文献类型：期刊文献

英文题名：Taking Advantage of the Renewable Forest Bioresource Turpentine to Prepare alpha,beta-Unsaturated Compounds as Highly Efficient Fungicidal Candidates

作者：Pan, Tingmin[1] Geng, Yuanxiao[1] Hao, Jin[1] He, Xiaohua[1] Li, Jian[2] Gao, Yanqing[1] Shang, Shibin[3] Song, Zhanqian[3]

第一作者：Pan, Tingmin

通信作者：Gao, YQ[1];Li, J[2]

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, Peoples R China

年份：2021

卷号：69

期号：44

起止页码：12985-12993

外文期刊名：JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY

收录：;EI(收录号：20214611177657);Scopus(收录号：2-s2.0-85119061255);WOS:【SCI-EXPANDED(收录号:WOS:000718312300007)】；

基金：This study was supported by the Open Foundation of Jiangsu Province Key Laboratory of Biomass Energy and Materials (Project No. JSBEM202010) and the Open Foundation of Guangxi Key Laboratory of Chemistry and Engineering of Forest Products (Project No. GXFG 2009).

语种：英文

外文关键词：turpentine; amide; alpha,beta-unsaturated carbonyl ketone; fungicidal activity; QSAR

摘要：In a continuous study on the high-value-added exploration of a renewable forest bioresource turpentine in modern organic agriculture, two series of alpha-pinene derivatives containing amide and alpha,beta-unsaturated ketone pharmacophores were prepared. Through an in-depth fungicidal activity study, the title compounds presented excellent inhibitory activity against common crop fungi, especially Sclerotinia sclerotiorum, and the notable EC50 values of alpha,beta-unsaturated compounds 3u (funan containing) and 3v (thiophene containing) were 1.657 and 1.749 mu g/mL, respectively. Further physiological and biochemical studies on S. sclerotiorum revealed that compounds 3u and 3v reduced the ergosterol content in the cell membrane and increased the permeability of the cell membrane. In combination with their effect on mycelial morphology, the title compounds might have inhibitory effects on the biosynthesis of ergosterol, which is a paramount component of the target cell membrane. Moreover, quantitative structure-activity relationship (QSAR) and SAR studies revealed that the charge distribution of alpha,beta-unsaturated carbonyl ketone derivatives played an important role in the observed fungicidal activity. In summary, this study highlights the design and development of novel highefficacy turpentine-based antifungal agents.