(+)-Cyclopenol, a new naturally occurring 7-membered 2,5-dioxopiperazine alkaloid from the fungus Penicillium sclerotiorum endogenous with the Chinese mangrove Bruguiera gymnorrhiza.
One new naturally occurring 7-membered 2,5-dioxopiperazine alkaloid named (+)-cyclopenol (1), along with nine known compounds including viridicatol (2), 3-(dimethylaminomethyl)-1-(1,1-dimethyl-2-propenyl)indole (3), anacine (4), aurantiomide C (5), viridicatin (6), 3-O-methylviridicatin (7), verrucosidin (8), ergosterol (9), and ergosterol peroxide (10), was isolated from the EtOAc extract of fungus Penicillium sclerotiorum, an endophytic fungal strain isolated from Chinese mangrove Bruguiera gymnorrhiza. The chemical structure of the new compound 1 was elucidated on the basis of detailed spectroscopic analysis. The absolute configuration of 1 was determined by single-crystal X-ray analysis with Cu Kα radiation (λ = 1.54178 Å). To our knowledge, (+)-cyclopenol (1) represents the first example of 7-membered 2,5-dioxopiperazine isolated from mangrove endophytic fungus.
a School of Biological and Chemical Engineering, Jiangsu University of Science and Technology , Zhenjiang 212018 , China.
Jing
J
Li
Jun
J
Wang
Cheng-Shi
CS
Jiang
Gang
G
Li
Yue-Wei
YW
Guo
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification*; D001570:Benzodiazepinones / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010407:Penicillium / Q000737:chemistry*; D043982:Rhizophoraceae / Q000382:microbiology*; D013237:Stereoisomerism
D000470:Alkaloids; D001570:Benzodiazepinones; C044418:cyclopenol
2,5-dioxopiperazine; Bruguiera gymnorrhiza; Penicillium sclerotiorum; alkaloid; mangrove fungus