The genus Garcinia is a source of a large variety of organic compounds including biflavonoids, acylphloroglucinols and xanthones mainly, but few data are available about the chemical composition of Cuban species. The aim of this investigation was to identify the main constituents of G. bakeriana Urb., a rare Cuban endemic plant. A new biflavonoid, 4″’-O-methyl-I3,II8-biapigenin (1), together with 9 known compounds, namely, the biflavonoids amentoflavone (2), 4″’-O-methylamentoflavone (3), 4′-O-methylcupressuflavone (4), GB-2a (5), volkensiflavone (6), 6″-(2-hydroxy-3-methyl-3-butenyl)-amentoflavone (7), I3,II8-biapigenin (8), and GB-1a (9), and the xanthone norathyriol (10), were isolated from the leaves of this species. All the structures were elucidated by spectroscopic methods including 1D and 2D NMR experiments, as well as ESIMS analysis. These results showed that the isolated biflavonoids possess a C-C interflavonoid linkage between the apigenin units or its derivatives.
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2.
BalembaO.B., BhattaraiY., Stenkamp-StrahmC, LesakitM.S.B., MaweG.M. (2010) The traditional antidiarrheal remedy, Garcinia buchananii stem bark extract, inhibits propulsive motility and fast synaptic potentials in the guinea pig distal colon. Neurogastroenterology & Motility, 22, 1332–1339.
3.
Pedraza-ChaverryJ., Cárdenas-RodriguezN., Orozco-IbarraM., Pérez-RojasJ. (2008) Medicinal properties of mangosteen (Garcinia mangostana). Food and Chemical Toxicology, 46, 3227–3239.
4.
PrescottA.K.T., KiapranisR., MaciverK.S. (2012) Comparative ethnobotany and in-the-field antibacterial testing of medicinal plants used by the Bulu and inland Kaulong of Papua New Guinea. Journal of Ethnopharmacology, 139, 497–503.
5.
YangH., FigueroaM., ToS., BaggettS., JiangB., BasileM.J., WeinsteinI.B., KennellyE.J. (2010) Benzophenones and biflavonoids from Garcinia livingstonei fruits. Journal of Agricultural and Food Chemistry, 58, 4749–4755.
6.
PereiraI., MarquesM., PavanA., CodonhoB., BarbiériC., BeijoL., DoriguettoA., MartinE., Dos SantosM. (2010) Leishmanicidal activity of benzophenones and extracts from Garcinia brasiliensis Mart. fruits. Phytomedicine, 17, 339–345.
7.
VatcharinR., WanpenN., SouwalakP., NongpornH.T., ManeenoonK. (2006) Phloroglucinols, depsidones and xanthones from the twigs of Garcinia parvifolia. Tetrahedron, 62, 8578–8585.
JiF., LiZ., LiuG., NiuS., ZhaoN., LiuX, and HuaH. (2012) Xanthones with antiproliferative effects on prostate cancer cells from the stem bark of Garcinia xanthochymus. Natural Product Communications, 7, 53–56, [18] Borhidi A. (1980) New names and new species in the Flora of Cuba, II. Acta Botanica Academiae Scientiarum Hungarieae, 26, 257–277.
18.
Cuesta-RubioO., PadronA., VelezC.M., PizzaC., RastrelliL. (2001) Aristophenones A and B. A new tautomeric pair of polyisoprenylated benzophenones from Garcinia aristata. Journal of Natural Products, 64, 973–975.
19.
ColovicM., CacciaS. (2008) Liquid chromatography–tandem mass spectrometry of I3,II8-biapigenin, the major biflavone in Hypericum perforatum extracts. Journal of Chromatography B, 863, 74–79.
20.
OhmotoT., YoshidaO. (1983) Constituents of pollen XI. Constituents of Cryptomeria japonica D. Don. Chemical & Pharmaceutical Bulletin, 31, 919–924.
21.
KaikaboA.A., SamuelB.B., EloffJ.N. (2009) Isolation and activity of two antibacterial biflavonoids from leaf extracts of Garcinia livingstonei (Clusiaceae). Natural Product Communications, 4, 1363–1366.
