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G. C. L. Ee,C. K. Lim,A. Rahmat 한국생약학회 2005 Natural Product Sciences Vol.11 No.4
Extensive chemical studies on the stem bark extracts of two Guttifereous plants namely Mesuadaphnifolia and Garcinia nitida have led to the isolation of eight xanthones. Mesua daphnifolia gavecudraxanthone G (1), ananixanthone (2), 1,3,5-trihydroxy-4-methoxyxanthone (3) and euxanthone (4) whileGarcinia nitida gave inophyllin B (5), 1,3,7-trihydroxy-2,4-bis (3-methylbut-2-enyl)xanthone (6), 3-isomangostin(7) and rubraxanthone (8). All these compounds were asayed against the MDA-MB-231 (human estrogenreceptor negative breast cancer) cells. A structure-activity relationship study showed that structurally, all the 1, 3-oxygenated xanthones which carried unsaturated prenyl side chains (either 3-methylbut-2-enyl or 1,1-dimethyl-2-propenyl) at carbons C-2 and C-4 in the xanthone ring A are essential for the outstanding activities in the asay.
G.C.L. Ee,S.A. Izzaddin,M. Rahmani,M.A. Sukari,H.L. Lee 한국생약학회 2006 Natural Product Sciences Vol.12 No.3
continuing interest on Garcinia and Mesua species has led us to carry out a detail study on thechemistry of the rot bark of Garcinia mangostana (Guttiferae) since this part of the plant has not been investigatedbefore, and the stem bark of Mesua corneri (Guttiferae) an uninvestigated species. This study has yielded sixxanthones, α-mangostin (1), β-mangostin (2), γ-mangostin (3), garcinone-D (4), mangostanol (5) and gartanin (6)from Garcinia mangostana and two xanthones rubraxanthone (7) and inophyllin B (8) from Mesua corneri.Structural elucidations of these compounds were achieved using 1H, 13C NMR and MS data. The crude hexaneand chloroform extracts of the root bark of Garcinia mangostana and the hexane extract of the stem bark ofMesua corneri were found to be active against CEM-SS cell lines with IC50 values less than 30g/ml. Moreover,γ-mangostin gave a very low LC50 g/ml while rubraxanthone gave an LC50 value of 5.0g/mlindicating these two compounds to be potential lead compounds for anti-cancer activity against the CEM-SS cellline. This paper reports the isolation and identification of these compounds as well as bioassay data for the crudeextracts, γ-mangostin and rubraxanthone.Keywordsxanthones, Garcinia mangostana, Mesua corneri, cytotoxic activities, CEM-SS cell lines
A New Pyranoxanthone Inophyllin B from Calophyllum inophyllum
G.C.L. Ee,A.S.M.Kua,Y.L. Cheow,C.K. Lim,V. Jong,M. Rahmani 한국생약학회 2004 Natural Product Sciences Vol.10 No.5
A new prenylated pyranoxanthone, inophyllin B (1), was isolated from the roots of Calophyllum inophyllum (Guttiferae). Together with this compound was also isolated the known pyranoxanthone brasilixanthone B (2) and two common triterpenes friedelin (3) and sitosterol (4). Structural elucidations of these compounds were achieved through 1H, 13C, DEPT, COSY, HSQC and HMBC experiments. The molecular mass was determined using MS techniques. The crude extract indicated weak toxicity to the larvae of Aedes aegypti. We report here the isolation, structural elucidation and bioassay data for Inophyllin B and brasilixanthone B.