Chemical Constituents Of Bark Of Styrax Suberifolius Hook.Et Arn. And Their Antifungal And Insecticidal Activities

Styrax suberifolius Hook.Et Arn.is a tall tree of Styrax Linn.,growing in south of the Yangtze River in China with abundant plant resources.Many species of Styrax have been used as traditional folk medicine worldwide and current research indicated that various monomeric chemicals produced by this genus have insecticidal,antibacterial and anti-inflammatory properties.At an early stage of research,our laboratory had explored the agrochemical activity of S.suberifolius,and the antifungal activity of Et OH crude extract of S.suberifolius was determined.Thus,the present study firstly investigated chemical component of bark of S.suberifolius,and compounds were isolated with a series separation methods such as column chromatography,thin-layer chromatography,and high performance liquid chromatography(HPLC).The activities of isolated monomer compounds were further studied.Results are as follows:1.The first phytochemical investigation of the bark of S.suberifolius Hook.Et Arn.(Styrax Linn.)successfully isolated and identified twenty-seventeen compounds,among them compounds 5,6,8-10,13-24 were firstly recorded in Styrax Linn.On the basis of their spectroscopic data(ESI-MS,NMR,optical rotation value)these compounds were identified as egonol(1),egonol glucoside(2),homoegonol glucoside(3),2-(4-hydroxy-3-methoxyphen-yl)-5-(3-hydroxypropyl)-7-methoxybenzofuran(4),2-(3-hydroxy-4-methoxyphenyl)-7-methoxy-5-benzofuranpropanol(5),(+)-cedrusin(6),(-)-(7R,8S)-dihydrodehydrodiconiferyl alcohol(7),(-)-(7R,8S)-dihydrodehydrodiconiferyl alcohol 4-O-?-D-glucopyranoside(8),(-)-(7S,8R)-dihydrodehydrodiconiferylalcohol 4-O-?-D-glucopyranoside(9),(+)-(7S,8R)-dihy-drodehydrodiconiferyl alcohol(10),(+)-pinoresinol(11),(+)-pinoresinol-O-?-D-glucopyra-noside(12),(+)-(7S,8R)-erythro-4,7,9,9'-tetrahydroxy-3,3'-dimethoxy-8-O-4'-neolignan(13),(-)-symplocosneolignan A(14),(-)-7-O-ethylguaiacylglycerol(15),2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]-1,3-propanediol(16),dihydroconiferyl alcohol(17),4-hydroxy-3-methoxyphenethanol(18),3,5-dihydroxytoluene(19),(+)-Glochiflavanoside A(20),methyl ?-orcinolcarboxylate(21),ethyl ferulate(22),methyl orsellinate(23),ethyl orsellinate(24),(2,3)-2,3-dihydroxyurs-12-en-28-oic acid(25),lupeol(26),stigmasterol(27).They are classified by structure as lignans(1-14),phenylpropanol(15-17),phenolic alcohol(18-19),flavone(20),phenolic ester(21-24),triterpene and sterol(25-27).Lignans especially benzofuran-type(1-10)were the major component of S.suberifolius.2.By detected antifungal activity of isolated monomer compounds,antifungal activities of methyl ?-orcinolcarboxylate(21)and ethyl orsellinate(24)were comfirmed.The inhibition rates of Phomopsis cytospore and Fusarium moniliforme were 76.6% and 61.6% respectively,after 6d under the treatment of methyl ?-orcinolcarboxylate with the concentration of 50 ?g.The inhibition rates of Fusarium oxysporum,Botrytis cinerea and Alternaria solani.were 69.0%,66.2%,48.5%,respectively,after 6d under the treatment of ethyl orsellinate with the concentration of 100 ?g.3.Mixed with beta-cypermethrin at the ration of 1:10,egonol(1)and egonol glucoside(2)were demonstrated insecticide synergistic activities to aphids,after 6 hours of exposure,rations of synergy of egonol and egonol glucoside are 1.359 and 1.693,respectively.