Literature DB >> 8339346

Altohyrtins B and C and 5-desacetylaltohyrtin A, potent cytotoxic macrolide congeners of altohyrtin A, from the Okinawan marine sponge Hyrtios altum.

M Kobayashi1, S Aoki, H Sakai, N Kihara, T Sasaki, I Kitagawa.   

Abstract

Following the characterization of altohyrtin A (1), altohyrtins B (2) and C (3) and 5-desacetylaltohyrtin A (4) have been isolated from the Okinawan marine sponge Hyrtios altum and their plane structures and parts of their relative configurations elucidated. Three congeneric macrolides (2, 3, and 4) exhibit extremely potent cytotoxicities similar to those of 1 against KB cells with IC50 values of 0.02, 0.4, and 0.3 ng/ml, respectively.

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Year:  1993        PMID： 8339346     DOI： 10.1248/cpb.41.989

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


  16 in total

1.  Racemization in Prins cyclization reactions.

Authors:  Ramesh Jasti; Scott D Rychnovsky
Journal:  J Am Chem Soc       Date:  2006-10-18       Impact factor: 15.419

2.  Design, synthesis, and biological evaluation of EF- and ABEF- analogues of (+)-spongistatin 1.

Authors:  Amos B Smith; Christina A Risatti; Onur Atasoylu; Clay S Bennett; Karen Tendyke; Qunli Xu
Journal:  Org Lett       Date:  2010-04-16       Impact factor: 6.005

3.  The solution structure of (+)-spongistatin 1 in DMSO.

Authors:  Onur Atasoylu; George Furst; Christina Risatti; Amos B Smith
Journal:  Org Lett       Date:  2010-04-16       Impact factor: 6.005

4.  Exploiting pseudo C2-symmetry for an efficient synthesis of the F-ring of the spongistatins.

Authors:  Paul S Tanis; Joshua R Infantine; James L Leighton
Journal:  Org Lett       Date:  2013-10-10       Impact factor: 6.005

5.  Design, synthesis, and biological evaluation of diminutive forms of (+)-spongistatin 1: lessons learned.

Authors:  Amos B Smith; Christina A Risatti; Onur Atasoylu; Clay S Bennett; Junke Liu; Hongsheng Cheng; Karen TenDyke; Qunli Xu
Journal:  J Am Chem Soc       Date:  2011-08-12       Impact factor: 15.419

6.  Spongipyran Synthetic Studies. Total Synthesis of (+)-Spongistatin 2.

Authors:  Amos B Smith; Qiyan Lin; Victoria A Doughty; Linghang Zhuang; Mark D McBriar; Jeffrey K Kerns; Armen M Boldi; Noriaki Murase; William H Moser; Christopher S Brook; Clay S Bennett; Kiyoshi Nakayama; Masao Sobukawa; Robert E Lee Trout
Journal:  Tetrahedron       Date:  2009-08-15       Impact factor: 2.457

Review 7.  The Role of Spongia sp. in the Discovery of Marine Lead Compounds.

Authors:  Patrícia Máximo; Luísa M Ferreira; Paula Branco; Pedro Lima; Ana Lourenço
Journal:  Mar Drugs       Date:  2016-07-23       Impact factor: 5.118

8.  Toward a more step-economical and scalable synthesis of spongistatin 1 to facilitate cancer drug development efforts.

Authors:  Samuel K Reznik; James L Leighton
Journal:  Chem Sci       Date:  2013-04-01       Impact factor: 9.825

9.  Complex fragment coupling by crotylation: A powerful tool for polyketide natural product synthesis.

Authors:  Samuel K Reznik; Brian S Marcus; James L Leighton
Journal:  Chem Sci       Date:  2012-11-01       Impact factor: 9.825

10.  Gram-scale synthesis of (+)-spongistatin 1: development of an improved, scalable synthesis of the F-ring subunit, fragment union, and final elaboration.

Authors:  Amos B Smith; Takashi Tomioka; Christina A Risatti; Jeffrey B Sperry; Chris Sfouggatakis
Journal:  Org Lett       Date:  2008-08-28       Impact factor: 6.005
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