Exploring the Chemodiversity and Biological Activities of the Secondary Metabolites from the Marine Fungus Neosartorya pseudofischeri

Marine Drugs

Wan-Ling Liang²  Xiu Le²  Hou-Jin Li¹  Xiang-Ling Yang⁴  Jun-Xiong Chen⁴  Jun Xu²  Huan-Liang Liu⁴  Lai-You Wang³  Kun-Teng Wang³  Kun-Chao Hu²  De-Po Yang²  Wen-Jian Lan² 

[1] School of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou 510275, China; E-Mail:;School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China; E-Mails:;Institute of Chinese Medical Sciences, Guangdong Pharmaceutical University, Guangzhou 510006, China; E-Mails:;Guangdong Institute of Gastroenterology, Guangzhou 510655, China; E-Mails:

关键词: marine fungus;    Neosartorya pseudofischeri;    neosartin;    diketopiperazine;    antibacterial activity;    cytotoxic activity;   

DOI  :  10.3390/md12115657

来源: mdpi

【 摘 要 】

The production of fungal metabolites can be remarkably influenced by various cultivation parameters. To explore the biosynthetic potentials of the marine fungus, Neosartorya pseudofischeri, which was isolated from the inner tissue of starfish Acanthaster planci, glycerol-peptone-yeast extract (GlyPY) and glucose-peptone-yeast extract (GluPY) media were used to culture this fungus. When cultured in GlyPY medium, this fungus produced two novel diketopiperazines, neosartins A and B (1 and 2), together with six biogenetically-related known diketopiperazines,1,2,3,4-tetrahydro-2,3-dimethyl-1,4-dioxopyrazino[1,2-a]indole (3), 1,2,3,4-tetrahydro-2-methyl-3-methylene-1,4-dioxopyrazino[1,2-a]indole (4), 1,2,3,4-tetrahydro-2-methyl-1,3,4-trioxopyrazino[1,2-a] indole (5), 6-acetylbis(methylthio)gliotoxin (10), bisdethiobis(methylthio)gliotoxin (11), didehydrobisdethiobis(methylthio)gliotoxin (12) and N-methyl-1H-indole-2-carboxamide (6). However, a novel tetracyclic-fused alkaloid, neosartin C (14), a meroterpenoid, pyripyropene A (15), gliotoxin (7) and five known gliotoxin analogues, acetylgliotoxin (8), reduced gliotoxin (9), 6-acetylbis(methylthio)gliotoxin (10), bisdethiobis(methylthio) gliotoxin (11) and bis-N-norgliovictin (13), were obtained when grown in glucose-containing medium (GluPY medium). This is the first report of compounds 3, 4, 6, 9, 10 and 12 as naturally occurring. Their structures were determined mainly by MS, 1D and 2D NMR data. The possible biosynthetic pathways of gliotoxin-related analogues and neosartin C were proposed. The antibacterial activity of compounds 2–14 and the cytotoxic activity of compounds 4, 5 and 7–13 were evaluated. Their structure-activity relationships are also preliminarily discussed.

【 授权许可】

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