Novel semisynthetic antibiotics from caprazamycins A–G: caprazene derivatives and their antibacterial activity View Full Text


Ontology type: schema:ScholarlyArticle      Open Access: True


Article Info

DATE

2013-03

AUTHORS

Yoshiaki Takahashi, Masayuki Igarashi, Toshiaki Miyake, Hiromi Soutome, Kanae Ishikawa, Yasuhiro Komatsuki, Yoshiko Koyama, Naoko Nakagawa, Seiko Hattori, Kunio Inoue, Norio Doi, Yuzuru Akamatsu

ABSTRACT

Acidic treatment of a mixture of caprazamycins (CPZs) A-G isolated from a screen of novel antimycobacterial agents gave caprazene, a core structure of CPZs, in high yield. Chemical modification of the resulting caprazene was performed to give its various derivatives. The structure-activity relationships of the caprazene derivatives against several mycobacterial species and pathogenic Gram-positive and Gram-negative bacteria were studied. Although caprazene showed no antibacterial activity, the antibacterial activity was restored for its 1'''-alkylamide, 1'''-anilide and 1'''-ester derivatives. Compounds 4b (CPZEN-45), 4d (CPZEN-48), 4f and 4g (CPZEN-51) exhibited more potent activities against Mycobacterium tuberculosis and M. avium complex strains than CPZ-B. These results suggest that caprazene would be a good precursor from which novel semisynthetic antibacterial antibiotics can be designed for the treatment of mycobacterial diseases such as tuberculosis and M. avium complex infection. More... »

PAGES

171

Identifiers

URI

http://scigraph.springernature.com/pub.10.1038/ja.2013.9

DOI

http://dx.doi.org/10.1038/ja.2013.9

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1028526430

PUBMED

https://www.ncbi.nlm.nih.gov/pubmed/23532021


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