Study On The Chemical Components Of Ethyl Acetate Extract From Agarwood Originating From Aquilaria Crassna

Agarwood,the resinous heartwood from Aquilaria or Gyrinops genus in Thymelaeaceae family,is the traditional herbal medicine with the various medical effects,such as relieving pain and relieving asthma.At present,the circulation agarwood on markets are mainly three kinds,Aquilaria sinensis,Aquilaria crassna and Aquilaria malaccensis.However,the studies on the chemical compositions of agarwood are dominated for the former two,and it was rarely reportedabout those of A,crassna.In order to ascertain enrich the chemical compositions of the agarwood originating from A.crassna and find biologically active compounds,as well as it providesgive athe basis for the chemical identification and development and utilizationusing of t for the agarwood resources.This study continues to investigate on chemical compositions and its biological activities of the ethyl acetate extract of A.crassna on the basis of the the research group's previous work of.In this study,the chemical compositions of the agarwood originating from A.crassna were isolated and purified by various column chromatographic techniques.The structures of the compounds were identified through a combined analysis of physicochemical properties and spectroscopic evidence.As result,26 compounds were isolated from the agarwood originating from A.crassn.a and their structures were identified as:2-((2?,8?,8?a?)-8,8a-dimethy 1-1,2,3,4,6,7,8,8a-octahydrona-phthalen-2-yl)-3-hydroxy-2-methoxpropanoic acid(1)?2-[(2?,8?,8a?)-8,8a-dimethyl-1,2,3,4,6,7,8,8a-octahy-dronaphthalen-2-yl]propane-1,2-diol(2),(1?,3?,4a?,5?,8a?)-4a,5-dimethyl-3-(prop-l-en-2-yl)octahydronaphtha-lene-1,8a(1H)-diol(3)?eremophila-9-en-8?,11-diol(4)?eudesma-4-en-8,11-diol(5)?eudesma-4-en-11,15-diol(6)?methy 1-15-oxo-eudesmane-4,11(13)-dien-12-oate(7)?8-(hydroxy 1-methyl)-1-isopropyl-4-methylspiro[4.5]dec-8-en-7-ol(8)?1-(2-hydroxypropan)-4,8-dimethyl-spiro[4.5]dec,8-en-7-ol(9)?4-isopropyl-1,6-dimethyl-1,2,3,4,4a,7,8,8a-octahydron-aphthalene-1 2-diol(10)?methyl 2-(8,8a-dimethyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl)-2,3-di-hydroxypropanoate(11)?5-hydroxy-2-phenethyl-6-(((6?,7?,8?)-5,6,7-trihydroxy-2-(4-methoxyphenethyl)-4-oxo-5,6,7,8-tetrahydro-4H-chromen-8-yl)oxy)-4H-chromen-one(12)?7-methoxy-2-phenethyl-6-(((5?,6?,7?,8?)-6,7,8-trihydroxy-4-oxo-5,6,7,8-tetrahydro-4H-chromen-5-yl)oxy)-4H-chromen-one(13)?2-(4-methoxyphenethyl)-6-(((5?,6?,7a,8?)-6,7,8-trihydroxy-4-oxo-5,6,7,8-tetrahydro-4H-chromen-5-yl)oxy)-4H-chromen-one(14)?2-(4-methoxyphenethyl)-6-(((5?,6?,7?,8?)-6,7,8-trihydroxy-4-oxo-5,6,7,8-tetrahydro-4H-chromen-5-yl)oxy)-4H-chromen-one(15)?2-(4-methoxyphenethyl)-6-(((5a,6a,7?,8?)-6,7,8-trihydroxy-2-(4-methoxyphenethyl)-4-oxo-5,6,7,8-tetrahydro-4H-chromen-5-yl)oxy)-4H-chromen-one(16)?2-(4-methoxyphenethyl)-6-(((5?,6?,7?,8??)-5,6,7-trihydroxy-2-(4-methoxyphenethyl)-4-oxo-5,6,7,8-tetrahydro-4H-chromen-8-yl)oxy)-4H-chromen-one(17)?2-phenethyl-6-(((5a,6?,7?,8?)-6,7,8-4-oxo-2-phenethyl-5,6,7,8-tetrahydro-4H-chromen-5-yl)oxy)-4H-chromen-one(18)?2-phenethyl-6-(((5?,6?,7?,8?)-5,6,7-4-oxo-2-phenethyl-5,6,7,8-tetrahydro-4H-chromen-8-yl)oxy)-4Hchromen-one(19)?(5?,6?,7?,8?)-9,15-dihydroxy-6-methoxy-2,11-bis(4-methoxyphenethyl)-9,14-dihydro-4H,8H,13H-8,14-methanopyrano[3',2':5,6]oxocino[2,3-h]chromen-4,13-dione(20)?(5?,6?,7?,8?)-12,16-dihydroxy-2,9-bis(4-methoxyphenethyl)-12,13-dihydro-4H-7,13-methanopyrano[3',2':7,8][1,4]dioxonino[2,3-g]chromen-4,11(7H)-dione(21)?(5a,6a,7a,8a)-15,16-dihydroxy-9-bis(4-methoxyphenethyl)-2-phenethyl-dihydro-4H,5H,11H-5,14-methanopyrano[3',2':6,7][1,4]dioxonino[2,3-g]chromen-4,]1-dione(22)?(5?,6?,7?,8?)-15,16-dihydroxy-2,10-bis(4-methoxyphenethyl)-14,15-dihydro-4H,5H,8H-5,14-methanopyrano[3',2':7,8][1,4]dioxonino[2,3-g]chromen-4,8-dione(23)?2-phenethyl-6-((6,7,8-trihydroxy-4-oxo-2-phenethyl-5,6,7,8-tetrahydro-4H-chromen-5-yl)oxy)-4H-chromen,one(24).8-chloro-6-hydroxy-2-phenethyl-4H-chromen-4-one(25)?8-chloro-6-hydroxy-2-(4-methoxypnenethyl)-4H-chromen-4-one(26).There are 11 sesquiterpenes(1-11),13 chromones polymers(12?24),2 chromones(25?26),17 new compounds(1,8?23)among them.The acetylcholinesterase inhibitory and a-glucosidase inhibitory activities of compounds 1?11 were tested by Ellman and pNPG methods,respectively.The results showed that compounds 1,4,5,8-11 showed certain acetylcholinesterase inhibitory activity(The inhibition rate ranged from 14.7±1.9%to 32.7±1.3%).Compound 11 exhibited a-glucosidase inhibitory activity and IC50 value of 433.4 ?M.