文献类型：期刊文献

英文题名：New compounds from a hydrothermal vent crab-associated fungus Aspergillus versicolor XZ-4

作者：Pan, Chengqian[1];Shi, Yutong[1];Chen, Xuegang[1];Chen, Chen-Tung Arthur[2];Tao, Xinyi[3];Wu, Bin[1]

机构：[1]Zhejiang Univ, Ocean Coll, Hangzhou 310058, Zhejiang, Peoples R China;[2]Natl Sun Yat Sen Univ, Inst Marine Geol & Chem, Kaohsiung 80424, Taiwan;[3]East China Univ Sci & Technol, State Key Lab Bioreactor Engn, Shanghai 200237, Peoples R China

年份：2017

卷号：15

期号：5

起止页码：1155

外文期刊名：ORGANIC & BIOMOLECULAR CHEMISTRY

收录：;EI(收录号：20170603327862);WOS:【SCI-EXPANDED(收录号:WOS:000395881900017)】；

基金：This work was supported by NSFC (No. 81273386 and 81573306). We thank Prof. Hu-Jun Xie from the School of Food Science and Biotechnology, Zhejiang Gongshang University, for his kind help on the calculation of the ECD spectra and determination of the configurations.

语种：英文

外文关键词：Amino acids - Quantum chemistry - Aspergillus - Molluscs - Nuclear magnetic resonance spectroscopy - Musculoskeletal system - Stereochemistry - Hot springs

摘要：Three new quinazoline derivatives (1-3), one new oxepin-containing natural product (4) and four new cyclopenin derivatives (5-7 and 9) have been isolated from an EtOAc extract of the Taiwan Kueishantao hydrothermal vent crab-associated fungus Aspergillus versicolor XZ-4. Their planar structures were established by HRMS, 1D and 2D NMR spectroscopic data analyses. The absolute configurations for compounds 1 and 4 were determined by chiral phase HPLC analysis of their hydrolysis products. The absolute configurations of 2, 3 and 7 were defined mainly by comparison of the quantum chemical TDDFT calculated and the experimental ECD spectra, and the absolute configuration of 5 was deduced from comparison of the optical rotation values reported in the literature. The presence of two atropisomers of 5 was established by NOE analyses. The Ile & Val units in compounds 1-3 allowed the assignment of a new quinazoline skeleton and it's the first time the configuration of isoleucine in the quinazoline skeleton was defined. A series of 7-methoxy cyclopenin derivatives were reported for the first time in this study. The bioevaluation of compounds 5, 7, 8 and 9 revealed inhibitory activities against E. coli at MIC values around 32 mu g mL(-1).