RESUMO
Three new cucurbitane-type triterpenoid glycosides were separated from the ethyl acetate extract of Citrullus colocynthis by a variety of chromatographic techniques. According to the data of NMR, HR-ESI-MS, and/or comparison with the reported data, the three novel cucurbitane-type triterpenoid glycosides were identified as colocynthenin E(1), colocynthenin G(2), and colocynthenin H(3). The cell inflammation model was established with RAW264.7 macrophages exposed to lipopolysaccharide and then used to determine the anti-inflammatory activities of the three compounds. Compounds 2 and 3 showed mild anti-inflammatory activities with the IC_(50) of 48.21 and 40.11 μmol·L~(-1), respectively, compared with that(IC_(50)=7.57 μmol·L~(-1)) of the positive control dexamethasone.
Assuntos
Citrullus colocynthis/química , Triterpenos/química , Glicosídeos/química , Extratos Vegetais/química , Anti-Inflamatórios/farmacologiaRESUMO
Seven cucurbitane-type triterpenoids were isolated from the ethanol extract of the tubers of Hemsleya dolichocarpa, with a combination of various chromatographic approaches, including silica gel, Sephadex LH-20, Semi-HPLC and so on. On the basis of spectroscopic data analysis, they were identified as 3β,11α,26,27-tetrahydroxycucurbita-5,24(E)-diene-3,26-glucosides (1), scandenogenin D (2), jinfushanencin F (3), scandenoside R3 (4), scandenoside R1 (5), scandenogenin A (6), scandenoside R2 (7). Among them, compound 1 is a new triterpenoid, compound 2 showed remarkable activity against human cancer cell line HeLa with IC50 value of 6.78 μmol·L-1.
RESUMO
Objective: To study the chemical constituents of the tubers of Hemsleya pengxianensis var. jinfushanensis. Methods: The compounds of the ethyl acetate fraction were isolated by silica gel, ODS reversed phase column chromatography, and preparative high-performance liquid chromatography (prep-HPLC). The structures of these compounds were identified by IR, HRESIMS, and NMR spectra. Results: Three new compounds were obtained from the ethyl acetate fraction of the tubers of H. pengxianensis var. jinfushanensis and identified as 3β,26-dihydroxy-cucurbita-5,24(E)-diene-7,11-dione-3-O-β-D-glucopyranosyl-26-O-β-D-glucopyranosyl (1→6)-β-D-glucopyranoside (1), 3β,11α,26-trihydroxy-cucurbita-5,24(E)-diene-3-O-β-D-glucopyranosyl-26-O-β-D-glucopyranosyl (1→6)-α-L-arabinoside (2), and 3β,27-dihydroxy-cucurbita-5,24(Z)-diene-3-O-β-D-glucopyranosyl-27-O-β-D-glucopyranosyl (1→6)- β-D-glucopyranoside (3). Conclusion: Compounds 1-3 are new compounds named hemslepenside Q, hemslepenside R, and hemslepenside S, respectively.
RESUMO
The pharmacological activities of natural glycosides are closely related to the polyfunctional sugar moieties. Modification of active natural products by glycosylation can change the stereochemical configuration, improve the solubility, tune up the activities and change pharmacokinetic properties for higher efficacy and better selectivity. Compared with the common D-glucose, D-allose, a C-3 epimer of D-glucose rarely exists in nature, but it plays an important role in food, health, medicine, and so on. It is not easily metabolized in the living organisms, but can be used as a safe and low-calorie sweetener. The natural allopyranosides are absolute conjugation forms which are same as other glucopyranosides and rhamno-pyranosides with a broad array of biological activities. This article summarizes the major progresses made in phytochemistry and biological activity studies of these compounds. Structure-activity relationship analyses of partial anti-tumor and anti-diabetic allopyranosides were performed regarding the data reported in the literatures. These insights may provide a theoretical and experimental reference for the discovery of new drug and drug design based on allopyranosides.
RESUMO
Objective: To study the chemical constituents in the acid-hydrolyzed ethanol extract from Momordica charantia. Methods: The ethanol extract from M. charantia was hydrolyzed by 36% HCl and the hydrolysate was isolated by silica gel column chromatography and preparative HPLC. The structures of the isolated compounds were identified by spectral analyses, physical constants, and chemical evidences. Results: Two cucurbitane triterpenoids were isolated and identified as 5β,19-epoxy-cucurbita-6,22. E,24-trien-3β-ol (1) and cucurbita-6,22(E),24-trien-3β-ol-19,5β-olide (2). Conclusion: Compound 1 is a new compound. © 2013 Tianjin Press of Chinese Herbal Medicines.