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The intriguing chemistry and biology of sulfur-containing natural products from marine microorganisms(1987-2020)

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Marine Life Science & Technology 2021年第4期3卷 488-518页

作者： Yang Hai Mei-Yan Wei Chang-yun Wang yu-cheng gu Chang-Lun Shao Key Laboratory of Marine Drugs School of Medicine and PharmacyThe Ministry of Education of ChinaOcean University of ChinaQingdao 266003China Laboratory for Marine Drugs and Bioproducts Pilot National Laboratory for Marine Science and Technology(Qingdao)Qingdao 266237China College of Food Science and Engineering Ocean University of ChinaQingdao 266003China Syngenta Jealott’s Hill International Research Centre BracknellBerkshire RG426EYUK

Natural products derived from marine microorganisms have received great attention as a potential resource of new compound entities for drug *** unique marine environment brings us a large group of sulfur-containing natural products with abundant biological functionality including antitumor,antibiotic,anti-inflammatory and antiviral *** reviewed all the 484 sulfur-containing natural products(non-sulfated)isolated from marine microorganisms,of which 59.9%are thioethers,29.8%are thiazole/thiazoline-containing compounds and 10.3%are sulfoxides,sulfones,thioesters and many others.A selection of 133 compounds was further discussed on their structure-activity relationships,mechanisms of action,biosynthesis,and *** is the first systematic review on sulfur-containing natural products from marine microorganisms conducted from January 1987,when the first one was reported,to December 2020.

关键词： Sulfur-containing natural products Marine microorganisms Molecular diversity Bioactivities Marine drugs

Synthesis and cytotoxic activity of 2,5-disubstituted pyrimido[5,4-c]quinoline derivatives

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Chinese Chemical Letters 2011年第11期22卷 1277-1280页

作者： Fan Zhang Xin Zhai Li Juan Chen Jian guo Qi Bo Cui yu cheng gu Ping Gong Key Laboratory of New Drugs Design and Discovery of Liaoning Province School of Pharmaceutical Engineering Shenyang Pharmaceutical University Shenyang 110016 China Syngenta Jealott＇s Hill International Research Centre Bracknell Berkshire RG42 6EY UK

A series of 2,5-disubstituted pyrimido[5,4-c]quinoline derivatives were synthesized and their cytotoxic activity against H460, HT-29 and MDA-MB-231 cell lines was evaluated in *** was found that most of the tested com... 详细信息

关键词： Pyrimido[5 4-c]quinoline Synthesis Cytotoxic activity

Selectivin:A nematicide from parasitic nematodes-speciﬁcally activated chemical

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Advanced Agrochem 2024年第2期3卷 111-114页

作者： En-yu Jiang Otgonpurev Sukhbaatar Ming-Zhi Zhang Wei-Hua Zhang yu-cheng gu Jiangsu Key Laboratory of Pesticide Science College of SciencesNanjing Agricultural UniversityNanjing 210095China Department of Chemistry School of Applied SciencesMongolian University of Life SciencesMongolia Syngenta Jealott's Hill International Research CentreBracknellBerkshire RG426EYUnited Kingdom

The latest study published in Nature by Andrew ***,Peter *** and co-authors is highlighted in this paper,they investigated a series of novel nematicidal compounds,including Selectivin-A and Selectivin-E,and explored their mechanism of *** have displayed that the Selectivin compound is inactive to human cells,ﬁsh,fungi,insects and even beneﬁcial *** the exploration of its mechanism of action,it was found that the mechanism of action of Selectivin is different with those of commercial nematocides:Selectivin needs to be activated by biotin produced by nematodes,after that they can be transformed into compounds with high nematicidal *** proves that the family of Selectivin compounds has the advantages of high selectivity and environmental friendliness,and their mechanism of action is completely new,proposing a completely new path for the development of new nematicides.

关键词： Plant-parasitic nematodes(PPNs) Nematode control CYPs Emb-8 CYP4731A3

Uncommon Bis-quinolizidine Alkaloids from the Hainan Sponge Neopetrosia chaliniformis

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Chinese Journal of Chemistry 2021年第7期39卷 1838-1842页

