Literature DB >> 12227785

Amphidinolides H2-H5, G2, and G3, new cytotoxic 26- and 27-membered macrolides from dinoflagellate Amphidinium sp.

Jun'ichi Kobayashi1, Kazutaka Shimbo, Masaaki Sato, Masashi Tsuda.   

Abstract

Six new macrolides, amphidinolides H2 (5), H3 (6), H4 (7), H5 (8), G2 (9), and G3 (10), have been isolated from a marine dinoflagellate Amphidinium sp. (strain Y-42). Cytotoxicity of five derivatives (11-15) of amphidinolide H (1) in addition to 10 amphidinolides (1-10) containing amphidinolides H (1), G (2), B (3), and D (4) was examined, and it was found that the presence of an allyl epoxide, an S-cis-diene moiety, and the ketone at C-20 was important for the cytotoxicity of amphidinolide H (1)-type macrolides.

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Year:  2002        PMID: 12227785     DOI: 10.1021/jo016222c

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


  4 in total

Review 1.  The biosynthesis of polyketide metabolites by dinoflagellates.

Authors:  Kathleen S Rein; Richard V Snyder
Journal:  Adv Appl Microbiol       Date:  2006       Impact factor: 5.086

2.  Synthesis of the C3-C18 fragment of amphidinolides G and H.

Authors:  Andreas F Petri; John S Schneekloth; Amit K Mandal; Craig M Crews
Journal:  Org Lett       Date:  2007-07-07       Impact factor: 6.005

Review 3.  Survey of marine natural product structure revisions: a synergy of spectroscopy and chemical synthesis.

Authors:  Takashi L Suyama; William H Gerwick; Kerry L McPhail
Journal:  Bioorg Med Chem       Date:  2011-06-12       Impact factor: 3.641

Review 4.  Marine-Derived Macrolides 1990-2020: An Overview of Chemical and Biological Diversity.

Authors:  Hairong Zhang; Jiabin Zou; Xiaoxue Yan; Junlong Chen; Xiujiao Cao; Jialing Wu; Yinghui Liu; Tingting Wang
Journal:  Mar Drugs       Date:  2021-03-25       Impact factor: 5.118

  4 in total

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