Font Size: a A A

Chemical Constituents And Their Anti-inflammatory Activities From Corispermum Mongolicum And Sedum Sarmentosum

Posted on:2020-11-19Degree:DoctorType:Dissertation
Country:ChinaCandidate:Y ZhouFull Text:PDF
GTID:1364330572977866Subject:Medicinal chemistry
Abstract/Summary:PDF Full Text Request
The chemical constituents from a psammophyte Corispermum mongolicum Iljin and a traditional medical plant Sedum sarmentosum Bunge,as well as their anti-inflammatory activities were investigated in this study.C.mongolicum is a typical sandy shrub,which is an annual herb belongs to the Chenopodiaceae family.C.mongolicum is also widely distributed in Chinese deserts.It is mainly used as windbreaks alone with high feeding value.However,there is no report describing the pharmacological activity of the extracts and/or pure compounds from this plant.To investigate its active components from this plant,various column chromatography methods were used in this study to separate and purify compounds from ethanol extract of C.mongolicum.Thirty-eight compounds(1-38)were isolated and identified on the basis of spectral data and by comparisons of spectroscopic data with reported values in the literatures,including one new aryldihydronaphthalene-type lignin,3f?3a:6f?2a-[(3R,4R)-4',6-dihydroxy-3',5,7-trimethoxy-4,10-cycloligna-1-en-2a,3-dicarbonyl]-6g-(p-counrmaroyl)sucrose(1),two new megastigmanes,(-)-(3R)-hydroxysulfonyloxy-?-ionone(13),(3S,6S,9R)-3,9,13-trihydroxymegastigman-4-ene-3-O-?-D-glucopyranoside(14),other compounds,trigonotin C(2),acanthoside B(3),(-)-pinoresinol-4-O-?-D-glucopyranoside(4),methyl rosmarinate(5),(R)-(+)-oresbiusin B(6),lariciresinol-4'-O-?-D-glucopyranoside(7),lariciresinol-4-O-?-D-glucopyranoside(8),isolariciresinol-4-O-?-D-glucopyranoside(9),a mixture of(7S,8R)-dehydrodiconiferyl alcohol-4-O-?-D-glucopyranoside(10)and sargentodoside D(12),(7S,8R)-dehydrodiconiferyl alcohol-9'-O-?-D-glucopyranoside(11),byzantionoside B(15),icariside B2(16),3a-hydroxysulfonyloxy-5?,6?-epoxy-7-megastigmen-9-one(17),(-)-(R)-dehydrovomifoliol(18),6'-O-palmitoylsitosterol-3-O-?-D-glucoside(19),daucosterol(20),?-sitosterol(21),blazein(22),(3?,4?)-3-hydroxy-24-methylene-9,19-cyclolanostan-28-oic acid(23),stigmasta-3,6-dione(24),stigmasta-4-ene-3,6-dione(25),stigmasta-4,22-diene-3,6-dione(26),astragalin(27),hirsutrin(28),indole-3-carboxaldehyde(29),(+)-(S)-oresbiusin A(30),benzyl-O-?-D-glucopyranoside(31).2-phenylethyl-O-?-D-glucopyranoside(32),(Z)-3-hexenyl ?-D-glucopyranoside(33).a-amyrin(34),cassipourol(35),1-O-?-D-glucopyranosyl-(2S,3S,4R,8E/Z)-2-[(2'R)-2'-hydroxypalmitoylamino]-8-octa decene-1,3,4-triol(36),soya-cerebroside I(37),panaxcerol C(38).Among of them,compounds 2,4-12,15,18,19,22-26,29,30,32-35 and 37 were reported from the family Chenopodiaceae for the first time.S.sarmentosum,one kind of medicinal plant belonging to the Sedum genus(Crassulaceae),is a perennial herb widely distributed on the mountain slopes in China,such as Changbai Mountain Area.Pharmaceutical granules of this plant have been used in the treatment of hepatitis for nearly 40 years.S.sarmentosum exhibits improving immunity status,hepatoprotective,anti-cancer,antibiosis and anti-inflammation properties.Anti-inflammation activity of S.sarmentosum extract have been reported in several papers,however,there still have no reports describing the pharmacological activity of the pure compounds from this plant.To find out the anti-inflammatory constituents and rational use of S.sarmentosum,,the ethyl acetate and n-butanol fractions were isolated and purified using various column chromatographies respectively,33 compounds(39-71)were identified by spectral method,as well as compared with references data,one new flavonol glycoside:limocitrin-3-O-?-L-arabinopyranoside(39),others namely as:limocitrin-3-O-?-D-glucopyranoside(40),myrsinionoside A(41),sarmentol A(42),(3S,5R,6S,9R)-megastigmane-3.9-diol(43),samentol C(44),neosarmentol ?(45),vomifoliol(46),sarmentol D(47),(+)-(S)-dehydrovomifoliol(48),actinidioionoside(49),(3S,5R,6R,7E,9S)-3,5,6,9-tetrahydroxymegastigman-7-ene(50),sedumoside I(51),myrsinionoside D(52),sedumosides E2(53),sedumosides E1(54),a mixture of sedumosides A2(55)and sedumosides A3(56),(+)-pinoresinol(57),(+)-pinoresinol di-O-?-D-glucopyranoside(58),(+)-epipinoresinol(59),(+)-isolariciresinol(60),burselignan(61),?-amyrone(62),?-amyrin(63),3-epi-?-amyrin(64),(3?,4?,5?)-4,14-dimethyl-cholest-9(11)-en-3-ol(65),20-hydroxyecdysone(66),stigmast-5-ene-7?-methoxy-3?-ol(67),methyl-p-hydroxycinnamate(68),homovanillyl alcohol(69),2-methoxy-4-(2-propenyl)phenyl ?-D-gIucopyranoside(70),octa-l-en-3-yl ?-L-arabinopyranosyl(1?6)-?-D-glucopyranoside(71).Among them,compounds 46,48-50,58-59,61,65 and 67-68 were reported from the family Crassulaceae for the first time.The anti-inflammatory effects of all the isolated compounds(1-71)were further screened for their cell viability using MTT method,anti-inflammatory activities using the Griess assay and ELISA assay system to examine the secretion of pro-inflammatory markers(NO,TNF-? and IL-6)by LPS-stimulated RAW 264.7 cells,respectively.Compounds 5,6,14,27,28 and 41-50 significantly inhibited the levels of NO,TNF-? and IL-6 in LPS-stimulated RAW264.7 cells from 10-100 ?M with IC50 values of 34.37-96.21 ?M.
Keywords/Search Tags:Corispermum mongolicum Iljin, Sedum sarmentosum Bunge, chemical constituents, anti-inflammatory activity, TNF-?, IL-6, NO
PDF Full Text Request
Related items