Literature DB >> 10891254

Total synthesis of reveromycin A.

T Shimizu1, T Masuda, K Hiramoto, T Nakata.   

Abstract

The stereoselective total synthesis of reveromycin A (1), a potent inhibitor of eukaryotic cell growth, has been accomplished on the basis of the stereocontrolled construction of the 6,6-spiroketal system, efficient succinylation of the tert-alcohol under high pressure, and the introduction of the unsaturated side chains.

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Year:  2000        PMID： 10891254     DOI： 10.1021/ol0060634

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  4 in total

1.  Structure-function analyses of cytochrome P450revI involved in reveromycin A biosynthesis and evaluation of the biological activity of its substrate, reveromycin T.

Authors:  Shunji Takahashi; Shingo Nagano; Toshihiko Nogawa; Naoki Kanoh; Masakazu Uramoto; Makoto Kawatani; Takeshi Shimizu; Takeshi Miyazawa; Yoshitsugu Shiro; Hiroyuki Osada
Journal:  J Biol Chem       Date:  2014-09-25       Impact factor: 5.157

2.  Reveromycin A biosynthesis uses RevG and RevJ for stereospecific spiroacetal formation.

Authors:  Shunji Takahashi; Atsushi Toyoda; Yasuyo Sekiyama; Hiroshi Takagi; Toshihiko Nogawa; Masakazu Uramoto; Ryuichiro Suzuki; Hiroyuki Koshino; Takuto Kumano; Suresh Panthee; Tohru Dairi; Jun Ishikawa; Haruo Ikeda; Yoshiyuki Sakaki; Hiroyuki Osada
Journal:  Nat Chem Biol       Date:  2011-06-05       Impact factor: 15.040

Review 3.  Studies on Streptomyces sp. SN-593: reveromycin biosynthesis, β-carboline biomediator activating LuxR family regulator, and construction of terpenoid biosynthetic platform.

Authors:  Shunji Takahashi
Journal:  J Antibiot (Tokyo)       Date:  2022-07-01       Impact factor: 3.424

Review 4.  Asymmetric synthesis of naturally occurring spiroketals.

Authors:  B Rama Raju; Anil K Saikia
Journal:  Molecules       Date:  2008-08-28       Impact factor: 4.411
  4 in total

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