍生物II,采用~1H NMR、~(13)C NMR、~(31) P NMR、MS、IR以及元素分析对其进行了结构表征,并评价了除草活性和杀草谱。大部分目标化合物在150 g ai /ha剂量下对苘麻(Abutilon theophrasti) 、反枝苋(Amaranthus retroflexus)和鳢肠(Eclipta prostrata)具有70 ~ 100%抑制活性。扩大杀草谱测试结果表明,化合物II-1和II-2在150 g ai /ha剂量下对部分杂草具有显著的抑制活性,与对照药剂草甘膦相当。
语种：
中文
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新型2,2-二氟-1,3-苯并二茂衍生物的合成与杀菌活性
作者：
王威;黄晓瑛;王列平;刘康云;郑晓蕊;...
期刊：
农药 ,2021年60(08):563-566+590 ISSN：1006-0413
作者机构：
[郑晓蕊; 王威; 王列平; 黄晓瑛; 刘康云] 西安近代化学研究所氟氮化工资源高效开发与利用国家重点实验室;[贺红武] 华中师范大学化学学院农药与化学生物学教育部重点实验室
关键词：
2,2-二氟-1,3-苯并二茂;1,3,4-二唑;合成;杀菌活性
摘要：
[目的]为了获得具有杀菌活性的新型2,2-二氟-1,3-苯并二茂衍生物。[方法]基于活性亚结构拼接原理,将1,3,4-二唑与2,2-二氟-1,3-苯并二茂结合。[结果]合成了9个结构新颖的2,2-二氟-1,3-苯并二茂类衍生物,并对其进行了杀菌活性测试,其中化合物I-1在100 mg/L下对苹果树腐烂病菌和番茄灰霉病菌的抑制活性为100%,化合物6在100 mg/L下对苹果树腐烂病菌、小麦赤霉病菌和番茄灰霉病菌的抑制活性为100%。[结论]目标化合物I-1和6具有一定的杀菌活性,值得进一步研究。
语种：
中文
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Discovery of efficient inhibitors against pyruvate dehydrogenase complex component E1 with bactericidal activity using computer aided design
作者：
Zhou, Yuan;Cai, Meng;Zhou, Huan;Hou, Leifeng;Peng, Hao;...
期刊：
Pesticide Biochemistry and Physiology ,2021年177:104894 ISSN：0048-3575
通讯作者：
Hongwu He
作者机构：
[He, Hongwu; Peng, Hao; Hou, Leifeng; Cai, Meng; Zhou, Huan; Zhou, Yuan] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Peoples R China.
通讯机构：
[Hongwu He] K;Key Laboratory of Pesticide and Chemical Biology of Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan 430079, PR China
关键词：
Antibacterial activity;Computational;Molecular docking;Pyruvate dehydrogenase complex component E1 inhibitor;Selectivity
摘要：
Computer aided optimization of lead compounds is of great significance to the design and discovery of new agrochemicals. A series of 2,6-dimethyl-4-aminopyrimidine acylhydrazones 6 was rationally designed as pyruvate dehydrogenase complex component E1 (PDHc-E1) inhibitors using computer aided drug design. Compounds in series 6 showed excellent inhibitory activity against Escherichia coli PDHc-E1, which was considerably higher than that of the lead compound A2. Compound 6l showed the best inhibitory activity (IC(50)=95nM). Molecular docking, site-directed mutagenesis, and enzymatic assays revealed that the compounds bound in a "straight" conformation in the active site of E. coli PDHc-E1. Compounds 6b, 6e, and 6l showed negligible inhibition against porcine PDHc-E1. The in vitro antibacterial activity indicated that 6a, 6d, 6e, 6g, 6h, 6i, 6m, and 6n exhibited 61%-94% inhibition against Ralstonia solanacearum at 100μg/mL, which was better than commercial thiodiazole‑copper (29%) and bismerthiazol (55%). These results demonstrated that a lead structure for a highly selective PDHc-E1 inhibitor as a bactericide could be obtained using computer aided drug design.
