文献类型：期刊文献

英文题名：Study on Amphipathic Modification and QSAR of Volatile Turpentine Analogues as Value-Added Botanical Fungicides against Crop-Threatening Pathogenic Fungi

作者：Gao, Yanqing[1] Tian, Xiangrong[1] Li, Jian[2] Shang, Shibin[3] Song, Zhanqiang[3] Shen, Minggui[3]

第一作者：Gao, Yanqing

通信作者：Li, J[1]

机构：[1]Northwest Agr & Forestry Univ, Coll Plant Protect, Yangling 712100, Shaanxi, Peoples R China;[2]Northwest Agr & Forestry 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：2016

卷号：4

期号：5

起止页码：2741-2747

外文期刊名：ACS SUSTAINABLE CHEMISTRY & ENGINEERING

收录：;EI(收录号：20162102422246);Scopus(收录号：2-s2.0-84969216994);WOS:【SCI-EXPANDED(收录号:WOS:000375520100034)】；

基金：The National Nature Science Foundation of China (Project Nos. 31401783, 31400509, and 3150048), Chinese Universities Scientific Fund (Project No. Z109021513), and Open Foundation of Key Laboratory of Biomass Energy and Materials of Jiangsu Province (Project No. JSBEM201608) provided financial support for this research.

语种：英文

外文关键词：Turpentine; beta-Pinene; Fungicidal activity; SAR; QSAR

摘要：In view of potential agro activity of turpentine analogues, many studies have been conducted on the application of this biorenewable and abundant natural resource. Three series analogues of derivatives from volatile turpentine were prepared to study suitable amphipathic properties. The evaluation of fungicidal activity was carried out against three pathogenic microbials. In addition to the overall good effect, it was found that compounds 2-hydroxyethyl carboxylate, 5k, and 2-(2-hydroxyethoxy)ethyl carboxylate, 51, demonstrated extreme activity, with IC50 values of 6.013 and 6.610 mu g/mL against Setosphaeria turcica, which were close to the control carbendazim. The preliminary structure activity relationship (SAR) was analyzed, and compounds with appropriate amphipathic features and small steric hindrance displayed more desirable performances. Meanwhile, the quantitative structure activity relationship (QSAR) model (R-2 = 0.9548, F = 47.82, S-2 = 0.0125) was built and indicated that the most two important structural features were the total hybridization composite of the molecular dipole and molecular volumn. Moreover, the study of SAR and QSAR indicated that the structural modification of the amphipathic group, which can regulate the permeabilization property of the molecules, was beneficial to the fungicidal activity. On the basis of this, a potential alternative approach may have been discovered to ensure food safety.