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Studies On Terpenoids Constituents Of The True Mangrove Plant Ceriops Tagal

Posted on:2020-10-18Degree:MasterType:Thesis
Country:ChinaCandidate:Y N WangFull Text:PDF
GTID:2404330620952447Subject:Medicinal chemistry
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Ceriops tagal belongs to the genus Ceriops of the Rhizophoraceae family.The genus grows in the intertidal zones of hypoxia,high salt and frequent tidal.Therefore,it has different metabolic pathways from terrestrial plants and can produce many secondary metabolites with novel structures and good biological activity.The Ceriops tagal has a medicinal history in the folk.In China,the leaf soup can treat malaria,the bark chopped external application can stop bleeding,and the seed oil can be used to cure frostbite,and can also be used to treat chronic diarrhea,malignant ulcer and other diseases.Studies have shown that terpenoids are characteristic secondary metabolites of the Ceriops tagal,and most of them have a wide range of biological activities.In addition,Hainan Ceriops tagal is an important plant source of natural dolabrane type diterpenoids,and its research value is significant.The main research purpose of this thesis is to further find the substances with novel structure and excellent activity in the Ceriops tagal,and provide a scientific basis for further study of its biological activity and exploring the relationship between pharmacodynamics.Thirty-three compounds,including twenty-two terpenoids were isolated from the ethyl acetate fraction of Ceriops tagal.Compounds were isolated and purified by various colu mn chromatography,recrystallization and HPLC,and their structures were identified by s pectral data analysis and physicochemical characteristics.All the compounds were identifi ed as tagalphenylpropinoidin C(1),tagalene L(2),tagalene M(3),tagalene J(4),tagale ne I(5),tagalsin S(6),tagalsin R(7),tagalon D(8),ent-5?,3,15-dioxodolabr-1,4(18)-die ne-2,16-diol(9),tagalsin V(10),ent-16-nor-3-oxo-dolabr-1,4(18)-diene-2-ol-15-oic acid(11),ent-5?,2,15-dioxodolabr-3-ene-3,16-diol(12),tagalsin Q(13),ent-16-nor-5?,2-oxodolabr-3-ene-3-ol-15-oic acid(14),tagalene J(15),tagalsine X(16),ent-2-seco-3-nor-5?,4,15-dio xo-16-hydroxydolabran-2-oic acid(17),tagalon A(18),dehydroabietie acid(19),lupeol(20),?-amyrin(21),a-amyrin(22),3?-hydroxy-11-oxo-ursan-12-ene(23),tagalphenylpropino idin A(24),4-hydroxy-3-methoxycinnamaldehyde(25),2,3-dimethoxy-5-(1-propenyl)phenol(26),methyl syringate(27),syringaldehyde(28),3-methoxy-5-hydroxystilbene(29),n-hex adecane acid(30),dibutyl phthalate(31),dibutyl terephthalate(32),a mixture of stigmast erol and ?-sitosterol 1:1(33).Among them,16 compounds belong to dolabrane diterpeno ids,compounds 2-3 were new diterpenoids,and compounds 17,20-23 and 26-30 were o btained from C.tagal for the first time.Anti-tumor activity of all terpenoids against A2058 and HCT-116 cancer cell lines were also evaluated.Compound 9 exhibited moderate anti-tumor activity against A2058 and HCT-116 cell lines with IC50 values of 4.007 and 4.994 ?M,respectively.Compound 11 also exhibited moderate anti-tumor activity against A2058 and HCT-116 cell lines with IC50 values of 5.823 and 9.790 ?M,respectively.
Keywords/Search Tags:Rhizophoraceae, Ceriops tagal, ethyl acetate fraction, terpenoids, anti-tumor activity
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