语种：
英文
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Design, Synthesis, and Antifungal Activity of 2,6-Dimethyl-4-aminopyrimidine Hydrazones as PDHc-E1 Inhibitors with a Novel Binding Mode
作者：
Zhou, Yuan;Zhang, Shasha;Cai, Meng;Wang, Kaixing;Feng, Jiangtao;...
期刊：
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY ,2021年69(21):5804-5817 ISSN：0021-8561
通讯作者：
Hongwu He
作者机构：
[He, Hongwu; Peng, Hao; Xie, Dan; Feng, Jiangtao; Cai, Meng; Wang, Kaixing; Zhou, Yuan; Zhang, Shasha; Feng, Lingling] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
通讯机构：
[Hongwu He] K;Key Laboratory of Pesticide and Chemical Biology of Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan 430079, P. R. China
关键词：
2,6-dimethyl-4-aminopyrimidine hydrazones;PDHc-E1 inhibitor;antifungal activity;selectivity;molecular docking
摘要：
A series of novel 2,6-dimethyl-4-aminopyrimidine hydrazones 5 were rationally designed and synthesized as pyruvate dehydrogenase complex E1 (PDHc-E1) inhibitors. Compounds 5 strongly inhibited Escherichia coli (E. coli) PDHc-E1 (IC(50) values 0.94-15.80 μM). As revealed by molecular docking, site-directed mutagenesis, enzymatic, and inhibition kinetic analyses, compounds 5 competitively inhibited PDHc-E1 and bound in a "straight" pattern at the E. coli PDHc-E1 active site, which is a new binding mode. In in vitro antifungal assays, most compounds 5 at 50 μg/mL showed more than 80% inhibition against the mycelial growth of six tested phytopathogenic fungi, including Botrytis cinerea, Monilia fructigena, Colletotrichum gloeosporioides, andBotryosphaeria dothidea. Notably, 5f and 5i were 1.8-380 fold more potent against M. fructigena than the commercial fungicides captan and chlorothalonil. In vivo, 5f and 5i controlled the growth of M. fructigena comparably to the commercial fungicide tebuconazole. Thus, 5f and 5i have potential commercial value for the control of peach brown rot caused by M. fructigena.
语种：
英文
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磷杂菲类衍生物的合成及其阻燃应用
作者：
刘文康;周圆;杨亚兰;贺红武;彭浩
期刊：
精细化工 ,2020年37(3):433-444 ISSN：1003-5214
作者机构：
华中师范大学 化学学院 农药与化学生物学教育部重点实验室,湖北 武汉 430079;[周圆; 贺红武; 彭浩; 杨亚兰; 刘文康] 华中师范大学
关键词：
磷杂菲;阻燃剂;热塑性树脂;热固性树脂;阻燃应用
摘要：
磷杂菲(DOPO)类衍生物是一类典型的无卤有机磷阻燃剂,在气相和凝聚相中均能显示优异的阻燃效果,可以提高高分子材料的阻燃性能,是目前研究的热点之一。该文介绍了磷杂菲类阻燃剂的特点、阻燃机理、合成方法以及近十年来在热塑性树脂(聚酰胺、聚碳酸酯、聚氨酯、ABS树脂和聚乳酸)和热固性树脂(环氧树脂和不饱和聚酯树脂)中的应用进展。最后指出阻燃剂未来发展的趋势。
语种：
中文
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Synthesis and characterization of a novel Schiff base and its enhancement on flame retardancy of epoxy resins
作者：
You, Ge-Yun* ;He, Hong-Wu;Feng, Bin;Tang, Yu-Ying;Fan, Fang-Fang;...
