7-Trichloroacetylbaccatin Iii置于吡啶,乙酸铵,盐酸,N,N'-二环己基碳二亚胺体系中,用 四氢呋喃,甲醇,甲苯 作为反应溶剂,化学反应 2.0H,反应生成 三尖杉宁碱 参考文献:Structure-activity Relationship Study At The 3'-N-Position Of Paclitaxel: Synthesis And Biological Evaluation Of 3'-N-Acyl-Paclitaxel Analogues 标题:Structure-activity Relationship Study At The 3'-N-Position Of Paclitaxel: Synthesis And Biological Evaluation Of 3'-N-Acyl-Paclitaxel Analogues 摘要:A Series Of 3'-N-Acyl-Paclitaxel Analogues La-V Were Synthesized And Their Cytotoxicities In Vitro Against Several Human Tumor Cell Lines Examined. It Has Been Shown That Distinct Correlation Between Activity And N-Acyl-Substituent. The Appropriate Size Of N-Acyl Group Was Indispensable For Cytotoxicity,And Moreover,The Presence Of Beta-Substituted Conjugated Double And Triple Bond To N-Carbonyl Generally Resulted In Increase Of Cytotoxicities. (C) 2002 Elsevier Science Ltd. All Rights Reserved. DOI:10.1016/s0968-0896(02)00218-3
专利号:US-8293930-B1 优先权日:2004-06-25 标题 :One pot synthesis of taxane derivatives and their conversion to paclitaxel and docetaxel 发明人:NAIDU RAGINA 权利人:NAIDU RAGINA; CHATHAM BIOTEC LTD 摘要:A process is provided for the semi-synthesis of taxane intermediates useful in the preparation of paclitaxel and docetaxel, in particular, the semi-synthesis of protected taxane intermediate in a one pot reaction of protecting the C-7 and C-10 positions and attaching a side chain at the C-13 position and subsequently deprotecting the group to form paclitaxel or docetaxel, and taxane intermediates.
专利号:US-7893283-B2 优先权日:2004-06-04 标题:Semi-synthesis of taxane intermediates and their conversion to paclitaxel and docetaxel 发明人:NAIDU RAGINA 权利人:CHATHAM BIOTEC LTD 摘要:A process is provided for the semi-synthesis of taxane intermediates useful in the preparation of paclitaxel and docetaxel, in particular, the semi-synthesis of protected taxane intermediates.
专利号:US-6576777-B2 优先权日:1996-10-18 标 题:Semi-synthesis of a protected baccatin III compound 发明人:ZAMIR LOLITA; CARON GAETAN 权利人:INST NAT RECH SCIENT 摘要:The present invention relates to a semi-synthetic process to convert a naturally occurring taxane into a suitable starting material for the synthesis of paclitaxel and related compounds. Specifically, the present invention relates to a process for the conversion of 9-dihydro-13-acetylbaccatin III into a 7-protected baccatin III which can then be used as starting material for the synthesis of taxane derivatives such as paclitaxel, docetaxel, cephalomannine and other taxanes structurally related to baccatin III. The method as described uses a preparative scale technique which is amenable to commercial scale-up.
专利号:WO-2008032104-A1 优先权日:2006-09-15 标题:One pot synthesis of taxane derivatives and their conversion to paclitaxel and docetaxel 发明人:WALKER ROSS THOMSON; NAIDU RAGINA 权利人:CHATHAM BIOTEC LTD; WALKER ROSS THOMSON; NAIDU RAGINA 摘要:A process is provided for the semi-synthesis of taxane intermediates useful in the preparation of paclitaxel and docetaxel, in particular, the semi-synthesis of protected taxane intermediate in a one pot reaction, of protecting the C-10 and attaching a side chain at C-13 position and subsequently deprotecting the group to form paclitaxel or docetaxel, and intermediates used therein.
专利号:WO-0134589-A1 优先权日:1999-11-05 标 题 :Semi-synthesis of baccatin iii from 9-dihydro-13-acetylbaccatin iii 发明人:ZAMIR LOLITA 权利人:ZAMIR LOLITA 摘要:The present invention relates to a semi-synthetic process to convert a naturally occurring taxane into a suitable starting material for the synthesis of paclitaxel and related compounds. Specifically, the present invention relates to a process for the conversion of 9-dihydro-13-acetylbaccatin III into baccatin III which can then be used as starting material for the synthesis of taxane derivatives such as paclitaxel, docetaxel, cephalomannine and other taxanes structurally related to baccatin III.
专利号:US-2005192445-A1 优先权日:2004-03-01 标题:Semi-synthesis of taxane intermediates and aziridine analogues and their conversion to paclitaxel and docetaxel 发明人:NAIDU RAGINA 权利人:PHYTOGEN LIFE SCIENCES INC 摘要:A process is provided for the semi-synthesis of taxane intermediates and aziridine analogues of cephalomannne and baccatin III intermediates, and the conversion of such intermediates and analogues to paclitaxel and docetaxel.
1: An S, Xu X, Bao Y, Su F, Jiang Y. Cephalomannine reduces radiotherapy resistance in non-small cell lung cancer cells by blocking the β-catenin-BMP2 signaling pathway. Tissue Cell. 2024 Dec;91:102577. doi: 10.1016/j.tice.2024.102577. Epub 2024 Sep 30. 21(4):367-375. doi: 10.4274/tjps.galenos.2023.98572. 3: Zhong W, Tian X, Zhang Y, Tang X, Xiao S, Zhang Y, Yang J, Liu Y, Li D. Effects of Different Doses of sUV-B Exposure on Taxane Compounds' Metabolism in Taxus wallichiana var. Mairei. Int J Mol Sci. 2024 Jun 10;25(12):6407. doi: 10.3390/ijms25126407. 4: Zhang R, Li C, Zhang S, Kong L, Liu Z, Guo Y, Sun Y, Zhang C, Yong Y, Lv J, Lu M, Liu M, Wu D, Zhang T, Yang H, Wei D, Chen Z, Bian H. UBE2S promotes glycolysis in hepatocellular carcinoma by enhancing E3 enzyme-independent polyubiquitination of VHL. Clin Mol Hepatol. 2024 Oct;30(4):771-792. doi: 10.3350/cmh.2024.0236. Epub 2024 Jun 25.
合成参考文献
参考文献:10.4268/cjcmm20110314 摘要:Chang Z, Guo N, Liu T, Zhou Z, Wang Y. [Distribution and variation of paclitaxel and cephalomannine contents in wild Taxus cuspidata]. Zhongguo Zhong Yao Za Zhi. 2011 Feb;36(3):294–8.