ABSTRACT
OBJECTIVE: To study the chemical constituents and bioactivity of Teurium pilosum. METHOD: Various column chromatographic techniques were used to isolate the constituents. A combination of EI-MS, NMR spectroscopy and X-Ray were applied to identify the structures. The anti-microorganism was accomplished by disk diffusion method, the antioxidant activity was assayed by the DPPH microanalysis models and the inhibitory activity of alpha-glucosidase was screened In vitro. RESULT: Eight compounds were isolated and identified as: glyceryl tristearate (1), 2,5-dioxolanone (2), fernenol (3), stigmasta-5,22-dien-3P-ol (4), 24-nor cholesta-5,22 (E)-dien-3beta-ol (5), ca-spinasterol (6), (3,4-dihydroxyphenyl) acrylate (7), 3,4-dihydroxy phenyl acrylic acid (8). CONCLUSION: All compounds have been isolated from the genus for the first time. Compound 3 [IC50 = (37.63 +/- 3.45) mg +/- L(-1)], 6 [IC50 = (178.92 +/- 4.99) mg x L(-1)] and 8 [IC50 = (44.32 +/- 7.02) mg x L(-1)] are of higher inhibitory alpha-glucosidase activity than that of acarbose [IC50 = (1081.27 +/- 12.3) mg x L(-1)]. Compound7 [IC50 = (4.81 +/- 0.96) mg x L(-1)] and 8 [IC50 = (4.16 +/- 0.11) mg L(-1)] showed higher antioxidant activity than that of BHT [IC50 = (35.64 +/- 0.36) mg x L(-1)] and BHA [IC50 = (8.74 +/- 0.39) mg x L(-1)]. Compound 5-8 exhibited inhibitory activity against Fusarium graminearum. Compound 5 and 8 showed inhibitory activity against Botrytis cinerea.
Subject(s)
Antifungal Agents/chemistry , Enzyme Inhibitors/chemistry , Plant Extracts/chemistry , Teucrium/chemistry , Antifungal Agents/isolation & purification , Antioxidants/chemistry , Enzyme Inhibitors/isolation & purification , Fusarium/drug effects , Glycoside Hydrolase Inhibitors , Plant Extracts/isolation & purification , alpha-Glucosidases/analysisABSTRACT
OBJECTIVE: To Study liposoluble constituents of Teurium labiosum. METHODS: The constituents were isolated and purified by silica gel column and Sephadex LH-20 chromatography. Their structures were elucidated by physicochemical properties and spectral analysis. RESULTS: Six compounds were obtained and identified as stearic acid (I), alpha-spinasterol (II), Methyl phaeophorbide a (III), friedelino (IV), lupeol (V) and stigmasta-5,22-dien-3beta-ol (VI). CONCLUSION: All these compounds are obtained from this plant for the first time.
Subject(s)
Lamiaceae/chemistry , Oleanolic Acid/analogs & derivatives , Plants, Medicinal/chemistry , Stearic Acids/isolation & purification , Stigmasterol/analogs & derivatives , Alcohols/chemistry , Alcohols/isolation & purification , Magnetic Resonance Spectroscopy , Oleanolic Acid/chemistry , Oleanolic Acid/isolation & purification , Pentacyclic Triterpenes , Solvents , Stearic Acids/chemistry , Stigmasterol/chemistry , Stigmasterol/isolation & purification , Triterpenes/chemistry , Triterpenes/isolation & purificationABSTRACT
In the title compound, C(17)H(14)O(6), the benzopyran ring system is essentially planar and forms a dihedral angle of 6.84â (4)° with the other benzene ring. In the crystal structure, centrosymmetrically related mol-ecules are linked into dimers by O-Hâ¯O hydrogen bonds. The crystal packing is controlled by C-Hâ¯π and π-π stacking inter-actions involving the benzopyran and benzene rings, with centroid-centroid distances between 3.645â (2) and 3.986â (2)â Å.