Iizukines C-E from a saline soil fungus Aspergillus iizukae.

Iizukines C-E from a saline soil fungus Aspergillus iizukae.

Kang, Hui-Hui;Zhong, Mei-Jia;Ma, Li-Ying;Rong, Xian-Guo;Liu, De-Sheng;Liu, Wei-Zhong;
Bioorganic chemistry 2019 Vol. 91 pp. 103167
248
kang2019iizukinesbioorganic

Abstract

Three new alkaloids, iizukines C-E (1-3), including two aspochalasins (1 and 2), and one brasiliamide derivative (3), along with two known aspochalasins, rosellichalasin (4) and cytochalasin Z17 (5), were isolated from the culture of Aspergillus iizukae. Compound 1 was the first aspochalasin uniquely featuring a 1,2,4-triazole functionality, and 3 showed a pair of NMR signals in CDCl with a ratio of about 2:1 due to the existence of conformational isomers. Their structures were determined by extensive spectroscopic analyses and single-crystal X-ray diffractions. In particular, the 1,2,4-triazole moiety in 1 was assigned on the basis of extremely valuable H-N HMBC spectrum. Compound 1 exhibited cytotoxic effect towards HL-60 and A549 cell lines with IC values of 3.8 and 7.2 μM, respectively.

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