Structures and absolute stereochemistry of guaiane sesquiterpenoids from the gorgonian Menella woodin

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• 作者：Chau Ngoc Diep^a ; ^&dagger ; ; Ekaterina G. Lyakhova^b ; ^&dagger ; ; Dmitrii V. Berdyshev^b ; ^&dagger ; ; Anatoly I. Kalinovsky^b ; Vu Anh Tu^a ; Nguyen Xuan Cuong^a ; Nguyen Hoai Nam^a ; Chau Van Minh^a ; ^{cvminh@vast.vn" class="auth_mail" title="E-mail the corresponding author} ; Valentin A. Stonik^b ; ^c ; ^{stonik@piboc.dvo.ru" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Menella woodin ; Gorgonian coral ; Guaianolides ; Quantum chemical modelling ; Absolute stereochemistry
• 刊名：Tetrahedron Letters
• 出版年：2015
• 出版时间：16 December 2015
• 年：2015
• 卷：56
• 期：50
• 页码：7001-7004
• 全文大小：767 K

文摘

Guaiane sesquiterpenoids (1, 2) were isolated from the gorgonian Menella woodin and their structures elucidated by extensive spectroscopic analysis. A complex approach was used to determine the configurations of the asymmetric centres in these natural products, based on the application of Mosher’s method, and the calculation of stable conformations of the rings along with a comparison of experimental ECD, NMR spectra, and specific optical rotations with those theoretically calculated by quantum-chemical methods.