%0 Journal Article
%T New piperazine derivatives helvamides B-C from the marine-derived fungus Penicillium velutinum ZK-14 uncovered by OSMAC (One Strain Many Compounds) strategy.
%A Borkunov GV
%A Leshchenko EV
%A Berdyshev DV
%A Popov RS
%A Chingizova EA
%A Shlyk NP
%A Gerasimenko AV
%A Kirichuk NN
%A Khudyakova YV
%A Chausova VE
%A Antonov AS
%A Kalinovsky AI
%A Chingizov AR
%A Yurchenko EA
%A Isaeva MP
%A Yurchenko AN
%J Nat Prod Bioprospect
%V 14
%N 1
%D 2024 May 21
%M 38769256
暂无%R 10.1007/s13659-024-00449-9
%X Four extracts of the marine-derived fungus Penicillium velutinum J.F.H. Beyma were obtained via metal ions stress conditions based on the OSMAC (One Strain Many Compounds) strategy. Using a combination of modern approaches such as LC/UV, LC/MS and bioactivity data analysis, as well as in silico calculations, influence metal stress factors to change metabolite profiles Penicillium velutinum were analyzed. From the ethyl acetate extract of the P. velutinum were isolated two new piperazine derivatives helvamides B (1) and C (2) together with known saroclazin A (3) (4S,5R,7S)-4,11-dihydroxy-guaia-1(2),9(10)-dien (4). Their structures were established based on spectroscopic methods. The absolute configuration of helvamide B (1) as 2R,5R was determined by a combination of the X-ray analysis and by time-dependent density functional theory (TD-DFT) calculations of electronic circular dichroism (ECD) spectra. The cytotoxic activity of the isolated compounds against human prostate cancer PC-3 and human embryonic kidney HEK-293 cells and growth inhibition activity against yeast-like fungi Candida albicans were assayed.