Literature DB >> 20189808

Zwittermicin A: synthesis of analogs and structure-activity studies.

Evan W Rogers1, Doralyn S Dalisay, Tadeusz F Molinski.   

Abstract

Analogs and diastereomers of the natural product zwittermicin A were prepared. SAR studies of these compounds reveal the antifungal activity to be dependent singularly upon the natural constitution and configuration. 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID： 20189808      PMCID： PMC2845154          DOI： 10.1016/j.bmcl.2010.02.032

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  24 in total

1.  Synthesis and diastereoselective reactions of n,n-dibenzylamino aldehydes and related compounds.

Authors:  M T Reetz
Journal:  Chem Rev       Date:  1999-05-12       Impact factor: 60.622

2.  Chiral synthesis of prostaglandins (PGE1) from D-glyceraldehyde.

Authors:  G Stork; T Takahashi
Journal:  J Am Chem Soc       Date:  1977-02-16       Impact factor: 15.419

3.  Zwittermicin A resistance gene from Bacillus cereus.

Authors:  J L Milner; E A Stohl; J Handelsman
Journal:  J Bacteriol       Date:  1996-07       Impact factor: 3.490

4.  ZmaR, a novel and widespread antibiotic resistance determinant that acetylates zwittermicin A.

Authors:  E A Stohl; S F Brady; J Clardy; J Handelsman
Journal:  J Bacteriol       Date:  1999-09       Impact factor: 3.490

5.  Synthesis of the C(21)-C(26) fragment of superstolide A: concerning the stereochemistry of (E)-crotylboration reactions of alaninal derivatives.

Authors:  Neal A Yakelis; William R Roush
Journal:  J Org Chem       Date:  2003-05-16       Impact factor: 4.354

6.  Target range of zwittermicin A, an aminopolyol antibiotic from Bacillus cereus.

Authors:  L A Silo-Suh; E V Stabb; S J Raffel; J Handelsman
Journal:  Curr Microbiol       Date:  1998-07       Impact factor: 2.188

7.  Ammosamides A and B target myosin.

Authors:  Chambers C Hughes; John B MacMillan; Susana P Gaudêncio; William Fenical; James J La Clair
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

8.  (+)-Zwittermicin A: assignment of its complete configuration by total synthesis of the enantiomer and implication of D-serine in its biosynthesis.

Authors:  Evan W Rogers; Doralyn S Dalisay; Tadeusz F Molinski
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

9.  Identification of antifungal antibiotics of Bacillus species isolated from different microhabitats using polymerase chain reaction and MALDI-TOF mass spectrometry.

Authors:  Sarangi N P Athukorala; W G Dilantha Fernando; Khalid Y Rashid
Journal:  Can J Microbiol       Date:  2009-09       Impact factor: 2.419

10.  (+)-Zwittermicin A. Rapid assembly of C9-C15 and a formal total synthesis.

Authors:  Evan W Rogers; Tadeusz F Molinski
Journal:  J Org Chem       Date:  2009-10-16       Impact factor: 4.354
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  1 in total

1.  Brønsted acid-promoted azide-olefin [3 + 2] cycloadditions for the preparation of contiguous aminopolyols: The importance of disiloxane ring size to a diastereoselective, bidirectional approach to zwittermicin A.

Authors:  Hubert Muchalski; Ki Bum Hong; Jeffrey N Johnston
Journal:  Beilstein J Org Chem       Date:  2010-12-20       Impact factor: 2.883
  1 in total

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