A new nonsymmetric dimeric steroid, crellastatin A (1), was isolated from the Vanuatu Island marine sponge Crella sp. Structural assignment was accomplished through extensive 2D NMR spectroscopy. The stereochemistry of 1 was established from an analysis of ROESY experiments and from molecular mechanics and dynamics calculations. Crellastatin A (1), which possesses an unprecedented connection through the side chains, exhibits in vitro cytotoxic activity against NSCLC-N6 cells (IC(50) of 1.5 &mgr;g/mL).
Crellastatin A : a Cytotoxic Bis-Steroid Sulfate from the Vanuatu Marine Sponge Crella sp / M.V. D'Auria, C. Giannini, A. Zampella, L. Minale, C. Debitus, C. Roussakis. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 63:21(1998), pp. 7382-7388. [10.1021/jo981022v]
Crellastatin A : a Cytotoxic Bis-Steroid Sulfate from the Vanuatu Marine Sponge Crella sp.
C. GianniniSecondo
;
1998
Abstract
A new nonsymmetric dimeric steroid, crellastatin A (1), was isolated from the Vanuatu Island marine sponge Crella sp. Structural assignment was accomplished through extensive 2D NMR spectroscopy. The stereochemistry of 1 was established from an analysis of ROESY experiments and from molecular mechanics and dynamics calculations. Crellastatin A (1), which possesses an unprecedented connection through the side chains, exhibits in vitro cytotoxic activity against NSCLC-N6 cells (IC(50) of 1.5 &mgr;g/mL).
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