Literature DB >> 25534608

Amphirionin-2, a novel linear polyketide with potent cytotoxic activity from a marine dinoflagellate Amphidinium species.

Keiko Kumagai1, Mika Minamida2, Mai Akakabe1, Masayuki Tsuda1, Yuko Konishi1, Akira Tominaga3, Masashi Tsuda4, Eri Fukushi5, Jun Kawabata5.   

Abstract

A novel linear polyketide, amphirionin-2 (1), with two unique hexahydrofuro[3,2-b]furan moieties has been isolated from the cultivated algal cells of a benthic dinoflagellate Amphidinium sp. (strain KCA09051). The structure was elucidated on the basis of detailed analyses of 2D NMR data, and the absolute configuration of C-5 was determined by using modified Mosher's method. Amphirionin-2 (1) exhibited potent cytotoxic activity against human colon carcinoma Caco-2 cells and human lung adenocarcinoma A549 cells.
Copyright © 2014 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Amphidinium; Cytotoxic activity; Dinoflagellate; Hexahydrofuro[32-b]furan; Polyketide

Mesh:

Substances:

Year:  2014        PMID: 25534608     DOI: 10.1016/j.bmcl.2014.12.003

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  7 in total

1.  Iriomoteolides-9a and 11a: two new odd-numbered macrolides from the marine dinoflagellate Amphidinium species.

Authors:  Keiko Kumagai; Masayuki Tsuda; Eri Fukushi; Jun Kawabata; Atsunori Masuda; Masashi Tsuda
Journal:  J Nat Med       Date:  2017-03-02       Impact factor: 2.343

2.  Enantioselective Total Synthesis of (+)-Amphirionin-4.

Authors:  Arun K Ghosh; Prasanth R Nyalapatla
Journal:  Org Lett       Date:  2016-04-26       Impact factor: 6.005

3.  Total syntheses of both enantiomers of amphirionin 4: A chemoenzymatic based strategy for functionalized tetrahydrofurans.

Authors:  Arun K Ghosh; Prasanth R Nyalapatla
Journal:  Tetrahedron       Date:  2017-02-17       Impact factor: 2.457

4.  In Silico Identification of Type III PKS Chalcone and Stilbene Synthase Homologs in Marine Photosynthetic Organisms.

Authors:  Daniele De Luca; Chiara Lauritano
Journal:  Biology (Basel)       Date:  2020-05-22

Review 5.  Unlocking the Health Potential of Microalgae as Sustainable Sources of Bioactive Compounds.

Authors:  Assunta Saide; Kevin A Martínez; Adrianna Ianora; Chiara Lauritano
Journal:  Int J Mol Sci       Date:  2021-04-22       Impact factor: 5.923

6.  Antibacterial Activity and Amphidinol Profiling of the Marine Dinoflagellate Amphidinium carterae (Subclade III).

Authors:  Maria Elena Barone; Elliot Murphy; Rachel Parkes; Gerard T A Fleming; Floriana Campanile; Olivier P Thomas; Nicolas Touzet
Journal:  Int J Mol Sci       Date:  2021-11-11       Impact factor: 5.923

7.  Total synthesis and complete configurational assignment of amphirionin-2.

Authors:  Shota Kato; Daichi Mizukami; Tomoya Sugai; Masashi Tsuda; Haruhiko Fuwa
Journal:  Chem Sci       Date:  2020-11-20       Impact factor: 9.825

  7 in total

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