Studies On The Chemical Constituents Of Toddalia Asiatica(L.) Lam

This dissertation mainly composed of two chapters:The first chapter reviews the chemical constituents and pharmacological effects of Toddalia asiatica.In the second chapter,the chemical constituents of the leaves and branches of Toddalia asiatica(L.)Lam collected from Maguan County,Wenshan Prefecture,Yunnan Province,were studied to determine whether the non-pharmaceutial parts of the leaves and branches could replace the commonly medicinal used parts of the roots and stems.Toddalia asiatica belong to the Rutaceae family and Toddalia gunes,which is the only plant in this genus.Toddalia asiatica is a traditional folk medicine commonly used in China.Its chemical components include coumarins,alkaloids,phenylpropanoids and other components that shows anti-inflammatory,analgesic,antibacterial,antioxidantive,hemostatic coagulation,antitumor activities and so on.Based on the modern chromatographic and structural identification techniques,a tatol of 59 compounds were isolated and identified from the leaves and branches of Toddalia asiatica,including 3 new compounds and 56 known compounds.Namely:7′′-O-methyltoddalosin(1),14,15-dimethyl-1,6-dodecadiene-3,10-diol(2),10-hydroxy-11-methoxynerolidiol(3),3,11-dihydroxy-3,7,11-trimethyldodeca-1,6,9-triene(4),4(15),5,10(14)-germacratri-en-1-ol(5),voleneol(6),1β,11-dihydroxy-5-eudesmene(7),aromadendrane-4β,10β-diol(8),(3S,5R,6S,7E)-5,6-epoxy-3-hydroxy-7-megastigmen-9-one(9),S-(+)-dehydrovomifoliol(10),pubinernoid A(11),scopoletin(12),5-hydroxy-7-methoxycoumarin(13),citropten(14),leptodactylone(15),5,7,8-trimethoxycoumarin(16),6-(3?-methyl-1?,3?-butadienyl)-5,7-dimethoxycoumarin(17),cis-dehydrocoumurrayin(18),coumurrayin(19),toddalenone(20),artanin(21),panitin G(22),bergapten(23),isopimpinellin(24),seselin(25),braylin(26),7-geranyloxy-6-methoxycoumarin(27),8-(3′,7′-dimethyl-7′-hydroxy-2′E,5′Eoctadienyloxy)-5,7-dimethoxycoumarin(28),8-(3’,7’-dimethyl-7’-hydroxy-2’E,5’Zoctadienyloxy)-5,7-dimethoxycoumarin(29),chelerythrine(30),dictamnine(31),robustine(32),N-(E)-p-coumaroyltyramine/ paprazine(33),6-hydroxy-6-methyl-3,7-octadien-2-one(34),(E)-linalool-1-oic acid(35),5,7-dihydroxyflavanone(36),(2R,3R)-(+)-dihydroquercetin(37),quercetin(38),epicatechin(39),kaempferol3-O-α-D-arabinopyranoside(40),quercetin-3-O-α-L-arabinopyranoside(41),quercetin-3-O-β-D-glucoside(42),5-O-caffeoyl quinic acid butyl ester(43),syringin(44),methyl 2-O-β-D-glucopyranosylbenzoate(45),(+)-syringaresinol(46),(E)-methyl-4-[4-(3-hydroxypropyl)phenoxy]-2-methylbut-2-enoate(47),evofilin C(48),3-[4-(3-methyl-2-butenyloxy)phenyl]-1-propanol(49),6-(2-hydroxyethyl)-2,2-dimethyl-2H-1-benzopyran(50),methyl ferulate(51),methyl 4-hydroxycinnamate(52),3-(4-hydroxyphenyl)propanoic acid methyl ester(53),(4-hydroxyphenyl)acetic acid methyl ester(54),(erythro)-1-(4-hydroxyphenyl)-1-methoxy-2,3-propanediol(55),(threo)-1-(4-hydroxyphenyl)-1-methoxy-2,3-propanediol(56),β-sitosterol(57),stigmasterol(58),daucosterol(59).Compounds 4-13,27,34-37,39-50,53 were isolated from Toddalia asiatica for the first time.According to Toddalia asiatica traditional medication records,we investigate the anti-inflammatory and antibacterial activities of the isolated compounds 1-6,8,12,14,15,17-23,25,27-29,31-33,40,41,43-45,48-50.And the results indicate that compounds 5,17,20,27,28,33,43 showed significantly inhibit the production of NO(inhibition ratios: 35.31%,40.52%,37.88%,26.19%,35.16%,33.65%,24.12%)at a concentration of 50 μM.Compound23 could exhibited against Staphylococcus aureus subsp.Aureus(ATCC29213)at 128μg/m L concentration(inhibition ratio: 45.2%).