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MeOH Extract (meoh + extract)
Selected AbstractsFour New Triterpenes from Anchusa azurea var. azureaHELVETICA CHIMICA ACTA, Issue 3 2010e Kuruüzüm-Uz Abstract Four new triterpene glycosides, named oleanazuroside 1 (1), oleanazuroside 2 (2), ursolazuroside 1 (3), and ursolazuroside 2 (4), together with the seven known compounds 5,11, were isolated from the MeOH extract of the aerial parts of Anchusa azureaMiller var. azurea. Their structures were elucidated by means of spectroscopic evidence (UV, IR, MALDI-MS, and 1D- and 2D-NMR). The radical-scavenging activities against 2,2-diphenyl-1-picrylhydrazyl (DPPH) of the BuOH extract and of 8 and 10 were very strong (Table,5). [source] Two New Diterpenoid Lactams from Spiraea japonica var. ovalifoliaHELVETICA CHIMICA ACTA, Issue 6 2009Hai-Yang Liu Abstract Two new diterpenoid alkaloids, spiramilactams A (1) and B (2), were isolated from the basic fraction of a MeOH extract of whole plants of Spiraea japonica var. ovalifolia. Their structures were established on the basis of extensive spectroscopic and mass-spectrometric analyses. [source] New Acylated Secoiridoid Glucosides from Gentiana straminea (Gentianaceae)HELVETICA CHIMICA ACTA, Issue 2 2009Min Xu Abstract Two new acylated secoiridoid glucosides, 4,-acetyl-6,-{[2-hydroxy-3-(1- , - D -glucopyranosyloxy)]benzoyloxy}sweroside and 3,,4,-diacetyl-6,-{[2-hydroxy-3-(1- , - D -glucopyranosyloxy)]benzoyloxy}swertiamarin, named gentistraminosides A (1) and B (2), were isolated from the MeOH extract of Gentiana stramineaMaxim (Gentianaceae), together with twelve known ones, including eight iridoid and secoiridoid glucosides, macrophylloside A (3), loganic acid (4), secologanic acid (5), swertiamarin (6), gentiopicroside (7), loganic acid methyl ester (8), 6,- O - , - D -glucopyranosyl gentiopicroside (9), and loganic acid 11- O - , - D -glucopyranosyl ester (10), one flavone C -glucoside, isovitexin (11), one chromenecarboxylic acid glycosyl ester, macrophylloside D (12), and two triterpenoids, 1,,2,,3,,24-tetrahydroxyolean-12-en-28-oic acid (13), and 3,,6,,24-trihydroxyolean-12-en-28-oic acid (14). Their structures were determined by means of detailed spectroscopic (NMR and MS) analysis. [source] New Eremophilenolactones from Senecio nemorensisHELVETICA CHIMICA ACTA, Issue 11 2007Fan-Jun Meng Abstract Three new eremophilane sesquiterpenes were isolated from the MeOH extract of the roots of Senecio nemorensis. Their structures were identified as 8, -hydroxy-6, -(isobutanoyloxy)-1-oxoeremophila-7(11),9-dieno-12,8, -lactone (1), 6,,8, -dimethoxy-1-oxoeremophila-7(11),9-dieno-12,8, -lactone (2), and 10, -hydroxy-6, -(isobutanoyloxy)-1-oxoeremophila-7(11),8-dieno-12,8-lactone (3), respectively, based on spectroscopic data, including IR, EI-MS, HR-ESI-MS, and 1D- and 2D-NMR data. [source] Insulin Secretagogues from Moringa oleifera with Cyclooxygenase Enzyme and Lipid Peroxidation Inhibitory ActivitiesHELVETICA CHIMICA ACTA, Issue 2 2004Jayaraj Bioassay-directed isolation and purification of the methanol extract of Moringa oleifera fruits yielded bioactive N -benzyl thiocarbamates, N -benzyl carbamates, benzyl nitriles, and a benzyl ester. Among these, methyl 2-[4-(, - L -rhamnopyranosyl)phenyl]acetate (2), N -[4-(, - L -rhamnopyranosyl)benzyl]-1- O - , - D -glucopyranosylthiocarboxamide (3), 1- O -phenyl- , - L -rhamnopyranoside (5), and 4-[(, - D -glucopyranosyl)-(1,3)-(, - L -rhamnopyranosyl)]phenylacetonitrile (6) are novel, and their structures were determined by spectroscopic methods. The known compounds isolated and characterized from the MeOH extract were niazirin (=4-(, - L -rhamnopyranosyl)phenylacetonitrile; 1), niazicin A (=methyl N -{4-[(4,- O -acetyl- , - L -rhamnopyranosyl)benzyl]}thiocarbamate; 4), methyl N -{4-[(, - L -rhamnopyranosyl)benzyl]}carbamate (7), and methyl N -{4-[(4,- O -acetyl- , - L -rhamnopyranosyl)benzyl]}carbamate (8). The combined yield of these compounds from dried M. oleifera fruits was 1.63%. In