Xenibellal, a novel norditerpenoid from the Formosan soft coral Xenia umbellata (original) (raw)

New Cytotoxic Xenia Diterpenoids from the Formosan Soft Coral Xenia u mbellata

Journal of Natural Products, 2002

Seven new cytotoxic xenicane-type diterpenoids, 9-deoxyxeniloide-E (1), 9-deoxy-7,8-epoxyxeniloide-E (2), xeniolide-G (3), 9-deoxyxenialactol-C (4), xenibecin (5), xeniolide-H (6), and xenitacin , were isolated from the methylene chloride solubles of the Formosan soft coral Xenia umbellata. The structures were elucidated by 1D and 2D NMR spectral analysis, and their cytotoxicity against selected cancer cells was measured in vitro.

Xeniaphyllane-Derived Terpenoids from the Formosan Soft Coral Sinularia gibberosa

CHEMICAL & PHARMACEUTICAL BULLETIN, 2007

New xeniaphyllane-derived metabolites (1-7) were isolated from the EtOAc extract of the Formosan soft coral Sinularia gibberosa. The structures and relative configurations of these compounds were elucidated on the basis of extensive spectroscopic analysis (including 2D NMR) and by comparison of their spectral data with those of related compounds. In vitro cytotoxic evaluation of the above metabolites towards a limited panel of cancer cell lines is also described.

ChemInform Abstract: Xenimanadins A-D, a Family of Xenicane Diterpenoids from the Indonesian Soft Coral Xenia sp

ChemInform, 2008

Four novel xenicane diterpenoids, xenimanadins AeD (1e4), characterized by the unusual 2,6-dimethoxytetrahydropyran functionality, have been isolated from the Indonesian soft coral Xenia sp., together with three known xeniolides. The stereostructure of these metabolites has been established through extensive interpretation of NMR data and application of the modified Mosher method. Xenimanadins were tested against tumor cell lines, revealing details about the cytotoxic potential of xenicane diterpenoids.

Bioactive norditerpenoids from the soft coral Sinularia gyrosa

Bioorganic & Medicinal Chemistry, 2010

Chemical investigations of the soft coral Sinularia gyrosa resulted in the isolation of six new norcembranolides, gyrosanolides A-F (1-6), a new norcembrane, gyrosanin A (7), and 11 known norditerpenoids 8-18. The structures of the isolated compounds were elucidated through extensive spectroscopic data and by comparison with reported data in the literature. Compounds 1-3, 7-9, 12, and 13 at concentration of 10 lM did not inhibit the COX-2 protein expression, but significantly reduced the levels of the iNOS protein (55.56.3 ± 5.1%, respectively) by LPS stimulation. Compound 8 showed significant antiviral activity against HCMV (human cytomegalovirus) cells with an IC 50 of 1.9 lg/mL.

Xenimanadins A–D, a family of xenicane diterpenoids from the Indonesian soft coral Xenia sp

Tetrahedron, 2008

Four novel xenicane diterpenoids, xenimanadins AeD (1e4), characterized by the unusual 2,6-dimethoxytetrahydropyran functionality, have been isolated from the Indonesian soft coral Xenia sp., together with three known xeniolides. The stereostructure of these metabolites has been established through extensive interpretation of NMR data and application of the modified Mosher method. Xenimanadins were tested against tumor cell lines, revealing details about the cytotoxic potential of xenicane diterpenoids.

Horiolide, a Novel Norditerpenoid from Indian Ocean Soft Coral of the Genus Sinularia

Journal of Natural Products, 2002

A novel norditerpenoid, horiolide (1), has been isolated from an Indian Ocean soft coral of the genus Sinularia. The structural elucidation was achieved by a study of its spectral characteristics. This compound is structurally characterized by a new carbon skeleton having one six-membered cyclohexane ring bearing an isopropylene moiety, a carbonyl group, and one seven-membered ring attached to a five-membered lactone moiety.

Scabrolides E−G, Three New Norditerpenoids from the Soft Coral Sinularia scabra

Journal of Natural Products, 2004

Three new norditerpenoids, scabrolides E-G (1-3), and dissectolide A (4) have been isolated from the organic extract of a Taiwanese soft coral Sinularia scabra. The structures of 1-3 were determined on the basis of extensive spectroscopic analyses and by comparison of their spectral data with those of the known related metabolites. Metabolite 1 was found to exhibit significant cytotoxicity against the growth of Hepa59T/VGH and KB cell lines.

Flexibilins A–C, New Cembrane-Type Diterpenoids from the Formosan Soft Coral, Sinularia flexibilis

Marine Drugs, 2013

Three new cembrane-type diterpenoids, flexibilins A-C (1-3), along with a known cembrane, (−)-sandensolide (4), were isolated from the soft coral, Sinularia flexibilis. The structures of cembranes 1-4 were elucidated by spectroscopic methods. The structure of 4, including its absolute stereochemistry, was further confirmed by single-crystal X-ray diffraction analysis. Cembrane 2 displayed a moderate inhibitory effect on the release of elastase by human neutrophils.

Novel Norhumulene and Xeniaphyllane-Derived Terpenoids from a Formosan Soft Coral Sinularia gibberosa

Chemical and Pharmaceutical Bulletin, 2009

A novel skeletal norhumulene (1) and six xeniaphyllane-derived compounds, including norditerpenoids (2, 3) and diterpenoids (4-7), were isolated from the EtOAc extract of the Formosan soft coral Sinularia gibberosa. Their structures were elucidated by spectroscopic analysis. In vitro cytotoxic evaluation of the above metabolites revealed that 2 and 4 showed weak cytotoxicity toward a few cancer cell lines.