Literature DB >> 11674104

First Total Synthesis of an Exceptionally Potent Antitumor Saponin, OSW-1.

Shaojiang Deng1, Biao Yu, Yun Lou, Yongzheng Hui.   

Abstract

OSW-1 (1), an acylated disaccharide cholestane saponin from Ornithogalum saudersiae with exceptionally potent antitumor activity, was first synthesized from commercially available dehydroisoandrosterone, L-arabinose, and D-xylose in total 27 steps with the longest linear sequence of 14 steps and in 6% yield.

Entities:  

Year:  1999        PMID： 11674104     DOI： 10.1021/jo981685c

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  10 in total

1.  A total synthesis of OSW-1.

Authors:  Jie Xue; Peng Liu; Yanbin Pan; Zhongwu Guo
Journal:  J Org Chem       Date:  2007-12-08       Impact factor: 4.354

2.  Discovery of SBF1 as an allosteric inhibitor targeting the PIF-pocket of 3-phosphoinositide-dependent protein kinase-1.

Authors:  Wei Liu; Pengfei Li; Ye Mei
Journal:  J Mol Model       Date:  2019-06-13       Impact factor: 1.810

Review 3.  Preferential killing of cancer cells with mitochondrial dysfunction by natural compounds.

Authors:  Gang Chen; Feng Wang; Dunyaporn Trachootham; Peng Huang
Journal:  Mitochondrion       Date:  2010-08-14       Impact factor: 4.160

4.  The cephalostatins. 21. Synthesis of bis-steroidal pyrazine rhamnosides (1).

Authors:  George R Pettit; Ricardo F Mendonça; John C Knight; Robin K Pettit
Journal:  J Nat Prod       Date:  2011-09-07       Impact factor: 4.050

5.  Effective killing of leukemia cells by the natural product OSW-1 through disruption of cellular calcium homeostasis.

Authors:  Celia Garcia-Prieto; Kausar Begam Riaz Ahmed; Zhao Chen; Yan Zhou; Naima Hammoudi; Ying Kang; Changgang Lou; Yan Mei; Zhendong Jin; Peng Huang
Journal:  J Biol Chem       Date:  2012-12-17       Impact factor: 5.157

6.  Facile synthesis of saponins containing 2,3-branched oligosaccharides by using partially protected glycosyl donors.

Authors:  Guofeng Gu; Yuguo Du; Robert J Linhardt
Journal:  J Org Chem       Date:  2004-08-06       Impact factor: 4.354

7.  Synthesis of biotinylated OSW-1.

Authors:  Ying Kang; Changgang Lou; Kausar Begam Riaz Ahmed; Peng Huang; Zhendong Jin
Journal:  Bioorg Med Chem Lett       Date:  2009-07-14       Impact factor: 2.823

8.  Glucosylated cholesterol in mammalian cells and tissues: formation and degradation by multiple cellular β-glucosidases.

Authors:  André R A Marques; Mina Mirzaian; Hisako Akiyama; Patrick Wisse; Maria J Ferraz; Paulo Gaspar; Karen Ghauharali-van der Vlugt; Rianne Meijer; Pilar Giraldo; Pilar Alfonso; Pilar Irún; Maria Dahl; Stefan Karlsson; Elena V Pavlova; Timothy M Cox; Saskia Scheij; Marri Verhoek; Roelof Ottenhoff; Cindy P A A van Roomen; Navraj S Pannu; Marco van Eijk; Nick Dekker; Rolf G Boot; Herman S Overkleeft; Edward Blommaart; Yoshio Hirabayashi; Johannes M Aerts
Journal:  J Lipid Res       Date:  2016-01-02       Impact factor: 5.922

9.  The enzymatic biosynthesis of acylated steroidal glycosides and their cytotoxic activity.

Authors:  Ming Liu; Jian-Qiang Kong
Journal:  Acta Pharm Sin B       Date:  2018-05-01       Impact factor: 11.413

10.  OSW-1 inhibits tumor growth and metastasis by NFATc2 on triple-negative breast cancer.

Authors:  Xiaorong Ding; Yumei Li; Jun Li; Yongmei Yin
Journal:  Cancer Med       Date:  2020-06-08       Impact factor: 4.452
  10 in total

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