Alterbutenolide, a new butenolide derivative from a sponge-derived fungus Alternaria alternata I-YLW6-1

Nat Prod Res. 2023 Feb 23:1-6. doi: 10.1080/14786419.2023.2183500. Online ahead of print.

Abstract

Alterbutenolide (1), a new butenolide derivative with a long-chain aliphatic acid substitution, together with seven known phenolic compounds i.e. alternariol (2), asperigillol B (3), p-hydroxyphenylacetic acid (4), p-hydroxyphenylethyl alcohol (5), methyl p-hydroxyphenyl acetate (6), 2-(4-hydroxyphenyl)ethyl acetate (7), and 5,6-dihydro-4-methyl-2H-pyran-2-one (8), was isolated from the cultures of a sponge-derived fungus Alternaria alternata I-YLW6-1. The structure of 1 was established on the basis of HR-MS, 1D and 2D NMR, as well as by comparison of the optical rotation data with the literature reported. Compounds 2 and 3 showed significant to moderate inhibitory activities against three harmful microalgae with IC50 values from 3.0 to 36.2 μg/mL, whereas compound 1 only displayed moderate inhibition against Chattonella marina with IC50 value of 34.6 μg/mL. Meanwhile, compounds 3 and 4 showed weak toxicity against brine shrimp larvae with LC50 values >100 μg/mL.

Keywords: Alternaria alternata I-YLW6-1; Marine fungus; alterbutenolide; anti-microalgal activity; butenolide.