Title
Eutypellazines A–M, thiodiketopiperazine-type alkaloids from deep sea derived fungus Eutypella sp. MCCC 3A00281
Author
Siwen Niu, Dong Liu, Zongze Shao, Peter Proksch, Wenhan Lin
Year
2017
Journal
RSC Advances
Abstract
Bioassay in association with the NMR/MS spectroscopic data guided fractionation of the solid fermentation of a deep sea derived fungus Eutypella sp. MCCC 3A00281, resulted in the isolation of 13 new thiodiketopiperazine-type alkaloids, namely eutypellazines A–M (1–13). Their structures were elucidated on the basis of extensive spectroscopic data analysis, including the ECD data, modified Mosher's method, and the Cu-Kα X-ray single-crystal diffraction experiments for the determination of the absolute configurations. An anti-HIV bioassay indicated that compounds 1–12 exhibited inhibitory effects against pNL4.3.Env-.Luc co-transfected 293T cells (HIV-1 model cells) with low cytotoxicity, of which eutypellazine E exerted the highest activity. A preliminary structure–activity relationship was discussed. In addition, eutypellazine J (10) and epicoccin A showed reactivating effects toward latent HIV-1 in J-Lat A2 cells.
Instrument
J-810
Keywords
Circular dichroism, Absolute configuration, Natural products, Pharmaceutical