期刊：
Chemical Papers ,2020年74(7):2201-2210 ISSN：2585-7290
通讯作者：
You, Ge-Yun
作者机构：
[Feng, Bin; Yang, Chang-Jie; Fan, Fang-Fang; Liang, Cong; You, Ge-Yun] Baise Univ, Coll Chem & Environm Engn, Baise 533000, Guangxi, Peoples R China.;[He, Hong-Wu; Tang, Yu-Ying; Cheng, Zhi-Quan] Cent China Normal Univ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[You, Ge-Yun] B;Baise Univ, Coll Chem & Environm Engn, Baise 533000, Guangxi, Peoples R China.
关键词：
Epoxy resin;Phosphorus-nitrogen;Flame retardancy;Mechanical performance;Flame-retardant mechanism
摘要：
A novel Schiff base, namely N1,N2-bis{3,4-bis(5,5-dimethyl-2-oxide-1,3,2-dioxaphosphinan-2-yl)oxy]benzylidene}ethane-1,2-diamine (PN), was synthesized by the condensation of 3,4-bis[(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy] benzaldehyde (PCHO) and ethylenediamine. Its chemical structure was characterized by 1H, 13C, 31P NMR, mass spectra and elemental analysis. PN was used as an additive flame retardant to improve the flame retardancy of diglycidyl ether of bisphenol A (DGEBA) cured by 4,4′-diaminodiphenylsulfone (DDS) with different phosphorus mass fraction. The incorporation of PN promoted DGEBA/DDS to yield more char residues under both nitrogen and air atmosphere, and exhibit good flame retardancy. With 1.5 wt% phosphorus mass fraction, PN-1.5/DGEBA/DDS could reach the highest flame retardant level of V-0 rating for UL-94 vertical burning test, obtain a limiting oxygen index (LOI) value of 32.4%, and keep relatively good mechanical properties by 81.52% of flexural strength and 90.40% of Izod impact strength compared with DGEBA/DDS. The flame-retardant mechanism researches revealed that PN presented a comprehensive mechanism of condensed phase, gas phase and phosphorus-nitrogen synergistic effect in DGEBA/DDS system. © 2020, Institute of Chemistry, Slovak Academy of Sciences.
语种：
英文
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Insight into the halogen bonding between PA-1 ligand and pyruvate dehydrogenase complex E1 component by crystal structure, DFT calculation, and molecular docking
作者：
He, Junbo* ;He, Haifeng;Cai, Meng;Zhao, Feng* ;He, Hongwu
期刊：
Journal of Molecular Structure ,2020年1199:126991 ISSN：0022-2860
通讯作者：
He, Junbo;Zhao, Feng
作者机构：
[He, Junbo] Wuhan Polytech Univ, Coll Food Sci & Engn, Key Lab Deep Proc Major Grain & Oil, Minist Educ, Wuhan 430023, Hubei, Peoples R China.;[He, Haifeng; Zhao, Feng] Jiangxi Sci & Technol Normal Univ, Jiangxi Key Lab Organ Chem, Fenglin St, Nanchang 330013, Jiangxi, Peoples R China.;[He, Hongwu; Cai, Meng] Cent China Normal Univ, Dept Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[He, Junbo] W;[Zhao, Feng] J;Wuhan Polytech Univ, Coll Food Sci & Engn, Key Lab Deep Proc Major Grain & Oil, Minist Educ, Wuhan 430023, Hubei, Peoples R China.;Jiangxi Sci & Technol Normal Univ, Jiangxi Key Lab Organ Chem, Fenglin St, Nanchang 330013, Jiangxi, Peoples R China.
