| Agarwood(Chen-Xiang in Chinese),is the resinous heartwood of the plants from Aquilaria or Gyrinops that belongs to the family of Thymelaeaceae.The high quality agarwood "Lv Qi-Nan" and agarwood of Gyrinops salicifolia Ridl originated from Aquilaria and Gyrinops,respectively.To choose these two samples for two aspects:On one hand,"Qi-Nan" as the most precious kind of agarwood were hardly to obtain,and previously studies only have reported on its chemical composition of medium-small polarity.Further research on high polarity chemical composition of "Lv Qi-Nan" was to discovery new compounds and provide theoretical basis for the identification of agarwoods.On the other hand,with the wild resources of agarwood have become less and less,it is a problem how to find out more resource trees to get agarwood for using in medicine.Our study on the chemical components and bioactivities of agarwood from Gyrinops salicifolia to search for leading compounds with the medicinal prospects and provide foundation for the development of agarwood originated from Gyrinops salicifolia.Compounds 1-4 were isolated from the high polar of ethanol extract of 'Lv Qi-Nan'by column chromatography,and their structures were indentified by physicochemical properties and spectral data(UV,IR,MS,ID and 2D-N-MR)as qinanmers(1),2-[2-(3-methoxyphenyl)ethyl]chromone-4'-O-?-D-glycoside(2),(5S,6R,7R,8S)-5,6,7,8-tetrahydroxy-2-phenethyl-5,6,7,8-tetrahydro-4H-chromen-4-one(3),and syringaresinol-glycoside(4).Among them,compound 1 was novel trimer,compound 2 was new 2-(2-phenylethyl)chromone glycoside,and this type of compound was isolated from agarwood for the first time.Compounds 5-36 were isolated from the ethanol extract of agarwood originated from Gyrinops salicifolia and their structures were indentified as 6,7-dihydroxy-2-(2-phenyl ethyl)chromone(5),6-hydroxy-7-methoxy-2-[2-(4-methoxy-phenyl)ethyl]chromone(6),5,8-dihydroxy-2-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-chromone(7),5-hydroxy-2-[2-(4-methoxyphenyl)enthyl]chromone(8),2-(2-phenylethyl)chromone(9),5,8-dihydroxy-2-(2-phenylethyl)chromone(10),5,8-dihydroxy-2-[2-(4-methoxyphenyl)ethyl]chromone(11),6,8-dihydroxy-2-(2-phenylethyl)chromone(12),6-hydroxy-7-methoxy-2-[2-(4-hydroxyphenyl)ethyl]chromone(13),7-hydroxy-6-methoxy-2-[2-(3-hydroxy-4-methoxy phenyl)ethyl]chromone(14),6-hydroxy-7-methoxy-2-[2-(3-hydroxy-4-methoxyphenyl)ethyl]chromone(15),6-hydroxy-2-[2-(3-methoxy-4-hydroxyphenyl)ethyl]chromone(16),6,7-dihydroxy-2-[2-(4-methoxyphenyl)ethyl]chromone(17),6-hydroxy-2-(2-phenylethyl)chromone(18),6-hydroxy-2-[2-(4-hydroxy-phenyl)ethyl]chromone(19),6,8-dihydroxy-2-[2-(4-methoxyphenyl)ethyl]chromone(20),6-hydroxy-2-[2-(4-methoxyphenyl)ethyl]chromone(21),6-methoxy-2-[2-(3-methoxy-4-hydroxyphenyl)ethyl]chromone(22),(5R,6R,7S,8R)-5,6,7,8-tetrahydroxy-2-phenethyl-5,6,7,8-tetrahydro-4H-chromen-4-one(23),4?,7?-H-eremophil-9(10)-ene-12,13-diol(24),4?,7?,8?-H-eremophil-9(10)-ene-8,12-epoxy-11?,13-diol(25),4?,7?-H-11,13-dihydroxy-eremophil-1(10)-ene-11-methyl ester(26),4?,7?-H-eremophil-1(2),9(10)-dien-11,12,13-triol(27),4?,7?-H-eremophil-9(10)-ene-11,12,13-triol(28),4?,5??7?,8?-H-3?-hydroxy-1(10)-ene-8,12-epoxy-guaia-12-one(29),eremophil-9(10)-ene-11,12-diol(30),(+)-nootkatol(31),12,15-dioxo-a-selinen(32),guaianolide(33),(+)-Gweicurculactone(34),2-oxoguaia-1(10),3,5,7(11),8-pentaen-12,8-olide(35),and(+)-syringaresinol(36).Among them,compounds 5-8 were new 2-(2-phenylethyl)chromone derivatives,and compounds 24-29 were new sesquiterpenes.All the compounds were isolated from this genus for the first time.The cytotoxicity of compounds 1-36 were evaluated in vitro by using the MTT method.The results indicated that compounds 5,7,9,12,17,and 29 showed moderate cytotoxicity,Compounds 13?19?24 and 31 showed weak cytotoxicity against K562,BEL-7402,SGC-7901.The acetylcholinesterase(AChE)inhibitory activity of compounds 1-36 were tested by Ellman's method.The results indicated that 13 compounds including 10-12,17,22,26,27,29,and 31-35 exhibited AChE inhibitory activity. |
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