1205538-83-5Relevant articles and documents
Synthesis and antimycobacterial activity of calpinactam derivatives
Nagai, Kenichiro,Koyama, Nobuhiro,Sato, Noriko,Yanagisawa, Chisato,Tomoda, Hiroshi
, p. 7739 - 7741 (2013/02/23)
Synthesis of calpinactam 1, a fungal antimycobacterial metabolite, utilizing solid-phase peptide synthesis is described. To explore the structure-activity relationships of 1, its derivatives with different amino acids were also synthesized on the basis of the same synthetic strategy. These derivatives were examined for antimycobacterial activity against Mycobacterium smegmatis. Among them, only peptide 6d having d-Ala in place of d-Glu showed moderate activity.
Structure and total synthesis of fungal calpinactam, a new antimycobacterial agent
Koyama, Nobuhiro,Kojima, Shigenobu,Fukuda, Takeo,Nagamitsu, Tohru,Yasuhara, Tadashi,Omura, Satoshi,Tomoda, Hiroshi
supporting information; experimental part, p. 432 - 435 (2010/04/24)
[Chemical equation presented] A 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.