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Griseofulvin Derivative and Indole Alkaloids from Penicillium griseofulvum CPCC 400528.

Griseofulvin Derivative and Indole Alkaloids from Penicillium griseofulvum CPCC 400528.
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Zhang D, Zhao L, Wang L, Fang X, Zhao J, Wang X, Li L, Liu H, Wei Y, You X, Cen S, Yu L,


Zhang D, Zhao L, Wang L, Fang X, Zhao J, Wang X, Li L, Liu H, Wei Y, You X, Cen S, Yu L, (click to view)

Zhang D, Zhao L, Wang L, Fang X, Zhao J, Wang X, Li L, Liu H, Wei Y, You X, Cen S, Yu L,

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Journal of natural products 2017 01 2480(2) 371-376 doi 10.1021/acs.jnatprod.6b00829

Abstract

A new griseofulvin derivative, 4′-demethoxy-4′-N-isopentylisogriseofulvin (1), three new indole alkaloids, 2-demethylcyclopiamide E (2), 2-demethylsperadine F (3), and clopiamine C (4), and five known metabolites (5-9) were isolated from Penicillium griseofulvum CPCC 400528. Compound 1 is the first reported griseofulvin analogue with an N-isopentane group and the first example of a naturally occurring N-containing griseofulvin analogue. Their structures and absolute configurations were elucidated through extensive spectroscopic analyses, calculated ECD, and single-crystal X-ray diffraction (Cu Kα). The possible biogenetic pathway of 1-3 was proposed. Compounds 1, 2, and 5 exhibited anti-HIV activities with IC50 values of 33.2, 20.5, and 12.6 μM, respectively.

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