作者： Bao Chen Xia-Juan Huan Ze-Hong Miao Nicole J.de Voogd yu-cheng gu Chang-yun Wang yue-Wei guo Xu-Wen Li Key Laboratory of Marine Drugs The Ministry of Education of ChinaSchool of Medicine and PharmacyOcean University of ChinaQingdaoShandong266003 China State Key Laboratory of Drug Research Shanghai Institute of Materia MedicaChinese Academy of Sciences555 Zu Chong Zhi RoadZhangjiang Hi-Tech ParkShanghai201203 China Open Studio for Druggability Research of Marine Natural Products Pilot National Laboratory for Marine Science and Technology(Qingdao)1 Wenhai RoadAoshanweiJimoQingdaoShandong266237 China Syngenta Jealott's Hill International Research CentreBracknellBerkshireRG426EY United Kingdom Naturalis Biodiversity Center P.O.Box 95172300 RALeidenthe Netherlands Leiden University Institute of Environmental SciencesP.O.Box 95182300 RALeidenthe Netherlands

Main observation and conclusion Two new bis-quinolizidine alkaloids,neopetrosiasins A(1)and B(2),possessing cis-and trans-quinolizidine nuclei,one known related analogue petrosin(3)and three known xestospongins(4-6),w... 详细信息

关键词： Sponge 1 Neopetrosia chaliniformis Alkaloids Configuration determination Cytotoxicity

Synthesis,fungicidal activity and molecular docking studies of tavaborole derivatives

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Advanced Agrochem 2023年第2期2卷 185-195页

作者： Zhuo He Dai-Chuan Huang Dale guo Fang Deng Qiang Sha Ming-Zhi Zhang Wei-Hua Zhang yu-cheng gu Jiangsu Key Laboratory of Pesticide Science College of SciencesNanjing Agricultural UniversityNanjing210095China State Key Laboratory Breeding Base of Systematic Research Development and Utilization of Chinese Medicine Resources School of PharmacyChengdu University of Traditional Chinese MedicineChengdu611137China Syngenta Jealott's Hill International Research CentreBracknellBerkshireRG426EYUnited Kingdom

Benzoxaborole,a five-membered oxaborole ring fused with a phenyl ring,has demonstrated potent pharmacological *** order to explore their potential applications in agriculture,five-membered and six-membered benzoxaborole derivatives were synthesized and evaluated for their fungicidal activity against six common plant pathogenic fungi in *** bioassay results showed that most of the target compounds exhibited significant fungicidal activity at concentrations below 50μg/mL,particularly the highlighted compounds 4b and 4e,which demonstrated impressive fungicidal activity superior to those of the positive *** docking was also performed to confirm the practical value of the active compound as a potential inhibitor of Leucyl-tRNA Synthetase(LeuRS).This study indicates that the designed benzoxaborole derivatives could serve as template molecules for the development of novel fungicides.

关键词： Benzoxaborole LeuRS Synthesis Fungicidal activity Molecular docking

Targeted isolation of antitubercular cycloheptapeptides and an unusual pyrroloindoline-containing new analog,asperpyrroindotide A,using LC–MS/MS-based molecular networking

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Marine Life Science & Technology 2023年第1期5卷 85-93页

作者： Yi-Qian Han Qun Zhang Wei-Feng Xu Yang Hai Rong Chao Cui-Fang Wang Xue-Mei Hou Mei-Yan Wei yu-cheng gu Chang-yun Wang Chang-Lun Shao Key Laboratory of Marine Drugs the Ministry of Education of ChinaSchool of Medicine and PharmacyOcean University of ChinaQingdao 266003China State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources School of Chemistry and Pharmaceutical SciencesGuangxi Normal UniversityGuilin 541004China College of Food Science and Engineering Ocean University of ChinaQingdao 266003China Syngenta Jealott’s Hill International Research Centre BracknellBerkshire RG426EYUK Laboratory for Marine Drugs and Bioproducts Qingdao National Laboratory for Marine Science and TechnologyQingdao 266237China

Further insights on the secondary metabolites of a soft coral-derived fungus Aspergillus versicolor under the guidance of MS/MS-based molecular networking led to the isolation of seven known cycloheptapeptides,namely,asperversiamides A–C(1–3)and asperheptatides A–D(4–7)and an unusual pyrroloindoline-containing new cycloheptapeptide,asperpyrroindotide A(8).The structure of 8 was elucidated by comprehensive spectroscopic data analysis,and its absolute configuration was determined by advanced Marfey’s *** semisynthetic transformation of 1 into 8 was successfully achieved and the reaction conditions were ***,a series of new derivatives(10−19)of asperversiamide A(1)was semi-synthesized and their anti-tubercular activities were evaluated against Mycobacterium tuberculosis *** preliminary structure−activity relationships revealed that the serine hydroxy groups and the tryptophan residue are important to the activity.

