Literature DB >> 2085878

Marine natural products. XXIII. Three new cytotoxic dimeric macrolides, swinholides B and C and isoswinholide A, congeners of swinholide A, from the Okinawan marine sponge Theonella swinhoei.

M Kobayashi1, J Tanaka, T Katori, I Kitagawa.   

Abstract

Following the characterization of swinholide A (1), the major cytotoxic dimeric macrolide, three new congeneric dimeric macrolides, named swinholide B (2), swinholide C (3) and isoswinholide A (10), have been isolated from the Okinawan marine sponge Theonella swinhoei. The structures of these dimeric macrolides have been elucidated on the basis of chemical and physicochemical evidence. These dimeric macrolides were shown to exhibit potent cytotoxicities toward KB cell lines.

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Year:  1990        PMID: 2085878     DOI: 10.1248/cpb.38.2960

Source DB:  PubMed          Journal:  Chem Pharm Bull (Tokyo)        ISSN: 0009-2363            Impact factor:   1.645


  10 in total

1.  A serendipitous discovery of isomotuporin-containing sponge populations of Theonella swinhoei.

Authors:  Christopher J Wegerski; Joshua Hammond; Karen Tenney; Teatulohi Matainaho; Phillip Crews
Journal:  J Nat Prod       Date:  2007-01       Impact factor: 4.050

2.  Formal Synthesis of Premisakinolide A and C(19)-C(32) of Swinholide A via Site-Selective C-H Allylation and Crotylation of Unprotected Diols.

Authors:  Inji Shin; Michael J Krische
Journal:  Org Lett       Date:  2015-10-02       Impact factor: 6.005

Review 3.  Marine Cyclic Peptides: Antimicrobial Activity and Synthetic Strategies.

Authors:  Ricardo Ribeiro; Eugénia Pinto; Carla Fernandes; Emília Sousa
Journal:  Mar Drugs       Date:  2022-06-15       Impact factor: 6.085

Review 4.  Impact of marine drugs on cytoskeleton-mediated reproductive events.

Authors:  Francesco Silvestre; Elisabetta Tosti
Journal:  Mar Drugs       Date:  2010-03-25       Impact factor: 5.118

5.  Enantioselective Alcohol C-H Functionalization for Polyketide Construction: Unlocking Redox-Economy and Site-Selectivity for Ideal Chemical Synthesis.

Authors:  Jiajie Feng; Zachary A Kasun; Michael J Krische
Journal:  J Am Chem Soc       Date:  2016-04-26       Impact factor: 15.419

6.  Swinholide J, a potent cytotoxin from the marine sponge Theonella swinhoei.

Authors:  Simona De Marino; Carmen Festa; Maria Valeria D'Auria; Thierry Cresteil; Cecile Debitus; Angela Zampella
Journal:  Mar Drugs       Date:  2011-06-22       Impact factor: 6.085

7.  The Swinholide Biosynthesis Gene Cluster from a Terrestrial Cyanobacterium, Nostoc sp. Strain UHCC 0450.

Authors:  Anu Humisto; Jouni Jokela; Liwei Liu; Matti Wahlsten; Hao Wang; Perttu Permi; João Paulo Machado; Agostinho Antunes; David P Fewer; Kaarina Sivonen
Journal:  Appl Environ Microbiol       Date:  2018-01-17       Impact factor: 4.792

8.  Oxygenated Theonellastrols: Interpretation of Unusual Chemical Behaviors Using Quantum Mechanical Calculations and Stereochemical Reassignment of 7α-Hydroxytheonellasterol.

Authors:  A-Young Shin; Hyi-Seung Lee; Yeon-Ju Lee; Jong Seok Lee; Arang Son; Changhoon Choi; Jihoon Lee
Journal:  Mar Drugs       Date:  2020-11-30       Impact factor: 5.118

9.  Samholides, Swinholide-Related Metabolites from a Marine Cyanobacterium cf. Phormidium sp.

Authors:  Yiwen Tao; Pinglin Li; Daojing Zhang; Evgenia Glukhov; Lena Gerwick; Chen Zhang; Thomas F Murray; William H Gerwick
Journal:  J Org Chem       Date:  2018-03-08       Impact factor: 4.354

Review 10.  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

  10 in total

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