A New Scalarane Sesterterpenoid from the Marine Sponge Cacospongia mollior

A new sesterterpene, 12-deacetoxyscalaradial [2a] has been isolated from the sponge Cacospongia mollior, together with the previously described scalaradial [2b] and furoscalarol [3]. The structure of the new compound, proposed by spectral data, was confirmed by X-ray diffraction analysis. Compound 2...

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Veröffentlicht in:	Journal of natural products (Washington, D.C.) D.C.), 1994-02, Vol.57 (2), p.256-262
Hauptverfasser:	De Rosa, S, Puliti, R, Crispino, A, de Giulio, A, Mattia, C. A, Mazzarella, L
Format:	Artikel
Sprache:	eng
Schlagworte:	ADRIATIC SEA Animals ANTIFEEDANTS Antineoplastic Agents - isolation & purification Antineoplastic Agents - pharmacology Artemia Biological and medical sciences CHEMICAL COMPOSITION COMPOSICION QUIMICA COMPOSITION CHIMIQUE Crystallography, X-Ray CYTOTOXIC COMPOUNDS Drug Screening Assays, Antitumor ESPECTROMETRIA Feeding Behavior - drug effects Fishes General pharmacology Homosteroids - isolation & purification Homosteroids - pharmacology Homosteroids - toxicity Humans INHIBIDORES DEL APETITO Lethal Dose 50 MAR ADRIATICO Marine Mass Spectrometry Medical sciences MEDICINAL PROPERTIES MER ADRIATIQUE MOLECULAR CONFORMATION molecular structure PARAZOA PHAGOREPULSIF Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Porifera - chemistry PROPIEDADES MEDICINALES PROPRIETE PHARMACOLOGIQUE SPECTRAL ANALYSIS SPECTROMETRIE SPECTROMETRY Spectrophotometry, Ultraviolet SUBSTANCE TOXIQUE SUSTANCIAS TOXICAS Taste - drug effects Terpenes - isolation & purification Terpenes - pharmacology Terpenes - toxicity TERPENOIDE TERPENOIDOS TERPENOIDS TOXIC SUBSTANCES
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Zusammenfassung:	A new sesterterpene, 12-deacetoxyscalaradial [2a] has been isolated from the sponge Cacospongia mollior, together with the previously described scalaradial [2b] and furoscalarol [3]. The structure of the new compound, proposed by spectral data, was confirmed by X-ray diffraction analysis. Compound 2a is the first scalarane sesterterpenoid, without a substituent at C-12, to have been identified in nature. It shows high antifeedant activity and is hot to taste for the human tongue. Both 2a and 2b display cytotoxic activity.
ISSN:	0163-3864 1520-6025
DOI:	10.1021/np50104a010