A New Antibiotic Chloro-Sesquiterpene from the Caribbean Sponge Smenospongia aurea
نویسندگان
چکیده
Anna Aiello, Ernesto Fattorusso*, and Marialuisa Menna Dipartimento di Chimica delle Sostanze Naturali, Via D. Montesano 49, 1-80131 Napoli, Italy Z. Naturforsch. 48b, 209-212(1993); received September 18. 1992 Spongidae, Smenospongia aurea, Sesquiterpene, Antibiotic, NM R Spectra A new sesquiterpene phenol, containing the rather uncommon chlorine atom, was isolated from a sample of Smenospongia aurea collected along Bahama’s Islands. Its structure has been elucidated by spectroscopic analysis and confirmed via synthesis. This compound exhibited antibacterial activity.
منابع مشابه
Isolation and Assessment of the in Vitro Anti-Tumor Activity of Smenothiazole A and B, Chlorinated Thiazole-Containing Peptide/Polyketides from the Caribbean Sponge, Smenospongia aurea
The study of the secondary metabolites contained in the organic extract of Caribbean sponge Smenospongia aurea led to the isolation of smenothiazole A (3) and B (4), hybrid peptide/polyketide compounds. Assays performed using four solid tumor cell lines showed that smenothiazoles exert a potent cytotoxic activity at nanomolar levels, with selectivity over ovarian cancer cells and a pro-apoptoti...
متن کاملSmenamides A and B, Chlorinated Peptide/Polyketide Hybrids Containing a Dolapyrrolidinone Unit from the Caribbean Sponge Smenospongia aurea. Evaluation of Their Role as Leads in Antitumor Drug Research
An in-depth study of the secondary metabolites contained in the Caribbean sponge Smenospongia aurea led to the isolation of smenamide A (1) and B (2), hybrid peptide/polyketide compounds containing a dolapyrrolidinone unit. Their structures were elucidated using high-resolution ESI-MS/MS and homo- and heteronuclear 2D NMR experiments. Structures of smenamides suggested that they are products of...
متن کاملNew sesquiterpene hydroquinones from the Caribbean sponge Aka coralliphagum
Four new sulfated sesquiterpene hydroquinones siphonodictyals E1-E4 (1-4) and cyclosiphonodictyol A (5) were isolated from a sample of the Caribbean sponge Aka coralliphagum collected off the coast of San Salvador in the Bahamas. The structures of the new compounds were elucidated on the basis of mass spectrometric and NMR spectroscopic analysis. Compounds 1-4 are derivatives of siphonodictyal ...
متن کاملCytotoxic bromoindole derivatives and terpenes from the Philippine marine sponge Smenospongia sp.
A detailed chemical analysis of a Philippine marine sponge Smenospongia sp. has been performed. This study yielded four new metabolites, 5-bromo-L-tryptophan (1), 5-bromoabrine (2), 5,6-dibromoabrine (3) and 5-bromoindole-3-acetic acid (4). The pyrroloiminoquinone alkaloid, makaluvamine O (5) as well as 5,6-dibromotryptamine (6), aureol (7) and furospinulosin 1 (8) were also isolated. Although ...
متن کاملAntimicrobial activity of Caribbean sponge extracts
Marine sponges produce a diversity of unusual chemical compounds, but the ecological functions of these metabolites remain largely unknown. To determine if sponge secondary metabolites have ecologically significant antimicrobial effects, organic extracts from 33 species of Caribbean sponges were assayed for antibiotic activity against a test panel of marine bacteria. The test panel consisted of...
متن کامل