文献类型：期刊文献

英文题名：Derivatization of Natural Compound beta-Pinene Enhances Its In Vitro Antifungal Activity against Plant Pathogens

作者：Shi, Yunfei[1,2,3,4] Si, Hongyan[1,2,3,4] Wang, Peng[1,2,3,4] Chen, Shangxing[1,2,3,4] Shang, Shibin[5] Song, Zhanqian[5] Wang, Zongde[1,2,3,4] Liao, Shengliang[1,2,3,4]

第一作者：Shi, Yunfei

通信作者：Wang, ZD[1];Liao, SL[1];Wang, ZD[2];Liao, SL[2];Wang, ZD[3];Liao, SL[3];Wang, ZD[4];Liao, SL[4]

机构：[1]Jiangxi Agr Univ, Coll Forestry, Nanchang 330045, Jiangxi, Peoples R China;[2]Natl Forestry & Grassland Bur Woody Spice East Ch, Nanchang 330045, Jiangxi, Peoples R China;[3]Jiangxi Prov Camphor Engn Technol Res Ctr, Natl Forestry & Grassland Bur, Nanchang 330045, Jiangxi, Peoples R China;[4]Collaborat Innovat Ctr Jiangxi Typical Trees Cult, Nanchang 330045, Jiangxi, Peoples R China;[5]Chinese Acad Forestry, Inst Chem Ind Forest Prod, Nanjing 210042, Jiangsu, Peoples R China

年份：2019

卷号：24

期号：17

外文期刊名：MOLECULES

收录：;Scopus(收录号：2-s2.0-85071688027);WOS:【SCI-EXPANDED(收录号:WOS:000488613700124)】；

基金：This work is supported by the National Natural Science Foundation of China (31800493), the National Key Research and Development Program of China during the 13th Five-Year Plan Period (2017YFD0600704), and the Science and Technology Research Project of Jiangxi Provincial Department of Education (GJJ160364, GJJ170255).

语种：英文

外文关键词：pinene; myrtanyl acid; amide; acylthiourea; antifungal activity

摘要：Background: The development of new antifungal agents has always been a hot research topic in pesticide development. In this study, a series of derivatives of natural compound beta-pinene were prepared, and the antifungal activities of these derivatives were evaluated. The purpose of this work is to develop some novel molecules as promising new fungicides. Methods: Through a variety of chemical reactions, beta-pinene was transformed into a series of beta-pinene-based derivatives containing amide moieties and acylthiourea moieties. The antifungal activities of these derivatives against five plant pathogens including Colletotrichum gloeosporioides, Fusarium proliferatum, Alternaria kikuchiana, Phomopsis sp. and Phytophthora capsici were tested; preliminary structure-activity relationship was discussed. Results: Some derivatives exhibited moderate or significant antifungal activity due to the fusion of the amide moiety or the acylthiourea moiety with the pinane skeleton. The structure-activity relationship analysis showed that the fluorine atom and the strong electron withdrawing nitro group, or trifluoromethyl group on the benzene ring of the derivatives had a significant effect on the improvement of the antifungal activity against Colletotrichum gloeosporioides, Fusarium proliferatum, Alternaria kikuchiana and Phomopsis sp. Meanwhile, the introduction of an ethyl group at themeta-position on the benzene ring of the derivatives could improve the antifungal activity against Phytophthora capsici. Compounds 4e, 4h, 4q, 4r exhibited broad-spectrum antifungal activity against the tested strains. Compound 4o had significant antifungal activity against Phytophthora capsici (IC50 = 0.18 mu mol/L). These derivatives were expected to be used as precursor molecules for novel pesticide development in further research.