Structure and Total Synthesis of Fungal Calpinactam, A New Antimycobacterial Agent
2009; American Chemical Society; Volume: 12; Issue: 3 Linguagem: Inglês
10.1021/ol902553z
ISSN1523-7060
AutoresNobuhiro Koyama, Shigenobu Kojima, Takeo Fukuda, Tohru Nagamitsu, Tadashi Yasuhara, Satoshi Ōmura, Hiroshi Tomoda,
Tópico(s)Fungal Biology and Applications
ResumoA new fungal metabolite designated calpinactam (1) was isolated from the culture broth of Mortierella alpina FKI-4905, and its structure was elucidated by spectroscopic analyses including NMR experiments. Calpinactam was found to be a hexapeptide with a caprolactam ring at its C-terminal. Its absolute stereochemistry was determined by amino acid analysis and total synthesis. Calpinactam selectively inhibited the growth of mycobacteria among various microorganisms. The MIC values of calpinactam against Mycobacterium smegmatis and M. tuberculosis were 0.78 and 12.5 μg/mL, respectively.
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