Literature DB >> 17551213

The first hydroxylated archazolid from the myxobacterium Cystobacter violaceus: isolation, structural elucidation and V-ATPase inhibition.

Dirk Menche1, Jorma Hassfeld, Heinrich Steinmetz, Markus Huss, Helmut Wieczorek, Florenz Sasse.   

Abstract

The novel macrocyclic polyketide, 10-hydroxymethyl-archazolid-7-O-beta-D-glucopyranoside (archazolid D), was obtained from the myxobacterium Cystobacter violaceus. The structure of this first hydroxylated archazolid was determined by spectroscopic analysis, in particular by HMBC, HMQC, and ROESY NMR investigations, and by degradation. This novel metabolite was evaluated for growth inhibition of murine connective tissue cells and V-ATPase inhibition in comparison to other known archazolids.

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Year:  2007        PMID: 17551213     DOI: 10.1038/ja.2007.43

Source DB:  PubMed          Journal:  J Antibiot (Tokyo)        ISSN: 0021-8820            Impact factor:   2.649


  5 in total

1.  Synthesis of a C1-C23 fragment of the archazolids and evidence for V-ATPase but not COX inhibitory activity.

Authors:  Gregory W O'Neil; Alexander M Craig; John R Williams; Jeffrey C Young; P Clint Spiegel
Journal:  Synlett       Date:  2017-02-08       Impact factor: 2.454

2.  Synthesis of the C1-C17 fragment of the archazolids by complex cis-homodimer cross metathesis.

Authors:  Steven M Swick; Sara L Schaefer; Gregory W O'Neil
Journal:  Tetrahedron Lett       Date:  2015-06-24       Impact factor: 2.415

Review 3.  Total syntheses of the archazolids: an emerging class of novel anticancer drugs.

Authors:  Stephan Scheeff; Dirk Menche
Journal:  Beilstein J Org Chem       Date:  2017-06-07       Impact factor: 2.883

4.  Acidification of endothelial Weibel-Palade bodies is mediated by the vacuolar-type H+-ATPase.

Authors:  Julian Terglane; Dirk Menche; Volker Gerke
Journal:  PLoS One       Date:  2022-06-29       Impact factor: 3.752

Review 5.  Design and Synthesis of Simplified Polyketide Analogs: New Modalities beyond the Rule of 5.

Authors:  Dirk Menche
Journal:  ChemMedChem       Date:  2021-05-05       Impact factor: 3.466

  5 in total

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