ABSTRACT
A series of novel aminoalkylated polymethoxyflavonoid derivatives 3-11 was synthesised from 5-hydroxy-3,7,3',4'-tetramethoxyflavonoid (1) through extending alkoxy chain at the 5-position, and introducing amine hydrogen bond receptor at the end of the side chain. Their antiproliferative activities were evaluated in vitro on a panel of three human cancer cell lines (Hela, HCC1954 and SK-OV-3). The results showed that all the target compounds exhibited antiproliferative activities against investigated cancer cells with IC50 values of 9.51-53.33 µM. Compounds 5, 7, 8, 11 on Hela cells and compounds 4-9, 11 on HCC1954 exhibited more potency as compared to positive control cis-Platin.
Subject(s)
Antineoplastic Agents/chemical synthesis , Antineoplastic Agents/pharmacology , Flavonoids/chemical synthesis , Flavonoids/pharmacology , Cell Line, Tumor , Cell Proliferation/drug effects , Cisplatin/pharmacology , Drug Screening Assays, Antitumor , HeLa Cells , Humans , Molecular Structure , Structure-Activity RelationshipABSTRACT
OBJECTIVE: To study the chemical constituents from the roots of Ligularia dentata in Henna. METHODS: Chemical constituents from the roots of Ligularia dentata in Henan were isolated and purified by silica gel, Sephadex LH-20 column chromatography and solvent crystallization and their structures were identified by spectral methods. RESULTS: Four eremophilane-type sesquiterpenoids were obtained and determined as 3-oxo-8alpha-hydroxy-10alphaH-eremophilan-1,7-dien-8, 12beta-olide(1), 3-oxo-eremophil-1, 7-dien-8, 12beta-olide (2),3-oxo-8alpha-ethoxy-10alphaH-eremophil-1,7-dien-8,12-olide(3) and furanoligularenone(4). CONCLUSION: Compound 1-4 are isolated from this plant for the first time and their contents in the roots are high by HPLC analysis except for compound 3. Compound 3 is hardly detected in the fresh EtOH extract and might be derived from other compounds during the extraction.
Subject(s)
Asteraceae/chemistry , Plants, Medicinal/chemistry , Sesquiterpenes/isolation & purification , China , Chromatography, High Pressure Liquid , Magnetic Resonance Spectroscopy , Molecular Structure , Plant Roots/chemistry , Sesquiterpenes/chemistryABSTRACT
OBJECTIVE: To study the chemical constituents of the flower buds of Daphne genkwa. METHODS: The constituents of petroleum ether and ethyl acetate-soluble portions were isolated and purified by means of chromatography, then they were identified by their physico-chemical characteristics and spectral features. RESULTS: Ten compounds were isolated and identified as octacosane (1), dotriacontane (2), beta-sitosterol (3), 4', 7-dimethoxy-5-hydroxyflovone (4), aurantiamide acetate (5), genkwanin (6), luteolin (7), apigenin (8), 3'-hydroxygenkwanin (9) and daphnoretin (10). CONCLUSION: Compound 1 and 2 are isolated from this plant for the first time.
Subject(s)
Alkanes/isolation & purification , Daphne/chemistry , Diacetyl/isolation & purification , Dipeptides/isolation & purification , Plants, Medicinal/chemistry , Alkanes/chemistry , Apigenin/chemistry , Apigenin/isolation & purification , Coumarins/chemistry , Coumarins/isolation & purification , Diacetyl/chemistry , Dipeptides/chemistry , Flavones/chemistry , Flavones/isolation & purification , Flowers/chemistry , Luteolin/chemistry , Luteolin/isolation & purification , Molecular Structure , Sitosterols/chemistry , Sitosterols/isolation & purificationABSTRACT
OBJECTIVE: To study the constituents of Cacalia ambigua. METHODS: The chemical constituents were isolated from the plant by all kinds of column chromatographies and their structures were identified by spectral methods. RESULTS: Four compounds were isolated and identified as ent-kaur-16-en-19-oic acid (1), 13-beta-Kaur-16 beta-ol (2), beta-sitosterol (3) and 1-glyceryl nonadecanoic acid ester (4). CONCLUSION: Compounds 1-4 are isolated from this plant for the first time, and compounds 1 and 2 and isolated from this genus for the first time.
Subject(s)
Asteraceae/chemistry , Plants, Medicinal/chemistry , Sitosterols/isolation & purification , Diterpenes/chemistry , Diterpenes/isolation & purification , Fatty Acids/chemistry , Fatty Acids/isolation & purification , Molecular Structure , Rhizome/chemistry , Sitosterols/chemistryABSTRACT
OBJECTIVE: To inverstigate the chemical constituents of Patrinia villosa. METHOD: Under the direction of tetrazolium salt (MTf) assay, the chemical constituents were isolated by silica gel column chromatography and identified by physicochemical properties and spectral analysis (MS, FAB-MS, 1H NMR, 13C NMR). RESULT: Five compounds were isolated from petroleum ether and ethyl acetate extract and identified as: ursolic acid(I), beta-sitosterol (II), patrinalloside(III), kaempferol-3-O-beta-D-glucopyranoside(IV), and kaempferol-3-O-beta-D-glucopyranoside-7-O-alpha-L-rhamnoside(V). CONCLUSION: Compounds I and V were obtained from the plant of genus Patrinia for the first time. Ursolic acid showed powerful anticancer activity through tetrazolium salt(MTT) assay, and its IC50 was 15.0 microg/ml.