rodent pancreatic , -cells (INS-1), compounds 4, 5, 6, 7, and 8 at 100,ppm significantly stimulated insulin release. Cyclooxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2) enzyme inhibition assays revealed that 5 and 6 were most active at 83,ppm. Compound 6, however, demonstrated greater specificity for inhibition of COX-2 enzyme (46%) than COX-1 enzyme. Lipid peroxidation assays revealed that 4 and 6 at 50,ppm inhibited peroxidation reactions by 80 and 95%, respectively, while 3 and 8 inhibited lipid peroxidation by 35%. These compounds did not inhibit the cell growth when tested with human breast (MCF-7), central nervous system (CNS, SF-268), lung (NCI-H460), or colon (HCT-116) cancer cell lines. Moreover, these compounds were not cytotoxic at the concentrations tested. [source] Novel Polyoxygenated Spirostanol Glycosides from the Rhizomes of Helleborus orientalisHELVETICA CHIMICA ACTA, Issue 2 2003Yoshihiro Mimaki The two new polyoxygenated spirostanol bisdesmosides 1 and 2 and the new trisdesmoside 3, named hellebosaponin A (1), B (2), and C (3), respectively, were isolated from the MeOH extract of the rhizomes of Helleborus orientalis. The structures of the new compounds were elucidated as (1,,3,,23S,24S)-21-(acetyloxy)-24-[(, - D -fucopyranosyl)oxy]-3,23-dihydroxyspirosta-5,25(27)-dien-1-yl O-, - D -apiofuranosyl-(1,3)- O -(4- O -acetyl- , - L -rhamnopyranosyl)-(1,2)- O -[, - D -xylopyranosyl-(1,3)]- , - L -arabinopyranoside (1), (1,,3,,23S,24S)- 21-(acetyloxy)-24-{[O - , - D -glucopyranosyl-(1,4)- , - D -fucopyranosyl]oxy}-3,23-dihydroxyspirosta-5,25(27)-dien-1-yl O - , - D -apiofuranosyl-(1,3)- O -(4- O -acetyl- , - L -rhamnopyranosyl)-(1,2)- O -[, - D -xylopyranosyl-(1,3)]- , - L -arabinopyranoside (2), and (1,,3,,23S,24S)-24-[(, - D -fucopyranosyl)oxy]-21-{[O - , - D -glucopyranosyl-(1,2)- , - D -galactopyranosyl]oxy}-3,23-dihydroxyspirosta-5,25(27)-dien-1-yl O - , - D -apiofuranosyl-(1,3)- O -(4- O -acetyl- , - L -rhamnopyranosyl)-(1,2)- O -[, - D -xylopyranosyl-(1,3)]- , - L -arabinopyranoside (3), respectively, on the basis of detailed spectroscopic studies and chemical evidence. [source] Free radical scavengers, anti-inflammatory and analgesic activity of Acaena magellanicaJOURNAL OF PHARMACY AND PHARMACOLOGY: AN INTERNATI ONAL JOURNAL OF PHARMACEUTICAL SCIENCE, Issue 6 2002Gabriela Egly Feresin Extracts of the whole plant Acaena magellanica (Rosaceae) were assessed for anti-inflammatory, antipyretic and analgesic activity in animal models. At 600 mg kg,1, the global ethanolic extract (GEE), dichloromethane (DCM) and defatted methanol (MeOH) fractions showed a mild anti-inflammatory effect in the carrageenan-induced guinea-pig paw oedema. The GEE, DCM and defatted MeOH fractions significantly reduced inflammation by 43.2, 40.5 and 42.1%, respectively. The GEE did not showed any significant antipyretic activity in doses up to 600 mg kg,1. A 20% w/v infusion administered orally at 16 mL kg,1 presented analgesic effect in the acetic acid-induced abdominal constriction test in mice. The GEE and MeOH extract of A. magellanica showed free radical scavenging activity in the diphenylpicrylhydrazyl decolouration assay. Assay-guided isolation led to quercetin, Q-3- O -,-D-glucoside, Q-3- O -,-D-galactoside, ellagic acid and catechin as the free radical scavengers. The saponins tormentic acid 28- O -,-D-galactopyranoside and 28- O -,-D-glucopyranoside were isolated from the polar extract. The structures were determined by spectroscopic methods. [source] Diterpenoids and flavonoids from the fruits of Vitex agnus-castus and antioxidant activity of the fruit extracts and their constituentsPHYTOTHERAPY RESEARCH, Issue 4 2007Zsuzsanna Hajdú Abstract From the n -hexane fraction of the fruits of Vitex agnus-castus, two labdane-type diterpenes, vitetrifolin B and C, were isolated by means of multiple chromatographic separations, together with the previously identified rotundifuran, vitexilactone and the sesquiterpene spathulenol. From the EtOAc fraction, eupatorin was