Two New Glycosides from the Soft Coral Sinularia firma

Kumar, Rajesh; Lakshmi, Vijai

doi:10.1248/cpb.54.1650

Cited by 13 publications

(2 citation statements)

References 18 publications

(15 reference statements)

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“…494 Long chain alkyl glycosides firmacosides A 505 and B 506 were isolated from a collection of Sinularia firma (Ramnathpuram, India). 495 The first synthesis of the polar pyrazine alkaloid clavulazine, isolated from Clavularia viridis, 496 has been reported. 497 The search for new inhibitors of indoleamine-2,3-dioxygenase has led to the isolation of a number of known metabolites in addition to the new natural products annulin C 507, 2-hydroxygarveatin E 508, garveatin E 509 and garvin C 510 from the hydroid Garveia annulata (Barkley Sound, British Columbia).…”

Section: (+)-Cyanthiwiginmentioning

confidence: 99%

Marine natural products

et al. 2008

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This review covers the literature published in 2006 for marine natural products, with 758 citations (534 for the period January to December 2006) referring to compounds isolated from marine microorganisms and phytoplankton, green algae, brown algae, red algae, sponges, cnidaria, bryozoans, molluscs, tunicates and echinoderms. The emphasis is on new compounds (779 for 2006), together with their relevant biological activities, source organisms and country of origin. Biosynthetic studies, first syntheses, and syntheses that lead to the revision of structures or stereochemistries, have been included.

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Section: (+)-Cyanthiwiginmentioning

confidence: 99%

Marine natural products

et al. 2008

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“…There have been many reports documenting the diversity of secondary metabolites produced by soft corals from the genus Sinularia , including sesquiterpenes [1,2], diterpenes [3,4,5,6,7], cembranoids [8,9,10,11], polyhydroxylated steroids [12], glycosides [13], sphingosines [14], farnesyl quinols [15,16], and polyamines [17]. These metabolites have been shown to possess a range of biological activities including antimicrobial [5], antiviral [4], anti-inflammatory [4,11], cytotoxic [8,9,10,17], anticancer [3,18], antifouling [19], antifeedant [20], and allelopathic [21,22] activities.…”

Section: Introductionmentioning

confidence: 99%

A Great Barrier Reef Sinularia sp. Yields Two New Cytotoxic Diterpenes

et al. 2012

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The methanol extract of a Sinularia sp., collected from Bowden Reef, Queensland, Australia, yielded ten natural products. These included the new nitrogenous diterpene (4R*,5R*,9S*,10R*,11Z)-4-methoxy-9-((dimethylamino)-methyl)-12,15-epoxy-11(13)-en-decahydronaphthalen-16-ol (1), and the new lobane, (1R*,2R*,4S*,15E)-loba-8,10,13(14),15(16)-tetraen-17,18-diol-17-acetate (2). Also isolated were two known cembranes, sarcophytol-B and (1E,3E,7E)-11,12-epoxycembratrien-15-ol, and six known lobanes, loba-8,10,13(15)-triene-16,17,18-triol, 14,18-epoxyloba-8,10,13(15)-trien-17-ol, lobatrientriol, lobatrienolide, 14,17-epoxyloba-8,10,13(15)-trien-18-ol-18-acetate and (17R)-loba-8,10,13(15)-trien-17,18-diol. Structures of the new compounds were elucidated through interpretation of spectra obtained after extensive NMR and MS investigations and comparison with literature values. The tumour cell growth inhibition potential of 1 and 2 along with loba-8,10,13(15)-triene-16,17,18-triol, 14,17-epoxyloba-8,10,13(15)-trien-18-ol-18-acetate, lobatrienolide, (1E,3E,7E)-11,12-epoxycembratrien-15-ol and sarcophytol-B were assessed against three human tumour cell lines (SF-268, MCF-7 and H460). The lobanes and cembranes tested demonstrated 50% growth inhibition in the range 6.8–18.5 µM, with no selectivity, whilst 1 was less active (GI50 70–175 µM).

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Cnidaria and Ctenophora–1

Kornprobst

2014

Encyclopedia of Marine Natural Products

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The article contains sections titled: General Introduction Simplified Classification of Cnidaria Hermatypic and Ahermatypic Corals: Coral Bleaching General Information on Metabolites of Cnidaria Membrane Constituents and Secondary Metabolites of Octocorallia (Anthozoa) Prostaglandins and Prostanoids Phospholipid Fatty Acids, Glycolipids, and Other Lipidic Derivatives General Remarks on the Sterols of Octocorallia Gorgosterol and Other Cyclopropane‐Containing Sterols 19‐Oxygenated‐ and 19‐ nor ‐Steroids Polyoxygenated Steroids Sterones and Chlorinated Sterones Sulfur‐Containing Steroids Cyclized Side‐Chain Sterols Secosterols Sterosides, Pregnane, and nor ‐Pregnane Derivatives Sesquiterpenic Hydrocarbons Halogen‐, Nitrogen‐, and Sulfur‐Containing Sesquiterpenes Sesquiterpenes with Original Carbon Skeletons Examples of Sesquiterpenes with a Classical Carbon Skeleton General Account of Diterpenes Linear and Monocyclic Diterpenes General Information on Bicyclic Diterpenes Chlorinated Diterpenes Other examples of Briarane Derivatives Nitrogen‐Containing Diterpenes of Cladiellane/Eunicellane: Eleutherobin and Analogs, Labiatamides Other Examples of Cladiellane/Eunicellane Diterpenes Diterpenes of Serrulatane and Other Bicyclic Carbon Skeletons Bicyclic C 5 /C 11 Diterpenes Bicyclic Diterpenes Containing a Cyclopropane Some Other Examples of Bicyclic Diterpenes General Account of Tricyclic Diterpenes Pseudopterosins, Other Amphilectane Derivatives and Analogs Other Examples of Tricyclic and Tetracyclic Diterpenes Comments on the Origin of Terpenes Non‐Terpenic Nitrogenous Derivatives of Octocorallia Uncommon Sulfur‐Containing Compounds

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Two New Glycosides from the Soft Coral Sinularia firma

Abstract: -1-O-a a-D-arabinopyranosyloxy (1→ →4)-a a-D-arabinopyranosyloxy (1→ →4)-a a-D-arabinopyranoside (1), and firmacoside B was elucidated as docosanyl-1-O-a a-D-arabinopyranosyloxy (1→ →4)-3-O-acetyl-a aarabinopyranosyloxy (1→ →4)-a a-D-arabinopyranoside (2).

Cited by 13 publications

References 18 publications

Marine natural products

Marine natural products

A Great Barrier Reef Sinularia sp. Yields Two New Cytotoxic Diterpenes

Cnidaria and Ctenophora–1

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