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, DEP...

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Veröffentlicht in:	Journal of natural products (Washington, D.C.) D.C.), 2004-06, Vol.67 (6), p.1047-1051
Hauptverfasser:	Afiyatullov, S.S, Kalinovsky, A.I, Kuznetsova, T.A, Pivkin, M.V, Prokof'eva, N.G, Dmitrenok, P.S, Elyakov, G.B
Format:	Artikel
Sprache:	eng
Schlagworte:	Acremonium - chemistry Acremonium striatisporum Animals Antineoplastic Agents - chemistry Antineoplastic Agents - isolation & purification Antineoplastic Agents - pharmacology Diterpenes - chemistry Diterpenes - isolation & purification Diterpenes - pharmacology Drug Screening Assays, Antitumor Eupentacta fraudatrix Glycosides - chemistry Glycosides - isolation & purification Glycosides - pharmacology Holothurioidea Inhibitory Concentration 50 Molecular Structure Nuclear Magnetic Resonance, Biomolecular Sea Cucumbers - chemistry Stereoisomerism
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Zusammenfassung:	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.
ISSN:	0163-3864 1520-6025
DOI:	10.1021/np0305324