| This dissertation contained the studies on the chemical and biological activities of two plants, Euonymus oblongifolius Loes. et Rehd. and Pogostemon cablin (Blanco.) Benth.E. oblongifolius, a specific plant of China, is widely distributed in the southern parts of China, such as Zhejiang, Fujian, Jiangxi, Hunan, and Guangdong, etc. It is a type of genus Euonymus, Celastraceae family, which is commonly used in traditional medicines for regulating blood circulation, relieving pain, eliminating stagnant blood and treating dysmenorrheal.Previous researches about E. oblongifolius were mainly focused on ecological and plant distribution, but chemical constituents of this plant were seldomly reported. In order to discover active compounds, it is of great significance to investigate its constituents. Preliminary pharmaceutical screening indicated that95%ethanol extracts of the stems of E. oblongifolius displayed potent hepatoprotective activities.To explore the active compounds, systematic phytochemical investigationswere carried out and42compounds were obtained, wherein40compounds were characterized, including11diterpenes,7sesquiterpenes,7triterpenes,13lignans, and2phenolic acids.The compounds characterized by spectroscopicand chemical methods were: Euopentone A (1*), Euonipelic acid A (2*), Euonipelic acid B (3*), Euonipelic acid C (4*), Euonipelic acid D (5*), Euonipelic acid E (6*), Euonipelic acid F (7*), Euonabiolic acid A (8*),1β,6α-diacetoxy-2β,9α-dibenzoyloxy-β-dihydroagarofuran (9*),2,3-seco-22,29-lactone-oleane-12-ene-2,3-dioic acid (10*),(+)-(7R,8R)-4-hydroxy-3,3’,5’-trimethoxy-8’,9’-dinor-8,4’-oxyneoligna-7,9-diol-7’-aldehyde (11*),(-)-(7S,8R)-4-hydroxy-3,3’,5’-trimethoxy-8’,9’-dinor-8,4’-oxyneoligna-7,9-diol-7’-aldehyde(12*),8β-hydroxy-18-nor-4(5),15-isopimaradien-3-one(13),7α-hydroxy-8(14),15-isopimaradien-19-oic acid (14),6,7-dehydrosandarapimaric acid (15),1β,6α-diacetoxy-9a-benzoyloxy-β-dihydroagarofuran (16),1β,2β,6α,12-tetraacetoxy-9a-benzoyloxy-β-dihydroagarofuran (17),1β,6α,15-triacetoxy-9a-benzoyloxy-β-dihydroagarofuran (18),1β,2β,6α-triacetoxy-9α-benzoyloxy-β-dihydroagarofuran (19),1β,6α,12-triacetoxy-2β,9α-dibenzoyloxy-β-dihydroagarofuran (20),1β-acetoxy-6α-hydroxy-9a-benzoyloxy-β-dihydroagarofuran (21),2α,3α-dihydroxy-olean-12-en-28-oic acid (22),3-epi-betulin (23),3β,24-lup-diol (24), lup-20(29)-en-3β30-diol (25), lup-20(29)-en-3α,30-diol (26), lup-20(29)-en-3a,30-diol (27),5-demethyl pinoresinol (28), pinoresinol (29), syringaresinol (30),4,7, 9-trihydroxy-3,3’-dimethoxy-8-O-4’-neoligna-7’-ene-9’-aldehyde (31),(+)-(7S,8R, TE)-4,7,9,9’-tetrahydroxy-3,3’,5’-trimethoxy-8-O-4’-neoligna-7’-ene(32),1-(4-hydroxy-3-methoxyphenyl)-2-(4-formyl-2-methoxyphenoxy)-propane-1,3-diol (33),(-)-(7R,7’R,7"S,8S,8’S,8"S)-4’,4"-dihydroxy-3,3’,3",5,5’-pentamethoxy-7,9’:7’,9-diepoxy-4,8"-oxy-8,8’-sesquineolignan-7",9"-diol (34),(-)-(7R,7’R,7"S,8S,8’S,8"S)-4’4"-dihydroxy-3,3’,3",5-tetramethoxy-7,9’:7’,9-diepoxy-4,8"-oxy-8,8’-sesquineolignan-7",9"-diol (35),7-O-ethylguaiacylglycerol (36),2-(3’,5’-dimethoxy-4’-hydroxyphenyl)-3,7-dioxabicyclo[3,3,O]octan-6-one(37),threo-3-(4-hydroxy-3,5-dimethoxyphenyl)-3-etho xypropane-1,2-diol (38),4-ethyl-benzoglycols (39),4-hydroxy-3-methoxypropiophenone (40).1*-12*were