Literature DB >> 7161192

Modification of the macrolide antibiotic midecamycin. III. Formation of neoisomidecamycin.

S Omoto, H Ogino, K Iwamatsu, S Inouye.   

Abstract

Treatment of 9-trichloroacetylmidecamycin with aqueous alkali gave an isomer of midecamycin (neoisomidecamycin), in which one double bond underwent allylic rearrangement. The formation of neoisomacrolides was dependent on the nature of protective groups and conditions of deprotective reaction. Treatment of 9-trichloroethoxycarbonylmidecamycin with Zn/acetic acid resulted in no allylic rearrangement.

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Year:  1982        PMID: 7161192     DOI: 10.7164/antibiotics.35.1521

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


  2 in total

1.  Midecamycin Is Inactivated by Several Different Sugar Moieties at Its Inactivation Site.

Authors:  Ru Lin; Li-Li Hong; Zhong-Ke Jiang; Ke-Meng Li; Wei-Qing He; Jian-Qiang Kong
Journal:  Int J Mol Sci       Date:  2021-11-23       Impact factor: 5.923

2.  Controlling the Site Selectivity in Acylations of Amphiphilic Diols: Directing the Reaction toward the Apolar Domain in a Model Diol and the Midecamycin A1 Macrolide Antibiotic.

Authors:  Reut Fallek; Natali Ashush; Amit Fallek; Or Fleischer; Moshe Portnoy
Journal:  J Org Chem       Date:  2022-07-08       Impact factor: 4.198

  2 in total

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