关键词： Marine natural product MS/MS-based molecular networking Cycloheptapeptides Semi-synthesis Anti-tubercular activity

Recent advances in the natural products-based lead discovery for new agrochemicals

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Advanced Agrochem 2023年第4期2卷 324-339页

作者： Pei Zhang Chun-Bao Duan Bing Jin Abdallah S.Ali Xinya Han Haifeng Zhang Ming-Zhi Zhang Wei-Hua Zhang yu-cheng gu Jiangsu Key Laboratory of Pesticide Science College of SciencesNanjing Agricultural Univer-sityNanjing210095China Department of Microbiology Faculty of AgricultureCairo University12613GizaEgypt School of Chemistry&Chemical Engineering Anhui University of TechnologyMa'anshan243002China Department of Plant Pathology College of Plant ProtectionNanjing Agricultural UniversityNanjing210095China Syngenta Jealott's Hill International Research CentreBracknellBerkshireRG426EYUnited Kingdom

Crops will be harmed by fungi,pests and weeds during their *** the past half century,scientists have conducted in-depth research on natural products extracted from microorganisms,plants or animals,and used natural products and their derivatives as the lead for pesticides *** product pesticides have the advantages of easy degradation in the environment,selective control and safety to non-target *** review summarizes the studies on natural products pesticides in recent years,including natural products of chemical modification and biosynthesis,mainly fungicides,herbicides,insecticides and *** classify natural products according to their active fragments,and discuss their effects on the control of agricultural fungi,pests and ***,we found that lead discovery based on natural products has great advantages in pesticide development.

关键词： Natural products Lead discovery Fungicide Insecticide Herbicide

Daphmacrodins A and B, alkaloids from Daphniphyllum macropodum

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Natural Products and Bioprospecting 2013年第1期3卷 29-32页

作者： Ming-Ming CAO Hong-Ping HE yu-cheng gu Qiang ZHANG Xiao-Nian LI guo-Ying ZUO Ying-Tong DI Chun-Mao yuAN Shun-Lin LI yu ZHANG Xiao-Jiang HAO State Key Laboratory of Phytochemistry and Plant Resources in West China Kunming Institute of BotanyChinese Academy of SciencesKunming 650201China University of Chinese Academy of Sciences Beijing 100049China Syngenta Jealott’s Hill International Research CentreBracknellBerkshireRG426EYUK Northwest A&F University Yangling 712100China Research Center of Natural Medicine Clinical School of Kunming General Hospital of Chengdu Military CommandKunming 650032China

Two new daphnicyclidin-type Daphniphyllum alkaloids,daphmacrodins A and B(1 and 2)were isolated from the leaves and stems of Daphniphyllum *** structures were elucidated by extensive spectroscopic techniques,including 2D NMR spectroscopy and mass *** relative configuration of 1 was further confirmed by a single-crystal X-ray diffraction *** cytotoxic activities against five human cancer cell lines,pesticidal activities against brine shrimp(Artemia salina),and antibacterial activities against five standard bacterial and fungal strains were *** structure of 1 was successfully transformed to 2 by a chemical method.

关键词： Daphniphyllaceae Daphniphyllum macropodum cyclopentadienyl anion

AI-driven drug discovery from natural products

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Advanced Agrochem 2024年第3期3卷 185-187页

作者： Feng-Lei Duan Chun-Bao Duan Hui-Lin Xu Xin-Ying Zhao Otgonpurev Sukhbaatar Jie Gao Ming-Zhi Zhang Wei-Hua Zhang yu-cheng gu Jiangsu Key Laboratory of Pesticide Science College of SciencesNanjing Agricultural UniversityNanjing210095China Department of Chemistry School of Applied SciencesMongolian University of Life SciencesUlaanbaatar 17024-011Mongolia Nanjing First Hospital Nanjing Medical UniversityNanjing210006JiangsuChina Syngenta Jealott's Hill International Research CentreBracknellBerkshireRG426EYUnited Kingdom

The latest review published in Nature Reviews Drug Discovery by Michael *** and co-authors focuses on the use of artificial intelligence techniques,specifically machine learning,in natural product drug *** authors discussed various applications of AI in this field,such as genome and metabolome mining,structural characterization of natural products,and predicting targets and biological activities of these *** also highlighted the challenges associated with creating and managing large datasets for training algorithms,as well as strategies to address these ***,the authors examine common pitfalls in algorithm training and offer suggestions for avoiding them.

关键词： Natural product drug discovery Deeping study Predicting targets Biological activity Molecular featurization