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Paper | Regular issue | Vol 96, No. 6, 2018, pp.1053-1065
Published online, 23rd May, 2018
DOI: 10.3987/COM-18-13902
Four Cyclodipeptides, Asnovolenins A-B and Asnovozines A-B, from Aspergillus novofumigatus

Kazuki Ishikawa, Daigo Wakana, Takeshi Itabashi, Hisashi Takeda, Takashi Yaguchi, Ken-ichi Kawai, and Tomoo Hosoe*

*Faculty of Pharmaceutical Sciences, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan


Four new cyclodipeptides, asnovolenins A (1) and B (2), and asnovozines A (3) and B (4), were isolated from the fungus Aspergillus novofumigatus CBS 117520. The structures of 1-4 were determined by the detailed analysis of mainly 1D- and 2D-NMR and MS data. Compounds 1 and 2 are composed of epi-aszonalenin (5) and dihydroterrein (6), and they are 2’-epimers of each other. Compounds 3 and 4 consist of D-alanine and tryptophan attached to a 3-methyl-1-butene group. The stereochemistry of 1 and 2 was determined from ROESY spectra and the exciton chirality method from CD spectra, and that of 3 and 4 was determined from NOE or NOESY spectra using the modified Marfey’s method.