Taxane Diterpenoids from Taiwanese Yew Taxus sumatrana

✍ Scribed by Chuan-Fu Chuang; Mohamed H. Abd El-Razek; Yuh-Chi Kuo; Ching-Te Chien; Chang-Hung Chou; Ya-Ching Shen

• Publisher: John Wiley and Sons
• Year: 2009
• Tongue: German
• Weight: 218 KB
• Volume: 92
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.200900164

✦ Synopsis

Abstract

Thirty seven taxanes were characterized from the leaves and twigs of Taiwanese yew (Taxus sumatrana, Taxaceae). Four of these metabolites are new and designated as sumataxins A–D (1–4). Compound 1 possesses an 11(15→1),11(10→9)‐di‐abeo‐taxane skeleton with an unusual spiro‐connected 2,2‐dimethyl‐1,3‐dioxolane ring at C(4), whereas compound 2 has a rare __β‐__OH orientation at C(13) of taxane diterpene ester. In addition, sumataxin C (3) is formulated as an 11(15→1)‐abeo‐taxane with a 4,5‐acetonide ring skeleton. Compound 4 is the first metabolite with a 4,20‐epoxy‐taxane structure. The structures of all the taxanes were established by spectroscopic methods. All compounds were evaluated for anti‐HSV‐1 and PBMC activities. Compound 9 exhibited significant enhancement of cell proliferation on peripheral blood mononuclear cells.