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Myrochromanol analogues and trichothecene derivatives from the shellfish-derived fungus Albifimbriaverrucaria.

Authors :
Fang ST
Song YP
Miao FP
Yin XL
Ji NY
Source :
Phytochemistry [Phytochemistry] 2023 May; Vol. 209, pp. 113645. Date of Electronic Publication: 2023 Mar 15.
Publication Year :
2023

Abstract

Eight myrochromanol analogues, including three pairs of epimers at C-2 with the myrochromanol scaffold and two examples of myrochromanol with sugar moiety linked at C-4, together with twelve trichothecene derivatives were isolated from the cultures of a shellfish-derived fungus Albifimbria verrucaria CD1-4. Among them, eight compounds named 2-epi-myrochromanol, ent-myrochromanol B, 4-epi-myrochromanol B, 2-epi-myrochromanol A, myrochromanosides A and B, 6',7'-erythro-(2'E,4'Z)-trichoverrol B, 3R,8S-dihyroxyroridin H were previously undescribed fungal metabolites. Their planar structures and relative configurations were established by 1D and 2D NMR, and HR-MS data analysis, and their absolute configurations were determined using the modified Mosher's method and electronic circular dichrosim calculations. Almost all isolates were evaluated for growth rate inhibition of three marine harmful microalgae Chattonella marina, Heterosigma akashiwo, and Prorocentrum donghaiense, and lethal activity to one marine zooplankton, Artemia salina. Myrochromanosides A and B exhibited obvious inhibitory against three tested microalgae with IC <subscript>50</subscript> values in the range of 9.2-108.9 μM. 8α-Hydroxyroridin H, roridin A and verrucarin A exhibited significant inhibition against P. donghaiense with IC <subscript>50</subscript> values of 6.1, 5.8, and 6.0 μM and toxicity against brine shrimp larvae with LC <subscript>50</subscript> values of 1.4, 2.8, and 0.26 μM, respectively.<br />Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.<br /> (Copyright © 2023 Elsevier Ltd. All rights reserved.)

Details

Language :
English
ISSN :
1873-3700
Volume :
209
Database :
MEDLINE
Journal :
Phytochemistry
Publication Type :
Academic Journal
Accession number :
36924814
Full Text :
https://doi.org/10.1016/j.phytochem.2023.113645