abeo‐Taxane Diterpenoids from the Taiwanese Yew Taxus sumatrana |
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| Authors: | Shih‐Sheng Wang Mohamed H. Abd El‐Razek Yi‐Cheng Chen Ching‐Te Chien Jih‐Hwa Guh Yao‐Haur Kuo Ya‐Ching Shen |
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| Affiliation: | 1. Department of Marine Biotechnology and Resources, National Sun Yat‐Sen University, Kaohsiung 804, R.O.C.;2. School of Pharmacy, College of Medicine, National Taiwan University, Taipei 100, R.O.C. (phone: +886‐2‐2312‐3456, ext. 62226;3. fax: +886‐02‐23919098);4. Division of Silviculture, Taiwan Forestry Research Institute, Taipei, R.O.C.;5. National Research Institute of Chinese Medicine, Taipei, R.O.C. |
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| Abstract: | Chemical investigation of the acetonic extract of the leaves and twigs of Taxus sumatrana (Taxaceae) led to the isolation of four new taxane diterpene esters, taiwantaxins A–D ( 1 – 4 , resp.). Their structures were determined primarily on the basis of 1D‐ and 2D‐NMR techniques as well as MS. Compound 1 is a rearranged taxane diterpenoid possessing an opened oxetane ring moiety containing C(4), C(5), and C(20). The metabolites 2 and 3 belong to a 5/6/6 taxene system having a rare five‐membered γ‐lactone ring comprising C(8), C(9), C(10), and C(19). Compound 4 is an example of a taxane diterpene containing a 6/8/6 ring system with a tetrahydrofuran ring comprising C(2), C(3), C(4), and C(20). The 11(15→1)abeo‐taxane diterpenoids, taiwantaxins A–C ( 1 – 3 , resp.) are lacking an O‐bearing functionality at either C(13) or C(14). Compound 2 showed significant cytotoxic activity against human PC‐3 tumor cells. |
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| Keywords: | Taxus sumatrana Diterpenoids Taxanes Taiwantaxins Cytotoxic activity |
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