文献类型：期刊文献

英文题名：One-pot synthesis and antimicrobial evaluation of novel 3-cyanopyridine derivatives of (-)-beta-pinene

作者：Liao, Shengliang[1] Shang, Shibin[1] Shen, Minggui[1] Rao, Xiaoping[1] Si, Hongyan[1] Song, Jie[2] Song, Zhanqian[1]

第一作者：Liao, Shengliang

通信作者：Shang, SB[1];Song, ZQ[1]

机构：[1]China Acad Forestry, State Forestry Adm Key & Open Lab Forest Chem Eng, Natl Engn Lab Biomass Chem Utilizat, Inst Chem Ind Forest Prod,Jiangsu Prov Key Lab Bi, Nanjing 210042, Jiangsu, Peoples R China;[2]Univ Michigan, Dept Chem & Biochem, 303E Kearsley St, Flint, MI 48502 USA

年份：2016

卷号：26

期号：6

起止页码：1512-1515

外文期刊名：BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

收录：;Scopus(收录号：2-s2.0-84979088500);WOS:【SCI-EXPANDED(收录号:WOS:000371018800003)】；

基金：This work was supported by the Joint Funds of the National Natural Science Foundation of China and Yunnan Provincial Government under Grant No. U1202265.

语种：英文

外文关键词：beta-Pinene; Nopinone; Synthesis; 3-Cyanopyridine; Antimicrobial

摘要：A series of novel 3-cyanopyridine derivatives of (-)-beta-pinene were designed and synthesized by one-pot four-component domino reactions. The targeted compounds were evaluated for their antimicrobial activity against four bacteria (Klebsiella pneumoniae, Enterobacter aerogenes, Staphylococcus aureus, Staphylococcus epidermidis) and a fungus (Candida albicans). The results showed that most of the minimal inhibitory concentrations (MICs) of these 3-cyanopyridine derivatives against the tested strains was in the range of 15.6-125 mg/L. Among these 3-cyanopyridine derivatives, the MICs of compound 5h against S. epidermidis and C. albicans were 15.6 mg/L, which revealed that compound 5h featured double fluoro substituents at meta-and para-position was the most active compound. In addition, the preliminary structure-activity relationship analysis indicated that the change of substituents on the pyridine ring and benzene ring of 3-cyanopyridine derivatives was an important factor for inducing antimicrobial activity. This research would promote the development of heterocyclic derivatives of beta-pinene with antimicrobial activity. (C) 2016 Elsevier Ltd. All rights reserved.