title: Synthesis, antifungal activity, and QSAR study of novel trichodermin derivatives.
abstract: In an attempt to discover more potential antifungal agents, in this study, 21 novel trichodermin derivatives containing conjugated oxime ester (5a-5u) were designed and synthesized and were screened for in vitro antifungal activity. The bioassay tests showed that some of them exhibited good inhibitory activity against the tested pathogenic fungi. Compound 5a exhibited better activity against Pyricularia oryzae and Sclerotonia sclerotiorum than trichodermin, and compound 5j showed particular activity against P.oryzae and Botrytis cinerea. The quantitative structure-activity relationship (QSAR) indicated that log P and hardness were two critical parameters for the biological activities. The result suggested that these would be potential lead compounds for the development of fungicides with further structure modification.
authors.affiliation: a Ministry of Agriculture Key Laboratory of Agricultural Entomology, Institute of Pesticide and Environmental Toxicology, Zhejiang University , Hangzhou 310029 , China.
authors.forename: Jing-Li
authors.initials: JL
authors.lastname: Cheng
authors.forename: Min
authors.initials: M
authors.lastname: Zheng
authors.forename: Ting-Ting
authors.initials: TT
authors.lastname: Yao
authors.forename: Xiao-Liang
authors.initials: XL
authors.lastname: Li
authors.forename: Jin-Hao
authors.initials: JH
authors.lastname: Zhao
authors.forename: Min
authors.initials: M
authors.lastname: Xia
authors.forename: Guo-Nian
authors.initials: GN
authors.lastname: Zhu
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D020171:Botrytis / Q000187:drug effects; D005659:Fungicides, Industrial / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010091:Oximes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D021281:Quantitative Structure-Activity Relationship; D014243:Trichodermin / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000935:Antifungal Agents; D005659:Fungicides, Industrial; D010091:Oximes; D014243:Trichodermin
keywords: QSAR; antifungal activity; conjugated oxime ester; trichodermin derivatives