关键词：
5-lodo-1,2,3-triazole;Halogen bonding;PDHc-E1 inhibitor;DFT calculation;Molecular docking
摘要：
The binding mode of 5-((4-((4-chlorophenoxy)methyl)-5-iodo-1H-1,2,3-triazol-1-yl)methyl)-2-methylpyrimidin-4-amine (PA-1) was studied using a combination of X-ray crystallography, DFT calculation, and molecular docking approaches. The crystal structure of PA-1 primarily indicated the formation of intermolecular hydrogen bonding and halogen bonding between N-H center dot center dot center dot N and C-I center dot center dot center dot N. DFT calculation demonstrated that the geometric structure of PA-1 is in excellent agreement with the crystal structure. The frontier molecular orbital analysis indicated the important role of the 5-iodo-1,2,3-triazole and benzene ring in the biological activities of PA-1. Further molecular electrostatic potential surface analysis confirmed the possibility of iodine atom participating in the halogen bonding with the negatively charged center; this was validated by the molecular docking study, which showed that the iodine atom of PA-1 could form a halogen bonding with the O atom of Asp521 in the active site of E. coli. PDHc-E1. These findings demonstrate that halogen bonding interaction could be used for the further optimization of PA-1 to discover more potent PDHc-E1 inhibitors and antifungal compounds. (C) 2019 Elsevier B.V. All rights reserved.
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英文
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Synthesis and application of a novel phosphoryl thiourea-containing flame retardant for epoxy resin
作者：
You, Ge-Yun* ;He, Hong-Wu;Feng, Bin;Tang, Yu-Ying;Cheng, Zhi-Quan;...
期刊：
Chemical Papers ,2020年74(8):2403-2414 ISSN：2585-7290
通讯作者：
You, Ge-Yun
作者机构：
[Feng, Bin; Fan, Fang-Fang; You, Ge-Yun] Baise Univ, Coll Chem & Environm Engn, Baise 533000, Guangxi, Peoples R China.;[He, Hong-Wu; Tang, Yu-Ying; Cheng, Zhi-Quan] Cent China Normal Univ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[You, Ge-Yun] B;Baise Univ, Coll Chem & Environm Engn, Baise 533000, Guangxi, Peoples R China.
关键词：
Phosphoryl thiourea;Flame retardant;Synergistic effect;Epoxy resin
摘要：
A novel phosphoryl thiourea-containing flame retardant (PSN) was synthesized and fully characterized. The influences of PSN with different phosphorus content on diglycidyl ether of bisphenol-A epoxy resin (DGEBA) cured by 4,4′-diaminodiphenylsulfone (DDS) were comprehensively evaluated via the measurement of flame retardancy, thermal performance, and mechanical property. The results showed that PSN-modified DGEBA/DDS thermosets exhibited moderate changes in glass transition temperature and thermal stability, and PSN could catalyze DGEBA/DDS to produce more char residues under both nitrogen and air atmosphere. When the phosphorus content reached only 1.0wt%, the PSN-modified DGEBA/DDS thermoset obtained limited oxygen index (LOI) value of 29.2%, and reached vertical burning (UL-94) rating of V-0, which exhibited more excellent flame retardancy than that of the neat DGEBA/DDS thermoset with LOI value of 22.5% and no UL-94 rating. Moreover, compared with DGEBA/DDS, PSN-1.5/DGEBA/DDS thermoset with phosphorus content of 1.5wt% presented lower combustion parameters of peak heat release rate (PHRR), total heat release (THR), and total smoke release (TSR), which further showed that PSN could effectively enhance the flame retardancy of DGEBA/DDS epoxy thermosets. The investigation of flame-retardant mechanism revealed that a P/N/S synergistic effect was presented by PSN, which was reflected in the condensed phase via the increase in the phosphorus-containing char yield and the gas phase via the release of non-flammable gas such as NH3, SO2, and H2O. Additionally, PSN-modified DGEBA/DDS thermosets could maintain above 83% of Izod impact strength for DGEBA/DDS. The high flame-retardant efficiency, good smoke suppression performance, and less negative effect on Izod impact strength of DGEBA/DDS epoxy thermoset promise that PSN would be a potential flame retardant for DGEBA/DDS epoxy system. © 2020, Institute of Chemistry, Slovak Academy of Sciences.
