ABSTRACT
OBJECTIVE: To study the chemical constituents of Pithecellobium clypearia. METHODS: The compounds were isolated from Pithecellobium clypearia with column chromatography. Their structures were characterized on the basis of their physical and chemical preperties, as well as chromatographic and spectroscopic evidences. RESULTS: A pair of isomeric flavans consisting of 7, 3'-O-di-gallyoltricetiflavan (I) and 7,4'-O-di-gallyoltricetiflavan (II), along with a catechin compound (-)-epigallocatechin-7-O-gallate (III) were isolated from the leaves and twigs of Pithecellobium clypearia. CONCLUSION: Compound I is a new flavan. Compound III is isolated from Pithecellobium genus for the first time, and its 13C-NMR data is firstly given in the present study.
Subject(s)
Catechin/analogs & derivatives , Fabaceae/chemistry , Flavonoids/isolation & purification , Plants, Medicinal/chemistry , Antiviral Agents/chemistry , Antiviral Agents/isolation & purification , Catechin/chemistry , Catechin/isolation & purification , Chromatography, High Pressure Liquid , Flavonoids/chemistry , Magnetic Resonance Spectroscopy , Molecular Structure , Plant Leaves/chemistry , Plant Stems/chemistry , StereoisomerismABSTRACT
The chemical constituents of Adina pilulifera, which were traditionlly used in the area of Yao minority in Southern China, were isolated and characterized. Two compounds were obtained from the ethyl acetate fraction of ethanol extract of Adina pilulifera, and one compound was obtained from the n-butanol fraction of ethanol extract of Adina pilulifera. Their structure were characterized by spectroscopic analysis and comparison with published data to be sarracenin (1), 2-methyl-5, 7-dihydroxychromone (2) and morroniside (3). Except compound 2, other two compounds were isolated from this plant for the first time, and they were also obtained from the Adina genus for the first time.
Subject(s)
Chromones/isolation & purification , Glucosides/isolation & purification , Glycosides/isolation & purification , Plants, Medicinal/chemistry , Rubiaceae/chemistry , Acetates , Chromones/chemistry , Ethanol , Glucosides/chemistry , Glycosides/chemistry , Molecular Structure , Spectrophotometry, UltravioletABSTRACT
The chemical constituents of Ardisia chinensis, which traditionally used in the area of Yao minority in Southern China, were analyzed and characterized. Seven compounds were obtained from the ethyl acetate fraction of ethanol extract of Ardisia chinensis. These 7 compounds were characterized by spectroscopic analysis and comparison with published data to be salicylic acid (1), 4-hydroxy-3-methoxy-benzoic acid (2), gallic acid ethyl ester (3), 4-hydroxy-3,5-dimethoxy benzoic acid methyl ester (4), protocatechuic acid (5), gallic acid (6) and catechin (7). All of them were isolated from this plant for the first time, and compound 7 was obtained from this genus for the first time.
Subject(s)
Ardisia/chemistry , Catechin/isolation & purification , Plants, Medicinal/chemistry , Salicylic Acid/isolation & purification , Catechin/chemistry , Ethanol , Gallic Acid/analogs & derivatives , Gallic Acid/isolation & purification , Hydroxybenzoates/chemistry , Hydroxybenzoates/isolation & purification , Salicylic Acid/chemistryABSTRACT
OBJECTIVE: To study the antiviral constituents in the stems and leaves of Pithecellibium clypearia. METHOD: The constituents of P. clypearia were systematically separated with various chromatographic techniques in combination with antiviral activity monitoring. Their structures were elucidated by physical and chemical properties and spectral data. RESULT: Six compounds were isolated from P. clypearia and were identified as: tricetiflavan (5, 7, 3', 4', 5'-pentahydroxylflavan) (1), myricitrin (myricetin-3-O-alpha-L-rhamnopyranoside) (2), quercitrin (quercetin-3-O-alpha-L-rhamnopyranoside) (3), quereetin (4), methyl gallate (5) and gallic acid (6). CONCLUSION: Compound 1 approximately 5 were obtained from this plant for the first time. Compound 4 was found to show an obvious anti-respiratory syncytial virus (RSV) activity.
Subject(s)
Antiviral Agents/isolation & purification , Fabaceae/chemistry , Flavonoids/isolation & purification , Plants, Medicinal/chemistry , Quercetin/isolation & purification , Antiviral Agents/chemistry , Antiviral Agents/pharmacology , Flavonoids/chemistry , Flavonoids/pharmacology , Gallic Acid/analogs & derivatives , Gallic Acid/chemistry , Gallic Acid/isolation & purification , Gallic Acid/pharmacology , Inhibitory Concentration 50 , Plant Leaves/chemistry , Plant Stems/chemistry , Quercetin/chemistry , Quercetin/pharmacology , Respiratory Syncytial Viruses/drug effectsABSTRACT
Pseudoguaianolide sesquiterpene lactones minimolides A (1), B (2), C (3) and D (4) and two guaianolide sesquiterpene lactones minimolides E (5) and F (6), along with seven known ones (7-13), were isolated from the supercritical fluid extract of Centipeda minima. The structures of these compounds were elucidated by extensive spectroscopic methods (IR, UV, HRESIMS, 1D-NMR and 2D-NMR), and the complete structure and stereochemistry of 1 was further confirmed by X-ray diffraction analysis. Compounds 1, 5-8,11 and 13 displayed inhibitory activity against human nasopharyngeal cancer cells (CNE) with IC(50) values ranging from 1.1 to 20.3 µM. Compound 13 containing both α-methylene-γ-lactone and α, ß-unsaturated cyclopentenone moieties exhibited even stronger inhibitory activity than that of cisplatin (positive control) through cell cycle arrest at G2/M phase. Isolation of six sesquiterpene lactones from Centipeda minima highlighted the potential of supercritical fluid extraction for enrichment of minor constituents for phytochemical study.