Mohangamides A and B, New Dilactone-Tethered Pseudo-Dimeric Peptides Inhibiting Candida albicans Isocitrate Lyase

• Published in: Organic letters Vol. 17; no. 3; pp. 712 - 715
• Main Authors: Bae, Munhyung, Kim, Heegyu, Moon, Kyuho, Nam, Sang-Jip, Shin, Jongheon, Oh, Ki-Bong, Oh, Dong-Chan
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 06.02.2015; Amer Chemical Soc
• Subjects: Antifungal Agents - chemistry; Antifungal Agents - isolation & purification; Antifungal Agents - pharmacology; Aspergillus fumigatus - drug effects; Candida albicans - drug effects; Candida albicans - enzymology; Chemistry; Chemistry, Organic; Isocitrate Lyase - drug effects; Marine Biology; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Peptides, Cyclic - chemistry; Peptides, Cyclic - isolation & purification; Peptides, Cyclic - pharmacology; Physical Sciences; Science & Technology; Trichophyton - drug effects; ELUCIDATION; STREPTOMYCES SP; ACTINOMYCETE; INDIGOFERA; MECHANISM; NATURAL-PRODUCTS; AMINO-ACIDS; CONFIGURATION; VIRULENCE; WS9326A
• ISSN: 1523-7060; 1523-7052
• DOI: 10.1021/ol5037248

Mohangamides A and B (1–2) were discovered from a marine Streptomyces sp. collected in an intertidal mud flat. The structures of the compounds were elucidated as novel dilactone-tethered pseudodimeric peptides bearing two unusual acyl chains and 14 amino acid residues based on comprehensive spectroscopic analysis. The absolute configurations of the mohangamides were determined by chemical derivatizations, followed by chromatographic and spectroscopic analyses. Mohangamide A displayed strong inhibitory activity against Candida albicans isocitrate lyase.