New glycosides of the fungus Acremonium striatisporum isolated from a sea cucumber.
Four new diterpene glycosides, virescenosides R (1), S (2), T (3), and U (4), have been isolated from a marine strain of Acremonium striatisporum KMM 4401 associated with the holothurian Eupentacta fraudatrix. Their structures have been elucidated on the basis of HRFABMS, 1D and 2D NMR (1H, 13C, DEPT, COSY-45, COSY-RCT, HSQC, HMBC, and NOESY spectra), and the results of acidic hydrolysis as 19-O-[beta-D-glucopyranosyl(1-->6)-beta-d-altropyranosyl]-isopimara-7,15-diene-2alpha,3beta-diol (1), 19-O-beta-D-altropyranosyl-3-oxo-isopimara-8(14),15-diene-7alpha-ol (2), 19-O-beta-D-altropyranosyl-3,7-dioxo-isopimara-8,15-diene (3), and 19-O-beta-D-altropyranosyl-3,7-dioxo-isopimara-8(14),15-diene (4). The cytotoxic activity of the virescenosides was examined.
Afiyatullov
Shamil Sh
SSh
Pacific Institute of Bioorganic Chemistry, Far East Branch of the Russian Academy of Sciences, Vladivostok 22, Russian Federation.
Kalinovsky
Anatoly I
AI
Kuznetsova
Tatyana A
TA
Pivkin
Mikhail V
MV
Prokof'eva
Nina G
NG
Dmitrenok
Pavel S
PS
Elyakov
George B
GB
D000164:Acremonium / Q000737:chemistry*; D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D012616:Sea Cucumbers / Q000737:chemistry; D013237:Stereoisomerism
D000970:Antineoplastic Agents; D004224:Diterpenes; D006027:Glycosides