Research On The Chemical Constituents Of Peach Blossoms

Urena lobata L.,belonging to the family Malvaceae,which has effects of expelling wind and dampness,clearing heat nad toxic material.It is widely used for treatments of influenza,fever,rheumatism,edema,leucorrhea,gonorrhea,hematemesis,traumatic hemorrhage,etc.In this project,we used silica gel column,SephadexLH-20 column and ODS column to isolate 78 compounds including 16 megastigmane glycosides(1-16)?27 flavonoids(17-43)?13 phenolic glycosides(44-56)?16 lignans(57-72)and 6 others(73-78).Their structures were determined by extensive spectroscopic techniques,such as UV,IR,1H-NMR,13C-NMR,2D-NMR and ECD experiments.There are five new megastigmane glycosides(1-5),a new flavonoid(17),a new phenolic glycoside(44)and five new lignans(57-61)in these chemical constitutions.The new compounds were marked“***”,and their structures as follows:urenaionoside A(1***),urenaionoside B(2***),urenaionoside C(3***),urenaionoside D(4***),urenaionoside E(5***),lauroside B(6),inamoside(7),lauroside C(8),3-oxo-?-ionyl-9-O-?-D-apiofuranosyl-(1?6)-?-D-glucopyranoside(9),guettardionos ide(10),(6S,9S)-roseoside(11),(6S,9R)-6-hydroxy-3-oxo-a-ionol-9-O-?-D-glucopyranosi de(12),(3R,9R)-9-O-?-D-glucopyranosides(13),vomifoliol-9-O-?-D-apiofuranosyl-(1?6)-?-D-glucopyranoside(14),(6S,7E,9?)-6,9,10-trihydroxy-4,7-megastigmadien-3-one10O-?-D-glucopyranoside(15),bridelionoside A(16),urenalobside A(17***),tiliroside(18),kaempferol-3-O-(6"-O-cis-p-coumaroyl)-?-D-glucopyranoside(19),kaempferol-3-O-?-Dglucopyranosyl-(1?2)-?-D-galactopyranoside(20),rutin(21),astragalin(22),baicalin(23),myricetrin(24),isoquercitrin(25),quercetin-3-O-?-D-glucopyranosyl-(1?2)-?-D-gal actopyranoside(26),quercetin-3-O-?-D-glucopyranosyl-(1?2)-?-D-galactopyranoside(27),kaempferol-3-O-?-D-glucopyranosyl-(1?2)-?-D-glucopyranosyl-7-O-?-L-rhamnopyranosi de(28),quercetin-3-O-?-D-apiofuranosyl(1?2)-?-D-glucopyranosyl-7-O-?-L-rhamnopy ranoside(29),kaempferol-4'-O-?-D-apiofuranosyl-3-O-?-D-glucopyranosyl-7-O-?-L-rha mnopyranoside(30),kaempferol-3-O-?-D-apiofuranosyl(1?2)-?-D-glucopyranosyl-7-O-?L-rhamnopyranoside(31),kaempferol-3-O-?-D-glucopyranosyl-7-O-?-L-rhamnopyranosi de(32),quercetin-3-O-?-D-glucopyranosyl-(1?2)-?-D-glucopyranoside(33),kaempferol3-a-L-rhamnopyranosyl(1?6)-O-?-D-glucopyranosyl(1?2)-O-?-D-glucopyranoside(34),kaempfero?3-O-?-D-rhamnopyranosyl(1?6)-O-?-D-glucopyranosyl(1?2)-O-?-D-glucopy ranoside(35),kaempferol3-O-?-D-glucopyranosy?(1?2)-?-D-glucopyranoside(36),Isorhamnetin-3-0-?-D-glucopyranosyl-(1?2)-?-D-glucopyranoside(37),Isorhamnetin-3O-?-D-glucop yranosyl-(1?4)-?-D-glucopyranoside(38),baicalein(39),luteolin(40),apigenin(41),kaempferol(42),quercetin(43),urbenzenoside A(44***),benzy-?-arabinopyranosyl(1?6)-?-D-glucopyranoside(45),phenylethyl-?-L-arabinopyranosy(1?6)-?-D-glucopyranoside(46),2-phenylethy?O-?-L?rhamnopyranosyl-(1?6)-?-D-glu copyranoside(47),eugenyl-O-?-?rhamnopyranosyl-(1?6)-?-D-glucopyranoside(48),2,6-dimethoxy-4-(prop-2-enyl]phenyl-O-?-L?rhamnopyranosyl(1?6)-?-D-glucopyranosid e(49),3,4,5-trimeth oxybenzyl-1-O-?-L?rhamnopyranosyl(1?6)-?-D-glucopyranoside(50),4-O-(glycer-2-yl)-dihydroconiferylalcoho-1'-O-?-D-mannopyranoside(51),benzyl-?-D-xyl opyranosyl-(1?6)-?-D-glucopyranoide(52),3,5-dimethoxy-4-hydroxy-phenylethy?O-?D-glucopyranoside(53),3,4,5-trimethoxybenzene-O-?-D-glucopyranoside(54),phenylethy??-D-xylopyranosy?(?6)-?-D-glucopyranoside(55),kelampayoside A(56),ureneoside A(57***),ureneoside B(58***),ureneoside C(59***),ureneoside D(60***),ureneoside E(61???),rourinoside(62),(7R,8R)-threo-guaiacylglycero?8-O-4'-sinapylether-7-0-?-D-glucopyranoside(63),7S,8R-erythro-4,9,9'trihydroxy-3,3'-dimethoxy-8-O-4'-neo lignan-7-O-?-D-glucopyranoside(64),7S,8R-threo-4,9,9'-trihydroxy-3,3'-dimethoxy-8-O-4'neolignan-7-O-?-D-glucopyranoside(65),(-)-(7R,8S)-4,7,9,3',9'-pentahydroxy-3-methoxy8-4'-oxyneolignan-9'-O-?-D-glucopyranoside(66),(7S,8S)-4,7,9,3',9'-Pentahydroxy-3methoxy?8-4'-oxyneolignan-3'-O-?-D-glucopyranoside(67),7S,7'S,8R,8'R-icariolA2-9-O-?D-glucopyranoside(68),icariol A2-4-0-?-D-glucopyranoside(69),lyoniresino?9-O-?-D-glu copyranoside(70),isolariciresino?4-O-?-D-glucopyranoside(71),cedrusin-4'-O-?-D-glucopy ranoside(72),?epicatechin(73),Adenosine(74),friedelin(75),?tryptophan(76),3,3',4,4'-biphenyltetrol(77),Daucosterol(78).Among them,1 and 2 are megastigmane glycosides having the uncommon structures of penta-cyclic and hexa-cyclic coupling,whose C-8 and C-13 absolute configurations were confirmed by ECD experiments.The anti-inflammatory activities of obtained compounds were evaluated by LPSstimulated RAW264.7 in vitro.phenylethy??-D-xylopyranosy?(?>6)-?-D-glucopyrano side(55)?3,5-dimethoxy-4-hydroxy-phenylethy?O-?-D-glucopyranoside(53)?benzy??-D-xyl opyranosyl-(1?6)-?-D-glucopyranoside(52)and 2-phenylethyl-O-?-L-rhamnopyranosyl(1?6)-?-D-glucopyranoside(47)showed moderate inhibition of nitric oxide production stimulated by LPS in RAW264.7 cells.