Ecdysteroids from the Antarctic Tunicate Synoicum adareanum

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• 作者：Yoshinari Miyata ; Thushara Diyabalanage ; Charles D. Amsler ; James B. McClintock ; Frederick A. Valeriote ; Bill J. Baker
• 刊名：Journal of Natural Products
• 出版年：2007
• 出版时间：December 2007
• 年：2007
• 卷：70
• 期：12
• 页码：1859 - 1864
• 全文大小：104K
• 年卷期：v.70,no.12(December 2007)
• ISSN：1520-6025

文摘

Five new ecdysteroids, hyousterones A−D (2−5) and abeohyousterone (6), have been isolated from the Antarctic tunicate Synoicum adareanum along with the known ecdysteroid diaulusterol B (1). Hyousterones B (3) and D (5) are unusual ecdysteroids in bearing the 14β-hydroxyl group, and abeohyousterone incorporates the 13(14→8) abeo steroid skeleton, reflecting a rearrangement of the steroid C/D ring system. Abeohyousterone has moderate cytotoxicity toward several cancer cell lines. Hyousterones bearing the 14α-hydroxy group (2 and 4) were weakly cytotoxic, while the 14β-hydroxy hyousterones (3 and 5) were devoid of cytotoxicity. The 14β-hydroxy function may be a thermodynamic pathway to the 13(14→8) abeo steroid skeleton. Hyousterones, abeohyousterone, and diaulusterol B are the first ecdysteroids reported from tunicates.