Literature DB >> 10813954

Peloruside A: a potent cytotoxic macrolide isolated from the new zealand marine sponge Mycale sp.

L M West1, P T Northcote, C N Battershill.   

Abstract

A novel, polyoxygenated, pyranose ring containing 16-membered macrolide peloruside A (1) exhibiting cytotoxic activity in the nanomolar range was isolated from the New Zealand marine sponge Mycale sp. The structure of 1 and relative stereochemistry of the 10 stereogenic centers were determined on a 3 mg sample using a variety of spectroscopic methods. Compound 1 was isolated along with the previously reported cytotoxins mycalamide A (2) and pateamine (3) from a single specimen of this sponge.

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Year:  2000        PMID： 10813954     DOI： 10.1021/jo991296y

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


  66 in total

1.  Toward the synthesis of (+)-peloruside A via an intramolecular vinylogous aldol reaction.

Authors:  Jeffrey A Gazaille; Joseph A Abramite; Tarek Sammakia
Journal:  Org Lett       Date:  2011-12-12       Impact factor: 6.005

2.  Total synthesis of peloruside A through kinetic lactonization and relay ring-closing metathesis cyclization reactions.

Authors:  Thomas R Hoye; Junha Jeon; Lucas C Kopel; Troy D Ryba; Manomi A Tennakoon; Yini Wang
Journal:  Angew Chem Int Ed Engl       Date:  2010-08-16       Impact factor: 15.336

3.  An enantioselective synthesis of the C1-C9 segment of antitumor macrolide peloruside A.

Authors:  Arun K Ghosh; Jae-Hun Kim
Journal:  Tetrahedron Lett       Date:  2003-04-24       Impact factor: 2.415

4.  Widespread occurrence and genomic context of unusually small polyketide synthase genes in microbial consortia associated with marine sponges.

Authors:  Lars Fieseler; Ute Hentschel; Lubomir Grozdanov; Andreas Schirmer; Gaiping Wen; Matthias Platzer; Sinisa Hrvatin; Daniel Butzke; Katrin Zimmermann; Jörn Piel
Journal:  Appl Environ Microbiol       Date:  2007-02-09       Impact factor: 4.792

5.  Assembly of the isoindolinone core of muironolide A by asymmetric intramolecular Diels-Alder cycloaddition.

Authors:  Beatris Flores; Tadeusz F Molinski
Journal:  Org Lett       Date:  2011-07-13       Impact factor: 6.005

Review 6.  Sponge-associated microorganisms: evolution, ecology, and biotechnological potential.

Authors:  Michael W Taylor; Regina Radax; Doris Steger; Michael Wagner
Journal:  Microbiol Mol Biol Rev       Date:  2007-06       Impact factor: 11.056

7.  Callyspongiolide, a cytotoxic macrolide from the marine sponge Callyspongia sp.

Authors:  Cong-Dat Pham; Rudolf Hartmann; Philip Böhler; Björn Stork; Sebastian Wesselborg; Wenhan Lin; Daowan Lai; Peter Proksch
Journal:  Org Lett       Date:  2013-12-13       Impact factor: 6.005

8.  Total synthesis of epothilones B and D: stannane equivalents for beta-keto ester dianions.

Authors:  Gary E Keck; Robert L Giles; Victor J Cee; Carrie A Wager; Tao Yu; Matthew B Kraft
Journal:  J Org Chem       Date:  2008-12-19       Impact factor: 4.354

9.  Peloruside B, a potent antitumor macrolide from the New Zealand marine sponge Mycale hentscheli: isolation, structure, total synthesis, and bioactivity.

Authors:  A Jonathan Singh; Chun-Xiao Xu; Xiaoming Xu; Lyndon M West; Anja Wilmes; Ariane Chan; Ernest Hamel; John H Miller; Peter T Northcote; Arun K Ghosh
Journal:  J Org Chem       Date:  2010-01-01       Impact factor: 4.354

10.  Polyketide assembly lines of uncultivated sponge symbionts from structure-based gene targeting.

Authors:  Katja M Fisch; Cristian Gurgui; Nina Heycke; Sonia A van der Sar; Sally A Anderson; Victoria L Webb; Stefan Taudien; Matthias Platzer; Brent K Rubio; Sarah J Robinson; Phillip Crews; Jörn Piel
Journal:  Nat Chem Biol       Date:  2009-07       Impact factor: 15.040
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