ABSTRACT
Urinary metabolites of scutellarin, the main effective constituent of breviscapine, a cerebrovascular and cardiovascular drug consisting of total flavonoids of Erigeron breviscapus, were investigated in rats. Two major metabolites were isolated from the urine of rats following oral administration of scutellarin and identified as scutellarein 6,7-di- O-beta-D-glucuronide (M1) and scutellarein (M2), respectively, on the basis of chemical and spectroscopic evidence. M1 was reported as a metabolite of scutellarin for the first time.
Subject(s)
Apigenin/pharmacokinetics , Erigeron , Glucuronates/pharmacokinetics , Phytotherapy , Administration, Oral , Animals , Apigenin/administration & dosage , Apigenin/blood , Apigenin/chemistry , Apigenin/urine , Glucuronates/administration & dosage , Glucuronates/blood , Glucuronates/chemistry , Glucuronates/urine , Male , Plant Extracts/administration & dosage , Plant Extracts/blood , Plant Extracts/chemistry , Plant Extracts/pharmacokinetics , Plant Extracts/urine , Rats , Rats, Wistar , Structure-Activity RelationshipABSTRACT
OBJECTIVE: To study the diterpenoids in the 85% ethanol extract of the aerial parts of Andrographis paniculata. METHOD: Fourteen diterpenoids from the 85% EtOH extract were isolated by the silica gel, Sephadex LH-20, ODS column chromatography and HPLC, and their structures were identified by the spectal analyses and chemical evidences. RESULT: The 14 compounds were obtained and identified as neoandrographolide (1), 3, 14-di-deoxyandrographolide (2), andrographolide (3), 14-deoxy-11, 12-didehydroandrographolide (4), 19-hydroxy-8 (17), 13-labdadien-15, 16-olide (5), 14-deoxy-andrographolide (6), 3-oxo-14-deoxy-andrographolide (7), isoandrographolide, (8), bisandrographolide (9, 10, 11), deoxyandrographiside (12), 14-deoxy-11, 12-didehydroandrographiside (13), andrographiside (14), respectively. CONCLUSION: Compound 7 was a new natural product, and compound 5 was obtained for the first time from the Andrographis species.
Subject(s)
Andrographis/chemistry , Diterpenes/isolation & purification , Plants, Medicinal/chemistry , Diterpenes/chemistry , Glucosides/chemistry , Glucosides/isolation & purification , Molecular Structure , Plant Components, Aerial/chemistry , Tetrahydronaphthalenes/chemistry , Tetrahydronaphthalenes/isolation & purificationABSTRACT
OBJECTIVE: To study the flavonoids of the aerial parts of Andrographis paniculata. METHOD: Twelve flavonoids from the 85% EtOH extract were isolated by the silica gel column, Sephadex LH-20 column, ODS column chromatography and HPLC, and their structures were identified by the spectal analyses and chemical evidences. RESULT: The 12 compounds were obtained and identified as 7-O-methylwogonin (1), 7-O-methyldihydrowogonin (2), 5-hydroxy-7, 8, 2', 5'-tetramethoxy-flavone (3), skullcapflavone-2'-methoxylether (4), 5-hydroxy-7, 8, 2', 3'-tetramethoxyflavone (5), 5, 4'-dihydroxy-7, 8, 2', 3'-tetramethoxyflavone (6), dihydroskullcapflavone (7), 5, 7, 8-trimethoxydihydroflavone (8), 5, 2'-dihydroxy-7, 8-dimethoxyflvone (9), andrographidine C (10), 5, 7, 4'-trihydroxyflavone (11), 5, 7, 3', 4'-tetrahydroxyflavone (12). CONCLUSION: Compound 6 is a new naturally occurring product isolated from A. paniculata, and compound 8, 11 and 12 are obtained for the first time from the Andrographis species.
Subject(s)
Andrographis/chemistry , Flavonoids/isolation & purification , Plants, Medicinal/chemistry , Flavonoids/chemistry , Luteolin/chemistry , Luteolin/isolation & purification , Molecular Structure , Plant Components, Aerial/chemistryABSTRACT
Two new furostanol glycosides, 26-O-beta-D-glucopyranosyl-3beta,26-dihydroxy-23(S)-methoxyl-25(R)-furosta-5,20(22)-dien-3-O-alpha-L-rhamnopyranosyl(1 --> 2)-[beta-D-glucopyranosyl(1 --> 3)]-beta-D-glucopyranoside (dioscoreside E, 1) and 26-O-beta-D-glucopyranosyl-3beta,26-dihydroxy-25(R)-furosta-5,20(22)-dien-3-O-alpha-Lrhamnopyranosyl(1 --> 2)-[beta-D-glucopyranosyl (1 --> 3)]-beta-D-glucopyranoside (prtotogracillin, 2), together with 11 known furostanol glycosides were isolated from the rhizomes of Dioscorea futshauensis R. Kunth. Their structures were elucidated on the basis of spectroscopic analysis (NMR and FABMS). Their anti-fungal activity against the plant pathogenic fungus Pyricularia oryzae and cytotoxic activity on K562 cancer cell line were evaluated in vitro.