文献类型：期刊文献

英文题名：Improved application of natural forest product terpene for discovery of potential botanical fungicide

作者：Gao, Yanqing[1] Wang, Yong[1] Li, Jian[2] Shang, Shibin[3] Song, Zhanqian[3]

第一作者：Gao, Yanqing

通信作者：Li, J[1]

机构：[1]Northwest A&F Univ, Coll Plant Protect, Yangling 712100, Shaanxi, Peoples R China;[2]Northwest A&F Univ, Coll Forestry, Yangling 712100, Shaanxi, Peoples R China;[3]Chinese Acad Forestry, Inst Chem Ind Forest Prod, Nanjing 210042, Jiangsu, Peoples R China

年份：2018

卷号：126

起止页码：103-112

外文期刊名：INDUSTRIAL CROPS AND PRODUCTS

收录：;EI(收录号：20184105925448);Scopus(收录号：2-s2.0-85054468639);WOS:【SCI-EXPANDED(收录号:WOS:000452346400012)】；

基金：This work was supported by the National Key R&D Program of China (grant number 2018YFD0600402), the National Natural Science Foundation of China (grant number 31870555), and the Young Talent Cultivation Plan of Northwest A&F University (grant number 2452018031).

语种：英文

外文关键词：Terpene; Acyl-thiourea; Antifungal activity; Biochemical response; QSAR

摘要：The development of efficient terpenoid fungicides and exploration of its action mechanism is of great significance for the prevention and control of agricultural diseases. To confirm our previous findings on naturally occurring antifungal products with ecofriendly features, 40 terpene-based acyl-thiourea derivatives were synthesized and structurally characterized by H-1 NMR, ESI-MS, elemental analysis and IR spectroscopy. Their inhibitory activities against several fungi, including Boirytis cinerea, Scierotinia sclerotiorwn and Thanatephorus cucumeris, were assessed by the growth rate method and the in vivo antifungal effects of these compounds against Thanatephorus cucumeris were performed evaluated using detached leaves. The majority of these compounds showed moderate to marked antifungal activities. Of all compounds, myrtenyl-based acylthiourea (8i) displayed more pronounced antifungal activity against Thanatephorus cucumeris (EC50 = 0.412 mg/L) compared with carbendazim (EC50 = 0.436 mg/L). In vivo antifungal of compound 8i efficiency against Thanatephorus cucumeris was also excellent. Treatment with 8i of Thanatephorus cucumeris resulted in significantly influenced morphology, markedly increased cell membrane permeability, and reduced ATP amounts and ATPase activity in comparison with untreated controls. A total of four descriptors linking structures and antifungal activities against Thanatephorus cucumeris were determined, including q(max)(S), HOMO-LUMO, log MS and q(max)(N), and employed to build a quantitative structure-activity relationship (QSAR) model (R-2 = 0.9673). Preliminary structure-activity relationship (SAR) and QSAR assessments revealed that electronic and steric effects as well as energy differences of various molecules markedly affected antifungal effects. These findings provide novel insights into the modes of action of terpene-based acyl-thiourea derivatives, which could constitute potential substitutes for current fungicides or leads for novel antifungal agent development.