Details

Autor(en) / Beteiligte

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

Titel

Novel semisynthetic antibiotics from caprazamycins A-G: caprazene derivatives and their antibacterial activity

Ist Teil von

• Journal of antibiotics, 2013-03, Vol.66 (3), p.171-178

Ort / Verlag

Japan: Nature Publishing Group

Erscheinungsjahr

2013

Quelle

MEDLINE

Beschreibungen/Notizen

• 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.