identified for the first time, besides the known casticin, penduletin, vitexin and orientin. The n -hexane, EtOAc and MeOH,H2O fractions of the MeOH extract of Agni-casti fructus were subjected to in vitro antioxidant assays. The EtOAc extract displayed a significant concentration-dependent effect when tested by 1,1-diphenyl-2-picrylhydrasyl (DPPH) free radical assay (IC50 = 68 µg/mL) and against the autooxidation of a standard rat brain homogenate (IC50 = 14 µg/mL). The MeOH,H2O fraction was less active with 3643 µg/mL (DPPH test) and IC50 = 125 µg/mL (rat brain homogenate), while the n -hexane phase proved to be inactive. The main flavonoid constituents of the EtOAc extract, casticin, vitexin and orientin were assayed for antioxidant activity and found that only casticin possesses a marked lipid peroxidation inhibitory effect (IC50 = 0.049 mm) compared with that of the positive control ascorbic acid (IC50 = 0.703 mm). Copyright © 2007 John Wiley & Sons, Ltd. [source] Secoiridoid glucosides with free radical scavenging activity from the leaves of Syringa dilatataPHYTOTHERAPY RESEARCH, Issue 4 2003Hyuncheol Oh Abstract Activity-guided fractionation of the EtOAc and MeOH extract of the leaves of Syringa dilatata NAKAI furnished one free radical scavenger, the secoiridoid glucoside oleuropein together with ligstroside and an iridoid glucoside, syringopicroside. Oleuropein interacted with the stable free radical, 1,1-diphenyl-2-picrylhydrazyl (DPPH), and showed an IC50 value of 40.4 µM. L-Ascorbic acid as a positive control showed an IC50 value of 50.3 µM. Copyright © 2003 John Wiley & Sons, Ltd. [source] Acylated Flavonol Bisdesmosides, Sinocrassosides A3,A7 and B3, with Aminopeptidase N Inhibitory Activity from Sinocrassula indica,CHEMISTRY & BIODIVERSITY, Issue 3 2009Toshio Morikawa Abstract Six new acylated flavonol bisdesmosides, sinocrassosides A3, A4, A5, A6, A7, and B3 (1,6, resp.), were isolated from the MeOH extract of the whole plant of Sinocrassula indica. The structures of 1,6 were elucidated on the basis of chemical and physicochemical evidence. Among them, 2 and 6 which have an acyl group in the 3,,,-position were found to show strong inhibitory effects on aminopeptidase N activity, which were stronger than that of curcumin. [source] Polyphenols from Polygala spp. and Their Antioxidant ActivityCHEMISTRY & BIODIVERSITY, Issue 3 2004Rinaldo Cervellati Members of Polygalaceae are known to contain a variety of different polyphenolic compounds such as xanthones, flavonoids, and biphenyl derivatives. Here, we report the isolation and structural characterization of two new phenol derivatives, named alpestrin (=3,3,,5,-trimethoxy[1,1,-biphenyl]-4-ol; 10) and alpestriose,A (=6- O -benzoyl-1- O -{6- O -acetyl-3- O -[(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]- , - D -fructofuranosyl}- , - D -glucopyranoside; 11), and of four known compounds (12,15) from the MeOH extract of Polygala alpestris. The relative in vitro antioxidant activities of these compounds, in comparison with other phenolic substances from Polygala vulgaris, were evaluated by means of the BriggsRauscher (BR) oscillating reaction, a method based on the inhibitory effects of antioxidant free-radical scavengers. The experimental antioxidant-activity values (relative to resorcinol as a standard) were compared with those calculated on the basis of the bond-dissociation enthalpies. The structure/activity relationships for the compounds examined are also discussed. [source] Antimicrobial and Cytotoxic Activities of Neolignans from Magnolia officinalisCHEMISTRY & BIODIVERSITY, Issue 3 2004Wan-Jr Syu In the light of the steady increase of infections related to vancomycin-resistant enterococci (VRE) and methicillin-resistant Staphylococcus aureus (MRSA), the medicinal plant Magnolia officinalis was subjected to bioassay-directed fractionation, which led to the isolation of the known neolignans piperitylmagnolol (1), magnolol (2), and honokiol (3) from the MeOH extract. In broth-microdilution assays, 