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New dihydroisocoumarin root growth inhibitors from the sponge-derived fungus Aspergillus sp. NBUF87

TitleNew dihydroisocoumarin root growth inhibitors from the sponge-derived fungus Aspergillus sp. NBUF87
Publication TypeJournal Article
Year of Publication2019
AuthorsHuang L.M, Ding L.J, Li X.H, Wang N., Cui W., Wang X., Naman C.B, Lazaro J.EH, Van X.J, He S.
Date Published2019/12
Type of ArticleArticle
ISBN Number1664-302X
Accession NumberWOS:000504423000001
KeywordsAspergillus sp; benzofurans; constituents; dihydroisocoumarin; electronic circular dichroism; isocoumarin derivatives; microbiology; root growth inhibitor; sponge-derived fungus

Six new dihydroisocoumarins, aspergimarins A-F (1-6), were discovered together with five known analogs (7-11) from a monoculture of the sponge-derived fungus Aspergillus sp. NBUF87. The structures of these compounds were elucidated through comprehensive spectroscopic methods, and absolute configurations were assigned after X-ray crystallography, use of the modified Mosher's method, and comparison of electronic circular dichroism (ECD) data with literature values for previously reported analogs. Compounds 1-11 were evaluated in a variety of bioassays, and at 100 mu M, both 1 and 5 showed significant inhibitory effects on the lateral root growth of Arabidopsis thaliana Columbia-0 (Col-0). Moreover, at 100 mu M, 5 also possessed notable inhibition against the primary root growth of Col-0. Meanwhile, 1-11 were all found to be inactive in vitro against acetylcholinesterase (AChE) (IC50 > 100 mu M), four different types of human-derived cancer cell lines (IC50 > 50 mu M), as well as methicillin-resistant Staphylococcus aureus and Escherichia coli (MIC > 50 mu g/mL), and Plasmodium falciparum W2 (EC50 > 100 mu g/mL), in phenotypic tests.

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