Literature DB >> 18937483

Synthesis and antifungal activity of (-)-(Z)-dysidazirine.

Colin K Skepper1, Doralyn S Dalisay, Tadeusz F Molinski.   

Abstract

A short, flexible synthesis of the marine natural product (2 R)-(Z)-dysidazirine (-)-1 has been completed. (-)-1 shows significant antifungal activity across a panel of seven human pathogens, whereas the structural analogue (-)-2, featuring a terminal tert-butyl group, is essentially inactive.

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Year:  2008        PMID: 18937483      PMCID: PMC2635126          DOI: 10.1021/ol802065d

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  The changing face of candidemia: emergence of non-Candida albicans species and antifungal resistance.

Authors:  M H Nguyen; J E Peacock; A J Morris; D C Tanner; M L Nguyen; D R Snydman; M M Wagener; M G Rinaldi; V L Yu
Journal:  Am J Med       Date:  1996-06       Impact factor: 4.965

2.  Asymmetric Synthesis of 2H-Azirine 2-Carboxylate Esters.

Authors:  Franklin A. Davis; Hu Liu; Chang-Hsing Liang; G. Venkat Reddy; Yulian Zhang; Tianan Fang; Donald D. Titus
Journal:  J Org Chem       Date:  1999-11-26       Impact factor: 4.354

Review 3.  Microbial natural products as a source of antifungals.

Authors:  M F Vicente; A Basilio; A Cabello; F Peláez
Journal:  Clin Microbiol Infect       Date:  2003-01       Impact factor: 8.067

4.  Long-chain 2H-azirines with heterogeneous terminal halogenation from the marine sponge Dysidea fragilis.

Authors:  Colin K Skepper; Tadeusz F Molinski
Journal:  J Org Chem       Date:  2008-03-06       Impact factor: 4.354

5.  New azacyclopropene derivatives from Dysidea fragilis collected in Pohnpei.

Authors:  C E Salomon; D H Williams; D J Faulkner
Journal:  J Nat Prod       Date:  1995-09       Impact factor: 4.050

  5 in total
  1 in total

1.  Synthesis and chain-dependent antifungal activity of long-chain 2H-azirine-carboxylate esters related to dysidazirine.

Authors:  Colin K Skepper; Doralyn S Dalisay; Tadeusz F Molinski
Journal:  Bioorg Med Chem Lett       Date:  2010-02-01       Impact factor: 2.823

  1 in total

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