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O-甲基1-(2,4-二氯苯氧基乙酰氧基)乙基膦酸取代铵盐的合成与生物活性研究
作者：
何海峰;贺红武
作者机构：
教育部农药与化学生物学重点实验室 华中师范大学化学学院有机合成研究所 武汉 430079
会议名称：
中国化学会第十届全国磷化学化工学术讨论会暨空间生命起源与进化专委会年会
会议时间：
20151
会议地点：
河南新乡
会议论文集名称：
中国化学会第十届全国磷化学化工学术讨论会暨空间生命起源与进化专委会年会论文集
摘要：
A.C.Builie等人通过生化反应机理的研究证实了烷基酰基膦酸酯(盐)或次膦酸酯(盐)能使植物致死,正是因为它们对植物丙酮酸脱氢酶系抑制作用的直接结果[1-2].
语种：
中文
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含腙结构单元的氨基嘧啶衍生物的合成与生物活性研究
作者：
He Haifeng;Xia Qin;He Hongwu*
期刊：
有机化学 ,2019年39(8):2295-2302 ISSN：0253-2786
通讯作者：
He Hongwu
作者机构：
[He Haifeng] Jiangxi Sci & Technol Normal Univ, Sch Chem & Chem Engn, Nanchang 330013, Jiangxi, Peoples R China.;[Xia Qin; He Hongwu] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[He Hongwu] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
关键词：
丙酮酸脱羧酶;杀菌剂;先导化合物;2-甲基-4-氨基嘧啶衍生物
摘要：
丙酮酸脱羧酶是连接糖酵解与三羧酸循环的关键酶,目前尚无以丙酮酸脱羧酶(PDHc-El)为靶标的杀菌剂.拟通过设计针对微生物PDHc-El的抑制剂来获得具有杀菌活性的化合物.以课题组前期发现的E. coli PDHc-El抑制剂L为先导化合物进行结构修饰,通过肼与醛的缩合反应合成了14个新型含腙结构单元的氨基嘧啶衍生物I作为潜在的PDHc-El抑制剂.发现2-甲基-4-氨基-5-(甲基-4-溴苯腙)-嘧啶(I-6)不仅对E. coli PDHc-El显示较好的活性(IC_(50)=26.45 µmol/L),同时对真菌花生褐斑(EC_(50) 14.11 µg/mL)和苹果轮纹(EC_(50) 0.64 µg/mL)显示了高效活性,具有进一步研究的价值.由此,通过对先导结构2-甲基-4-氨基嘧啶衍生物L中的桥键进行结构修饰,获得了对E. coli PDHc-El具有抑制作用的高效杀菌活性的化合物.
语种：
中文
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Herbicidal activity and application cyclic of phosphonates
作者：
He, H. W.* ;Wang, W.;Peng, H.;Tan, X. S.
期刊：
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS ,2019年194(4-6):510-512 ISSN：1042-6507
通讯作者：
He, H. W.
作者机构：
[Peng, H.; Tan, X. S.; Wang, W.; He, H. W.] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[He, H. W.] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
会议名称：
22nd International Conference on Phosphorus Chemistry (ICPC)
会议时间：
JUL 08-13, 2018
会议地点：
Budapest, HUNGARY
会议主办单位：
[He, H. W.;Wang, W.;Peng, H.;Tan, X. S.] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
关键词：
Cyclic alkylphosphonate;herbicidal activity;fluorine
摘要：
Among alkylphosphonates Io,O,O-dimethyl 1-(2,4-dichlorophenoxyacetoxy) ethylphosphonate (clacyfos) was found to be an effective inhibitor against dicotyledons PHDc and exhibited excellent herbicidal activity in our previous work. According to our study on the alkylphosphonates Io, both R1 and R2 groups in the structural unit of phosphorus-containing played a very important role in herbicidal activity. Therefore, a series of 2-[1-(substituted phenoxycarboxy)alkyl]-5,5-dimethyl-1,3,2-dioxaphosphinane-2-one containing fluorine II was obtained by the modification of alkylphosphonates Io. The bioassay results showed that cyclic phosphonate II-6 with CH3 as R, 2-Cl,4-F as Yn exhibited promising herbicidal activity. Its herbicidal activity, weed-controlling spectrum, selectivity between crops and weeds were further evaluated in greenhouse and field. © 2018, © 2018 Taylor & Francis Group, LLC.
