Literature DB >> 6430853

Semisynthesis of A23187 (calcimycin) analogs. II. Introduction of a methyl group on the benzoxazole ring.

M Prudhomme, G Dauphin, J Guyot, G Jeminet.   

Abstract

Semisynthesis of two demethylamino A23187 with a methyl group in the 4- or 5-position on the benzene ring were carried out via the cleavage of A23187 oxazole ring and rebuilding of modified benzoxazoles. These compounds were shown to release Ca++ and MG++ from mitochondria and to keep part the antibacterial activity of the natural metabolite.

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Year:  1984        PMID: 6430853     DOI: 10.7164/antibiotics.37.627

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


  5 in total

1.  Cezomycin Is Activated by CalC to Its Ester Form for Further Biosynthesis Steps in the Production of Calcimycin in Streptomyces chartreusis NRRL 3882.

Authors:  Hao Wu; Jingdan Liang; Jialiang Wang; Wei-Jun Liang; Lixia Gou; Qiulin Wu; Xiufen Zhou; Ian J Bruce; Zixin Deng; Zhijun Wang
Journal:  Appl Environ Microbiol       Date:  2018-05-31       Impact factor: 4.792

2.  Recycling of Overactivated Acyls by a Type II Thioesterase during Calcimycin Biosynthesis in Streptomyces chartreusis NRRL 3882.

Authors:  Hao Wu; Jingdan Liang; Lixia Gou; Qiulin Wu; Wei-Jun Liang; Xiufen Zhou; Ian J Bruce; Zixin Deng; Zhijun Wang
Journal:  Appl Environ Microbiol       Date:  2018-05-31       Impact factor: 4.792

3.  Characterization of the biosynthesis gene cluster for the pyrrole polyether antibiotic calcimycin (A23187) in Streptomyces chartreusis NRRL 3882.

Authors:  Qiulin Wu; Jingdan Liang; Shuangjun Lin; Xiufen Zhou; Linquan Bai; Zixin Deng; Zhijun Wang
Journal:  Antimicrob Agents Chemother       Date:  2010-12-20       Impact factor: 5.191

4.  The Biosynthesis of the Benzoxazole in Nataxazole Proceeds via an Unstable Ester and has Synthetic Utility.

Authors:  Haigang Song; Cong Rao; Zixin Deng; Yi Yu; James H Naismith
Journal:  Angew Chem Int Ed Engl       Date:  2020-02-11       Impact factor: 15.336

5.  Biological activity of 3-(2-benzoxazol-5-yl)alanine derivatives.

Authors:  Katarzyna Guzow; Ewa Mulkiewicz; Michał Obuchowski; Wiesław Wiczk
Journal:  Amino Acids       Date:  2021-07-08       Impact factor: 3.520

  5 in total

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