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Fragmentations of 13-oxo-taxyunnansin A and their application to preparation of abeo-paclitaxel and abeo-docetaxel analogues |
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| Authors: | Yu ZhaoHong-Bin Zhang Ji-Kai LiuJia Su Yan LiZhu-Jun Yao Qin-Shi Zhao |
| Affiliation: | a State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, China b School of Chemical Science and Technology, Yunnan University, Kunming 650091, China c State Key Laboratory of Bioorganic and Natural Products Chemistry, EISU Chemical Biology Division, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China |
| Abstract: | Two interesting unprecedented fragmentations of 13-oxo-taxyunnansin A (3), initiated by treatment with tBuOK and Red-Al, respectively, have been discovered, optimized and successfully applied to the synthesis of novel abeo-paclitaxel and abeo-docetaxel derivatives. Eight new derivatives of abeo-paclitaxel and abeo-docetaxel possessing the structurally simplified 11 (15→1)-abeo-taxane skeleton with an oxetane ring and π bond conjugate system were accordingly prepared for the further evaluation of anticancer activities. |
| Keywords: | Taxyunnansin A abeo-Taxoids Fragmentation abeo-Paclitaxel Anticancer |
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