ABSTRACT
To improve the anti-tumor effects of gallic acid and mangiferin, a gallic acid-mangiferin hybrid molecule (GAMA) was synthesized from gallic acid with mangiferin in the presence of ionic liquid ChC1(choline chloride)·2SnC12. Chemical and spectroscopic methods, such as (1)H and (13)C NMR spectroscopy, and HR-ESIMS were used for the structure identification of GA-MA. Using the cell counting kit-8 (CCK-8) assay, the in vitro anti-tumor effects were compared between GA-MA, gallic acid and mangiferin on human hepatoma HepG2, human nasopharyngeal carcinoma CNE, human lung cancer NCI-H460, human ovarian cancer SK-OV-3, and human cervical cancer Hela cells. The results showed that the half inhibitory concentration (IC50) of GA-MA on HepG2, CNE, NCI-H460, SK-OV-3, and Hela cells was significantly lower than that of gallic acid or mangiferin. This showed that GA-MA has a better in vitro anti-tumor effect than gallic acid and mangi-ferin.
Subject(s)
Antineoplastic Agents/chemical synthesis , Antineoplastic Agents/pharmacology , Gallic Acid/pharmacology , Xanthones/pharmacology , Antineoplastic Agents/chemistry , Cell Proliferation/drug effects , Dose-Response Relationship, Drug , Drug Screening Assays, Antitumor , Gallic Acid/chemistry , HeLa Cells , Hep G2 Cells , Humans , Models, Molecular , Molecular Structure , Structure-Activity Relationship , Tumor Cells, Cultured , Xanthones/chemistryABSTRACT
To improve the anti-tumor effects of rhein and aloe-emodin, a rhein-aloe-emodin hybrid molecule (RH-AE) was synthesized from rhein and aloe-emodin in the presence of dicyclohexylcarbodiimide (DCC) and 4-dimethylaminopyridine (DMAP). Chemical and spectroscopic methods, such as 1H and 13C NMR spectroscopy, and HR-ESIMS were used for the structure identification of RH-AE. Using the cell counting kit-8 (CCK-8) assay, the in vitro anti-tumor effects were compared between RH-AE, rhein and aloe-emodin on human hepatoma HepG2, human nasopharyngeal carcinoma CNE, human lung cancer NCI-H460, human ovarian cancer SK-OV-3, and human cervical cancer Hela cells. The results showed that the half inhibitory concentration (IC50) of RH-AE on HepG2, CNE, NCI-H460, SK-OV-3, and Hela cells were significantly lower than those of rhein and aloe-emodin. This showed that RH-AE has a better in vitro anti-tumor effect than rhein and aloe-emodin.
Subject(s)
Anthraquinones/chemistry , Anthraquinones/chemical synthesis , Anthraquinones/pharmacology , Antineoplastic Agents/chemical synthesis , Antineoplastic Agents/pharmacology , Cell Line, Tumor , Cell Proliferation/drug effects , Humans , Lung Neoplasms/drug therapy , Molecular StructureABSTRACT
OBJECTIVE: To study the chemical constituents of the petroleum ether portion of Nervilia fordii. METHODS: The constituents were separated and purified by using column chromatography with silica gel. These compounds were identified by their physical and spectral data. RESULTS: Six compounds were isolated and identified as Cyclohomonervilol (I), Octacosanoicacid (II), Stigmasterol (III), Cyclohomonervilol-(E)-p-hydroxy cinnamate (IV), 24(R/alpha)-dihydrocycloeucalenol-(E)-p-hydroxy cinnamate (V), Docosanoic acid (VI). CONCLUSION: Compounds I-VI are isolated from this plant for the first time.
Subject(s)
Fatty Acids/isolation & purification , Orchidaceae/chemistry , Plants, Medicinal/chemistry , Stigmasterol/isolation & purification , Fatty Acids/chemistry , Magnetic Resonance Spectroscopy , Molecular Structure , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Solvents , Stigmasterol/chemistryABSTRACT
OBJECTIVE: To study the chemical constituents of the ethyl acetate portion in the herb of Nervilia fordii from guangxi. METHODS: The constituents were separated and purified by using column chromatography with silica gel. These compounds were identified by their physical and spectral data. RESULTS: Five compounds were isolated and identified as norleucine (crystal I), 24 (S/beta)-dihydrocycloeucalenol-(E)-p-hydroxy cinnamate (crystal II) , rhamnocitrin (crystal III), rhamnazin (crystal IV), daucosterol (crystal V). CONCLUSION: Compounds I , II, III, IV, V were isolated from this plant for the first time.
Subject(s)
Flavonoids/isolation & purification , Norleucine/isolation & purification , Orchidaceae/chemistry , Plants, Medicinal/chemistry , Acetates , Flavonoids/chemistry , Magnetic Resonance Spectroscopy/methods , Molecular Structure , Norleucine/chemistry , Sitosterols/chemistry , Sitosterols/isolation & purificationABSTRACT
OBJECTIVE: To determine the active fraction with anticancer effect in vivo from Nervilia fordii. METHODS: The effective petroleum ether extract and ethyl acetate extract parts preliminary were selected in vitro, then anticancer experiments in vivo were done by S180-mice and H22-mice models. RESULTS: Petroleum ether extract and ethyl acetate extract parts both had obvious anticancer effects to S180-mice and H22-mice, and could prolong H22-mice life. Meanwhile, they could improve the immunoloregulation of mice. CONCLUSION: It is the first time that the petroleum ether extract and ethyl acetate extract of Nervilia foadii are proved to be the effective anticancer fractions in vivo. On this basis, the further studies are needed on active principles or principle group with anticancer effect and the characteristics of this effect in Nervilia foadii.
