Literature DB >> 7807120

Bistramides A, B, C, D, and K: a new class of bioactive cyclic polyethers from Lissoclinum bistratum.

J F Biard1, C Roussakis, J M Kornprobst, D Gouiffes-Barbin, J F Verbist, P Cotelle, M P Foster, C M Ireland, C Debitus.   

Abstract

The isolation and characterization is described of four novel cyclic polyethers, bistramides B [2], C [3], D [4], and K [5], which are closely related to the previously reported bistramide A [1] from the New Caledonian urochordata Lissoclinum bistratum. The structures of these metabolites were defined by spectroscopic methods. The four compounds exhibited in vitro cytotoxicity toward six tumor cell lines, including the human non-small cell lung carcinoma (NSCLC-N6) line. Cytofluorimetric analysis with bistramide K showed a complete block of NSCLC-N6 cells in the G1 phase. Bistramide D and particularly bistramide K are less toxic than bistramides A, B, and C and are thereby effective in vivo against NSCLC-N6.

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Year:  1994        PMID: 7807120     DOI: 10.1021/np50112a002

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  12 in total

1.  The dual mode of action of bistramide A entails severing of filamentous actin and covalent protein modification.

Authors:  Syed Alipayam Rizvi; David S Courson; Valerie A Keller; Ronald S Rock; Sergey A Kozmin
Journal:  Proc Natl Acad Sci U S A       Date:  2008-03-11       Impact factor: 11.205

2.  INTEGRATED APPROACHES TO THE CONFIGURATIONAL ASSIGNMENT OF MARINE NATURAL PRODUCTS.

Authors:  Tadeusz F Molinski; Brandon I Morinaka
Journal:  Tetrahedron       Date:  2012-11-18       Impact factor: 2.457

3.  Species specificity of symbiosis and secondary metabolism in ascidians.

Authors:  Ma Diarey B Tianero; Jason C Kwan; Thomas P Wyche; Angela P Presson; Michael Koch; Louis R Barrows; Tim S Bugni; Eric W Schmidt
Journal:  ISME J       Date:  2014-08-29       Impact factor: 10.302

Review 4.  Life in cellulose houses: symbiotic bacterial biosynthesis of ascidian drugs and drug leads.

Authors:  Eric W Schmidt; Mohamed S Donia
Journal:  Curr Opin Biotechnol       Date:  2010-11-01       Impact factor: 9.740

5.  Enantioselective total synthesis of bistramide A.

Authors:  Michael T Crimmins; Amy C DeBaillie
Journal:  J Am Chem Soc       Date:  2006-04-19       Impact factor: 15.419

6.  Discovery of new pyridoacridine alkaloids from Lissoclinum cf. badium that inhibit the ubiquitin ligase activity of Hdm2 and stabilize p53.

Authors:  Jason A Clement; Jirouta Kitagaki; Yili Yang; Carrie J Saucedo; Barry R O'Keefe; Allan M Weissman; Tawnya C McKee; James B McMahon
Journal:  Bioorg Med Chem       Date:  2008-10-14       Impact factor: 3.641

7.  Antiproliferative bistramides from Trididemnum cyclops from Madagascar (1).

Authors:  Brian T Murphy; Shugeng Cao; Peggy Brodie; Jean Maharavo; Hanta Andriamanantoanina; Pierre Ravelonandro; David G I Kingston
Journal:  J Nat Prod       Date:  2009-07       Impact factor: 4.050

8.  Synthesis of a 35-member stereoisomer library of bistramide A: evaluation of effects on actin state, cell cycle and tumor cell growth.

Authors:  Iwona E Wrona; Jason T Lowe; Thomas J Turbyville; Tanya R Johnson; Julien Beignet; John A Beutler; James S Panek
Journal:  J Org Chem       Date:  2009-03-06       Impact factor: 4.354

Review 9.  Marine Natural Products from New Caledonia--A Review.

Authors:  Sofia-Eléna Motuhi; Mohamed Mehiri; Claude Elisabeth Payri; Stéphane La Barre; Stéphane Bach
Journal:  Mar Drugs       Date:  2016-03-16       Impact factor: 5.118

10.  An antifungal polyketide associated with horizontally acquired genes supports symbiont-mediated defense in Lagria villosa beetles.

Authors:  Laura V Flórez; Kirstin Scherlach; Ian J Miller; Andre Rodrigues; Jason C Kwan; Christian Hertweck; Martin Kaltenpoth
Journal:  Nat Commun       Date:  2018-06-26       Impact factor: 14.919

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