1,3 exhibited antibacterial activities against VRE and MRSA at minimum-inhibitory concentrations (MIC) in the range of 6.25,25,,g/ml, compound 1 being the most-potent antibiotic. The ratio of MBC/MIC (MBC=minimum bactericidal concentration) was ,2 for all compounds. The kinetics of the antibacterial action of 1 and 3 were studied by means of time-kill assays; both compounds were bactericidal against VRE and MRSA, their actions being time dependent, or both time and concentration dependent. Magnolol (2) was acetylated to magnolol monoacetate (4) and magnolol diacetate (5) (partial or full masking of the phenolic OH functions). The cytotoxic properties of 1,5 against human OVCAR-3 (ovarian adenocarcinoma), HepG2 (hepatocellular carcinoma), and HeLa (cervical epitheloid carcinoma) cell lines were evaluated. The CD50 values for compounds 1,3 were in the range of 3.3,13.3,,g/ml, derivatives 4 and 5 being much less potent. This study indicates that piperitylmagnolol (=3-[(1S,6S)-6-isopropyl-3-methylcyclohex-2-enyl]-5,5,-di(prop-2-enyl)[1,1,-biphenyl]-2,2,-diol; 1) possesses both significant anti-VRE activity and moderate cytotoxicity against the above cancer cell lines. [source] Four New Lignans with a Bicyclo[3.3.1]nonadienemethanol Skeleton from Cunninghamia lanceolataHELVETICA CHIMICA ACTA, Issue 10 2009Ching-Kuo Lee Abstract Four unique bicyclo[3.3.1]nonadienemethanol lignans, designated lanceolatanins A (1), B (2), C (3), and D (4), along with one previously known compound, isolariciresinol (5), were isolated from the MeOH extracts of the heartwood of Cunninghamia lanceolata. Their structures were elucidated by application of various spectroscopic methods, including 1D- and 2D-NMR techniques, to their acetylated derivatives 1a, 2a, 3a, and 4a. Their possible biosynthetic formations are also discussed. [source] Inhibitory effects of Korean plants on HIV-1 activitiesPHYTOTHERAPY RESEARCH, Issue 6 2001Byung Sun Min Abstract In the search for novel anti-human immunodeficiency virus type 1 (anti-HIV-1) agents from natural sources, 49 MeOH extracts of Korean plants were screened for their inhibitory effects against RNA-dependent DNA polymerase (RT) and ribonuclease H (RNase H) activities of HIV-1 reverse transcriptase and HIV-1 protease, and anti-HIV-1 activity. Regarding the HIV-1 reverse transcriptase, Agrimonia pilosa (whole plant), Cornus kousa (stem and leaf), Limonium tetragonum (root) and Mallotus japonicus (stem) showed significant inhibitory activity on RT activity with 50% inhibitory activity (IC50) of 8.9, 6.3, 7.5 and 11.9,µg/mL, respectively, whereas Agrimonia pilosa was also active against RNase H activity (IC50,=,98.4,µg/mL). Four plants, namely Agrimonia pilosa (whole plant), Atractylodes japonica (root), Clematis heracleifolia (whole plant) and Syneilesis palmata (whole plant), were appreciably active (<35%) against recombinant HIV-1 protease at a concentration of 100,µg/mL. Crinum asiaticum var. japonicum (root) showed significant anti-HIV-1 activity (ED50,=,12.5,µg/mL) with a favourable SI value of 16. Copyright © 2001 John Wiley & Sons, Ltd. [source] Alkaloids from Corydalis saxicola and Their Anti-Hepatitis B Virus ActivityCHEMISTRY & BIODIVERSITY, Issue 5 2008Hui-Liang Li Abstract Eight protoberberine-type alkaloids and two indole alkaloids were isolated from the MeOH extracts of the herb Corydalis saxicolaBunting (Papaveraceae). Their structures were identified as dehydrocavidine (1), dehydroapocavidine (2), dehydroisoapocavidine (3), berberine (4), dehydroisocorypalmine (5), coptisine (6), tetradehydroscoulerine (7), berbinium (8), 1-formyl-5-methoxy-6-methylindoline (9), and 1-formyl-2-hydroxy-5-methoxy-6-methylindoline (10). Compounds 3, 9, and 10 are new alkaloids. All compounds were tested for anti-HBV activity against the 2.2.15 cell line in vitro. Dehydrocavidine (1), dehydroapocavidine (2), and dehydroisoapocavidine (3) exhibited inhibitory activity against HBsAg and HBeAg, but no cytotoxicity against the 2.2.15 cell line. [source] | |||||||||||||