2-hydroxyursolic-acid and maslinic-acid

Ten compounds were isolated and purified from the peels of gold-red apple (Malus domestica) for the 1st time. The identified compounds are 3β, 20β-dihydroxyursan-28-oic acid (1), 2α-hydroxyoleanolic acid (2), euscaphic acid (3), 3-O-p-coumaroyl tormentic acid (4), ursolic acid (5), 2α-hydroxyursolic acid (6), oleanolic acid (7), betulinic acid (8), linolic acid (9), and α-linolenic acid (10). Their structures were determined by interpreting their nuclear magnetic resonance and mass spectrometry (MS) spectra, and by comparison with literature data. Compound 1 is new, and compound 2 is herein reported for the 1st time for the genus Malus. α-Glucosidase inhibition assay revealed 6 of the triterpenoid isolates as remarkable α-glucosidase inhibitors, with betulinic acid showing the strongest inhibition (IC50 = 15.19 μM). Ultra-performance liquid chromatography-electrospray ionization MS analysis of the fruit peels, pomace, flesh, and juice revealed that the peels and pomace contained high levels of triterpenes, suggesting that wastes from the fruit juice industry could serve as rich sources of bioactive triterpenes.

Topics: alpha-Glucosidases; alpha-Linolenic Acid; Betulinic Acid; Fruit; Glycoside Hydrolase Inhibitors; Magnetic Resonance Spectroscopy; Malus; Oleanolic Acid; Pentacyclic Triterpenes; Spectrometry, Mass, Electrospray Ionization; Triterpenes; Ursolic Acid

To study the chemical constituents from the root of Actinidia chinensis.. The roots of A. chinensis were extracted with 95% EtOH. The EtOH extract was suspended in H2O and extracted with petroleum ether, EtOAc and BuOH successively. The compounds were isolated with column chromatography from the EtOAc fraction, and elucidated on the basis of spectral analysis(MS, IR, 1H-NMR, 13C-NMR).. Seven compounds were isolated from the root of A. chinensis, and the structures were identified as 2alpha-hydroxyoleanolic acid (1), 2alpha-hydroxyursolic acid (2), euscaphic acid (3), 23-hydroxyursolic acid (4), 3beta-O-acetylursolic acid (5), ergosta4, 6, 8, (14), 22-tetraen-3-one (6), beta-steriol (7).. All the compounds were obtained from the root of A. chinensis for the first time.

Topics: Actinidia; Oleanolic Acid; Plant Roots; Plants, Medicinal; Sitosterols; Triterpenes

To study the chemical constituents from Rhodobryum roseum.. The compounds were isolated and purified by recrystallization and chromatography with silica gel and sephadex LH-20 column. Their structures were identified by physicochemical properties and spectral analysis.. Eight compounds were isolated and identified as apigenin (1), quercetin (2), oleanolic acid (3), 2alpha-hydroxyoleanolic acid (4), 2alpha-hydroxyursolic acid (5), protocatechuic acid (6), p-hydroxybenzoic acid (7), p-hydroxycinnamic acid (8).. Compounds 1-8 were isolated from R. roseum for the first time.

Topics: Apigenin; Bryopsida; Oleanolic Acid; Plants, Medicinal; Triterpenes

Seven triterpenes (1-7), i.e., betulinic acid 1, ursolic acid 2, oleanolic acid 3, 3-O-caffeoyloleanolic acid 4, euscaphic acid 5, 2 alpha-hydroxyursolic acid 6 and maslinic acid 7 were isolated from the stem bark extract of P. intermedius as active principles responsible for the cytotoxicity against five cultured human tumor cell lines, i.e., A549 (non small cell lung), SK-OV-3 (ovary), SK-MEL-2 (melanoma), XF498 (central nerve system) and HCT-15 (colon), in vitro.

Topics: Antineoplastic Agents, Phytogenic; Betulinic Acid; Humans; Magnetic Resonance Spectroscopy; Oleanolic Acid; Pentacyclic Triterpenes; Plant Stems; Rosales; Triterpenes; Tumor Cells, Cultured; Ursolic Acid