Journal of Medicinal Materials, 2025, Vol. 30, No. 5 (320 - 326)

ANTIMICROBIAL DIKETOPIPERAZINE ALKALOIDS

AND INDOLE DERIVATIVES

FROM THE MARINE-DERIVED FUNGUS PENICILLIUM sp. M874

Phi Thi Dao¹, Nguyen Thuy Linh¹, Le Thi Hong Minh¹,

Doan Thi Mai Huong^1,2,*, Pham Van Cuong^1,2,*

¹Institute of Chemistry, Vietnam Academy of Science and Technology (VAST), Hanoi, Vietnam;

²Graduate University of Science and Technology, Hanoi, Vietnam

*Corresponding authors: phamvc@ich.vast.vn; huongdm@ich.vast.vn

Summary

From the solid-fermented product of the marine sediment-derived Penicillium sp. M874 collected in Ninh Thuan, Vietnam, eight secondary metabolites, including four diketopiperazine alkaloids, 6-methoxyspirotryprostatin B (1), tryprostatin B (2), 12,13-dihydroxy-fumitremorgin C (3), bis(dethio)bis(methylthio)gliotoxin  (4), and four indoles, 1H-indole-3-ethanol (5), N-acetyltryptamine (6), 3-formylindole (7), and 3-hydroxyacetylindole (8) were isolated and structurally elucidated. The structures of these compounds were determined by MS and NMR spectra analyses and by comparison with literature data. Six compounds, 1-5 and 7, displayed antimicrobial effects against at least one of the tested reference microorganisms, with MIC values ranging from 8 to 256 μg/mL.

Keywords: Penicillium; Diketopiperazine alkaloids; Indoles; Secondary metabolites; Marine fungi.

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