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英文
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Synthesis and Activity of 1,2,3-Triazole Aminopyrimidines against Cyanobacteria as PDHc-E1 Competitive Inhibitors.
作者：
Zhou, Yuan;Feng, Jiangtao;Feng, Lingling
（ ;Xie, Dan;Peng, Hao;...
期刊：
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY ,2019年67(45):12538-12546 ISSN：0021-8561
通讯作者：
Cai, Meng;He, Hongwu
作者机构：
[Feng, Lingling; He, Hongwu; Peng, Hao; Cai, Meng; He, HW; Xie, Dan; Feng, Jiangtao; Zhou, Yuan] 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：
[Cai, M; He, HW] 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：
synthesis;PDHc-E1 inhibitor;anticyanobacteria;selectivity;molecular docking
摘要：
Cyanobacteria harmful algal blooms are of global concern, but all currently available algicides in the market are nonselective and have potential side effects on nontarget species. In the present work, two series of compounds (4 and 6) comprising 16 novel 1,2,3-triazole aminopyrimidines were rationally designed and synthesized as control agent for cyanobacteria. Our design focus was the inhibiting cyanobacteria by inhibition against pyruvate dehydrogenase complex E1 (PDHc-E1). Compounds 4 and 6 showed potent inhibition against Escherichia coli PDHc-E1 (IC50 = 4.13-23.76 muM) and also strong algicidal activities against Synechocystis sp. PCC 6803 (EC50 = 1.7-8.1 muM) and Microcystis sp. FACHB905 (EC50 = 2.1-11.8 muM). In particular, the algicidal activities of 6d against four algal species were not only higher than that of prometryn; they were also comparable to or higher than that of copper sulfate. The analogues 4c, 4d, 6d, and 6e displayed potent algicidal activities and inhibition of E. coli PDHc-E1 but exhibited negligible inhibition of porcine PDHc-E1. As revealed by molecular docking, site-directed mutagenesis, enzymatic assays, and an inhibition kinetic analysis, 4c and 6d inhibited PDHc-E1 in a competitive manner. Our results suggest that highly selective, effective algicides can be developed by rationally designing competitive PDHc-E1 inhibitors.
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英文
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Design, synthesis and herbicidal activity of novel cyclic phosphonates with diaryl ethers containing pyrimidine
作者：
Zhang, Shasha;Guo, Xinjuan;Zhou, Yuan;Yang, Yalan;Peng, Hao* ;...
期刊：
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS ,2019年194(12):1158-1163 ISSN：1042-6507
通讯作者：
Peng, Hao;He, Hongwu
作者机构：
[He, Hongwu; Peng, Hao; Yang, Yalan; Guo, Xinjuan; Zhou, Yuan; Peng, H; He, HW; Zhang, Shasha] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol CCNU, Wuhan, Hubei, Peoples R China.
通讯机构：
[Peng, H; He, HW] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol CCNU, Wuhan, Hubei, Peoples R China.
