The convergent synthesis of novel cytotoxic certonardosterol D2 from diosgenin

作者: Biao Jiang , He-ping Shi , Wei-sheng Tian , Wei-shan Zhou

DOI: 10.1016/J.TET.2007.11.028

关键词:

摘要: Certonardosterol D-2, a polyhydroxysterol isolated from starfish Certonardoa semiregularis with exceptionally potent antitumor activity, was stereoselectively synthesized natural rich diosgenin via the protocol of Julia olefination and Evans aldol reaction. (c) 2007 Elsevier Ltd. All rights reserved.

参考文章(22)
Atta-ur Rahman, Studies in natural products chemistry Elsevier. ,(1988)
Meenakshi N. Rao, Melissa A. McGuigan, Xuehai Zhang, Ze'ev Shaked, William A. Kinney, Michel Bulliard, Blandine Laboue, Nancy E. Lee, PRACTICAL APPROACHES TO REMOTE ASYMMETRIC INDUCTION IN STEROIDAL SIDE-CHAINS UTILIZING OXAZABOROLIDINE REAGENTS Journal of Organic Chemistry. ,vol. 62, pp. 4541- 4545 ,(1997) , 10.1021/JO970227L
Alejandro M.S. Mayer, Kirk R. Gustafson, Marine pharmacology in 2003-2004: anti-tumour and cytotoxic compounds. European Journal of Cancer. ,vol. 42, pp. 2241- 2270 ,(2006) , 10.1016/J.EJCA.2006.05.019
Martı́n A. Iglesias-Arteaga, Jesús Sandoval-Ramı́rez, Marian Y. Mata-Esma, Omar Viñas-Bravo, Sylvain Bernès, Abnormal Beckmann rearrangement in 23-hydroxyiminodiosgenin acetate Tetrahedron Letters. ,vol. 45, pp. 4921- 4926 ,(2004) , 10.1016/J.TETLET.2004.04.119
Weihong Wang, Famei Li, Jongki Hong, Chong-Ok Lee, Hee Young Cho, Kwang Sik Im, Jee H. Jung, Four new saponins from the starfish Certonardoa semiregularis. Chemical & Pharmaceutical Bulletin. ,vol. 51, pp. 435- 439 ,(2003) , 10.1248/CPB.51.435
Romana Anulewicz-Ostrowska, Izabella Jastrzȩbska, Jacek W. Morzycki, Jacek Wójcik, An assisted solvolysis of 23-spirostanyl bromides and tosylates. A new rearrangement of spirostanes to the bisfuran systems Journal of Organic Chemistry. ,vol. 67, pp. 6916- 6924 ,(2002) , 10.1021/JO020231J
Weihong Wang, Jongki Hong, Chong-Ok Lee, Kwang Sik Im, Jae Sue Choi, Jee H. Jung, Cytotoxic Sterols and Saponins from the Starfish Certonardoa semiregularis Journal of Natural Products. ,vol. 67, pp. 584- 591 ,(2004) , 10.1021/NP030427U
Ajit K. Chakravarty, Binayak Das, Satyesh C. Pakrashi, Solanolide, a steroid lactone sapogenin from Solanum hispidum Phytochemistry. ,vol. 21, pp. 2083- 2085 ,(1982) , 10.1016/0031-9422(82)83048-3
Martín A. Iglesias-Arteaga, Angel A. Alvarado-Nuño, BF3·Et2O-induced Beckmann rearrangement of 23-hydroxyiminosapogenins. A shortcut to bisnorcholanic lactones Tetrahedron Letters. ,vol. 47, pp. 5351- 5353 ,(2006) , 10.1016/J.TETLET.2006.05.118