newcompounds.In in vitro screenings of pure compounds, the new compounds2*,6*, and7*exhibited sound activities against neurophlegmon. Under concentration of10-5M, the inhibition rate reached59.0%,62.0%, and71.8%. New compound3*remarkably inhibited A549cell line growth, with IC50value of2.57×10-6mol/L.Pogostemon cablin (Blanco.) Benth., is a member of genus Pogostemon, Lamiaceae family. P. cablinis a traditional Chinese medicine for its therapeutic function for heat and dampness elimination, nerves smoothness and fatigue alleviation. It was also used as a component of some proprietary Chinese medicines against indigestion, headache, and fever. The in vitro screening toward70%extract of the stems of P. cablin exhibited that it displayed remarkable hepatoprotective and blood sugar decreasing functions. In order to discover the functional substances, we studied the chemical constituents of the extract systematically.50compounds were isolated and43were elucidated. There were5sesquiterpenes,10phenethanol glycosides,6lignans (glycosides),5flavones,3monoterpenes,8phenolic molecules,1alkanoid,5triterpenes (steroids), and1fatty acid. All the compounds were characterized as:Patchoulone A (1*), Patchoulone B (2*), Patchoulone C (3*), Patchoulone D (4*), isocrenatoside (5), isoacteoside (6), acteoside (7),3"’-O-methylcrenatoside (8), verbascoside (9), leucosceptoside A(10), cistanoside D(11), β-Oxoacteoside (12), decaffeoyl isocrenatoside(13), decaffeoyl acteoside(14), tortoside F(15),3,3’,5,5’-dimethoxy-7,9’,7’,9-diepoxylignane-4-O-glycoside(16),(7R,8S)-4,7,9-trihydroxy-3,3’-dimethoxy-8,4’-oxyneoligna-7’-ene-9’-aldehyde(17), busaliol(18),(7’S,8R,8’R)-4,4’,7’-trihydroxy-3,3’-dimethoxy-9,9’-epoxy lignan (19), threo-8S-7-methoxysyringylglycerol (20),4-hydroxy-10-epirotundone (21),5,4’-dihydroxy-7,3’-dimethoxy flavone (22), ombuin (23),5,4’-dihydroxy-3,7,3’-trimethoxy flavone (24), 5-hydroxy-3,7,3’,4’-tetramethoxy flavone (25),(2R)-5,7-dihydroxy-3’,4’-dimethoxy flavonone (26),(6S)-dehydrovomifoliol (27), vomifoliol (28),(-)-loliolide (29),4-methyl-6-alkyl-3-hydroxy-2-pyrone (30),4-methyl-6-(3-methylbutyl)pyrone (31),4-methyl-6-(1-methylpropyl) pyrone (32),(+)-R-de-O-methylasiodiplodin (33),(E)-ferulaldehyde (34),3,4-dihydroxy benzaldehyde (35),p-hydroxybenzoic acid (36),4-ethyl-2,6-dimethoxy benzaldehyde (37), cytochalasin H (38),3β-hydroxystigmast-5,22-diene-7-one (39),3β-hydroxystigmast-5-ene-7-one (40), stigmast-4-ene-6α-ol-3-one (41),stigmast-4,22-diene-6a-hydroxy-3-one(42),3β,23,29-trihydroxyolean-12-en-28-oic acid (43).1*-4*were new.In in vitro bioassays, the extract and some compounds exhibited significant aldose reductase inhibiting function. Thealdose reductase inhibition rate of EtOAc and BuOH parts were90.7%and87.9%, respectively. The inhibition rates of compounds7,9,10,12were100%,90.7%,98.9%, and92.7%, respectively, while the IC50values were0.99×10-7mol/L,3.68×10-7mol/L,7.42×10-7mol/L, and8.69×10-7mol/L, respectively. Compounds13,23,26,28,31,34,39-42exhibited sound activities in the hepatoprotective bioassay. The results of the in vitro anti-influnenza trial disclosed that1*,3*,25,40showed inhibition funcitions against the infected cells. |
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