关键词：
diary ether;herbicidal activity;heterocyclic phosphonate;Synthesis
摘要：
Thirteen novel cyclic phosphates were rationally designed and synthesized by introducing diary ethers containing pyrimidine. All the target compounds were characterized by 1H, 13C, 31P NMR and HRMS. The test of herbicidal activity indicated that most of the compounds showed good herbicidal activities against Amaranthus retroflexus. The compounds IA-2 (1-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)propyl-2-((4,6-dimethoxypyrimidin-2-yl)oxy)benzoate) and IA-3 ((5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)(phenyl)methyl-2-((4,6-dimethoxypyrimidin-2-yl)oxy)benzoate) exhibited remarkable post-emergency herbicidal activity against the tested monocotyledonous weed at the dosage of 112.5 g ai/ha. © 2019, © 2019 Taylor & Francis Group, LLC.
语种：
英文
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Structure optimization and bioactivity evaluation of ThDP analogs targeting cyanobacterial pyruvate dehydrogenase E1
作者：
Feng, Jiangtao;He, Haifeng;Zhou, Yuan;Cai, Meng;Peng, Hao;...
期刊：
Bioorganic & Medicinal Chemistry ,2019年27(24):115159 ISSN：0968-0896
通讯作者：
Feng, Lingling
（ ;He, Hongwu
作者机构：
[Feng, Lingling; He, Hongwu; Peng, Hao; He, HW; Feng, Jiangtao; He, Haifeng; Cai, Meng; Liu, Honglin; Zhou, Yuan; Liu, Lei] Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol CCNU, Wuhan 430079, Hubei, Peoples R China.;[Feng, Lingling; He, Hongwu; Peng, Hao; He, HW; Feng, Jiangtao; He, Haifeng; Cai, Meng; Liu, Honglin; Zhou, Yuan; Liu, Lei] Cent China Normal Univ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.;[He, Haifeng] Jiangxi Sci & Technol Normal Univ, Sch Chem & Chem Engn, Nanchang 330013, Jiangxi, Peoples R China.
通讯机构：
[Feng, LL; He, HW] C;Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol CCNU, Wuhan 430079, Hubei, Peoples R China.;Cent China Normal Univ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.
关键词：
Algicides;Competitive inhibitors;Harmful cyanobacterial blooms;Pyruvate dehydrogenase multienzyme component E1;Thiamin diphosphate
摘要：
Harmful cyanobacteria bloom (HCB) has occurred frequently in recent years and it is urgent to develop novel algicides to deal with this problem. In this paper, a series of novel thiamin diphosphate (ThDP) analogs 5a-5g were designed and synthesized targeting cyanobacterial pyruvate dehydrogenase complex E1 (Cy-PDHc E1). Our results showed that compounds 5a-5g have higher inhibitory activities against Cy-PDHc E1 (IC50 9.56-3.48microM) and higher inhibitory activities against two model cyanobacteria strains Synechocystis sp PCC6803 (EC50 2.03-1.58microM) and Microcystis aeruginosa FACHB905 (EC50 1.86-0.95microM). Especially, compound 5b displayed highest inhibitory activities (IC50=3.48microM) against Cy-PDHc E1 and powerful inhibitory activities against cyanobacteria Synechocystis sp PCC6803 (EC50=1.58microM) and Microcystis aeruginosa FACHB905 (EC50=1.04microM). Moreover, the inhibitory activities of compound 5b were even higher than those of copper sulfate (EC50=2.02 and 1.71microM separately) which has been widely used as algicide against cyanobacteria PCC6803 and FACHB905. The more important was that compound 5b display much higher inhibitory selectivity between Cy-PDHc E1 (Inhibitory rate 97.4%) and porcine PDHc E1 (Inhibitory rate 11.8%) under the same concentration (100muM). The inhibition kinetic experiment and molecular docking research showed that compound 5b can inhibit Cy-PDHc E1 by occupying the ThDP-binding pocket and then blocking Cy-PDHc E1 bound to ThDP as competitive inhibitor. The imagines of SEM and TEM showed that cellular microstructures were heavily destroyed under compound 5b stress. Our results demonstrated compound 5b could be taken as a potential lead compound targeting Cy-PDHc E1 to obtain environment-friendly algicide for harmful cyanobacterial blooms control.
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