Minor Sesquiterpenes with New Carbon Skeletons from the Brown Alga Dictyopteris divaricata

详细信息    查看全文

• 作者：Fuhang Song ; Xiuli Xu ; Shuai Li ; Sujuan Wang ; Jielu Zhao ; Yongchun Yang ; Xiao Fan ; Jiangong Shi ; Lan He
• 刊名：Journal of Natural Products
• 出版年：2006
• 出版时间：September 2006
• 年：2006
• 卷：69
• 期：9
• 页码：1261 - 1266
• 全文大小：82K
• 年卷期：v.69,no.9(September 2006)
• ISSN：1520-6025

文摘

Five minor sesquiterpenes (1-5) with two novel carbon skeletons, together with a minor new oplopane sesquiterpene(6), have been isolated from the brown alga Dictyopteris divaricata. By means of spectroscopic data including IR,HRMS, 1D and 2D NMR, and CD, their structures including absolute configurations were assigned as (+)-(1R,5S,6S,9R)-3-acetyl-1-hydroxy-6-isopropyl-9-methylbicyclo[4.3.0]non-3-ene (1), (+)-(1R,3S,4S,5R,6S,9R)-3-acetyl-1,4-dihydroxy-6-isopropyl-9-methylbicyclo[4.3.0]nonane (2), (+)-(1R,3R,4R,5R,6S,9R)-3-acetyl-1,4-dihydroxy-6-isopropyl-9-methylbicyclo[4.3.0]nonane (3), (+)-(1S,2R,6S,9R)-1-hydroxy-2-(1-hydroxyethyl)-6-isopropyl-9-methylbicyclo[4.3.0]non-4-en-3-one(4), (-)-(5S,6R,9S)-2-acetyl-5-hydroxy-6-isopropyl-9-methylbicyclo[4.3.0]non-1-en-3-one (5), and (-)-(1S,6S,9R)-4-acetyl-1-hydroxy-6-isopropyl-9-methylbicyclo[4.3.0]non-4-en-3-one (6). Biogenetically, the carbon skeletons of 1-6may be derived from the co-occurring cadinane skeleton by different ring contraction rearrangements. Compounds 1-6were inactive (IC₅₀ > 10 g/mL) against several human cancer cell lines.