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Biomedical subjects

R Aquino

Publications and source records attributed to R Aquino.

At least 19 recordsLinked to original sources

Inhibition of nitric oxide synthase expression by a methanolic extract of Crescentia alata and its derived flavonols.

In order to validate the use of Crescentia alata (Bignoniaceae) in the traditional medicine of Guatemala as an antiinflammatory remedy, the methanolic (MeOH) extract has been evaluated in vivo for antiinflammatory activity on carrageenin paw edema in rats and in vitro on Escherichia coli lipopolysaccharide- (LPS)-induced nitric oxide (NO) production and inducible nitric oxide synthase (iNOS) expression in J774.A1 macrophage cell line. This extract exerted in vivo a significant anti-inflammatory activity at the highest dose tested. The same extract showed in vitro an inhibitory activity on inducible nitric oxide synthase expression and on NO formation in LPS-primed J774.A1 cells. Subsequent fractionation and analysis of the extract has led to the isolation and characterization as major constituents of two flavonol glycosides: quercetin 3-O-alpha-L-rhamnopyranosyl-(1->6)-beta-D-glucopyranoside (rutin) 1, kaempferol 3-O-alpha-L-rhamnopyranosyl-(1->6)-beta-D-glucopyranoside (kaempferol 3-O-rutinoside) 2, and flavonol aglycone, kaempferol 3. Their structures were elucidated by spectral methods. The bioassay-directed analysis of flavonols 1-3 indicated that kaempferol (3) was the most active compound contained in the MeOH extract because it reduced in vitro both NO production and iNOS expression in LPS-primed J774.A1 cells, whereas rutin (1) and kaempferol 3-O-rutinoside (2) showed no significant activity. The MeOH extract and all of flavonoids tested did not show in vitro significant cytotoxic effect in J774.A1 macrophage cell line.

Animals↗

Saponins from the roots of Zygophyllum gaetulum and their effects on electrically-stimulated guinea-pig ileum.

A new ursanolide, 3beta-O-alpha-L-rhamnopyranosyl-(1->2)-O-alpha-L-arabinopyranosyl-(1->2)-beta-D-glucopyranosyl)oxy]-ursan-20beta,28-olide, zygophyloside N (1), and three known quinovic acid glycosides were isolated from the methanolic extract of the roots of Zygophyllum gaetulum. The crude extract, some fractions and 3-O-beta-D-glucopyranosyl quinovic acid 28-beta-D-glucopyranosyl ester, significantly and dose-dependently, are able to reduce the electrically-induced contractions of isolated guinea-pig ileum. The structure of compound (1) was determined, using 1D and 2D NMR techniques.

Animals↗

Furanocoumarins from the aerial parts of Dorstenia contrajerva.

A new glycosylated furanocoumarin, alpha-L-rhamnopyranosyl-(1-->6)-beta-D-glucopyranosyl-bergaptol (1), has been isolated from Dorstenia contrajerva together with three known furanocoumarins, catechin and epicatechin. Their structures were established using high field 2D NMR techniques.

Coumarins↗

Phenolic constituents of Phenax angustifolius.

Fractionation of an ethanolic extract of the leaves of Phenax angustifolius has resulted in the isolation of two new lignans, 2-hydroxy-2-(3',4'-dihydroxyphenyl)methyl-3-(3' ',4' '-dimethoxyphenyl)methyl-gamma-butyrolactone (1) and 2-hydroxy-2-(4'-O-beta-D-glucopyranosyl-3'-hydroxyphenyl)methyl-3-(3' ',4' '-dimethoxyphenyl)methyl-gamma-butyrolactone (2), and three known compounds, vitexin, isovitexin, and quercetin 3-O-alpha-L-rhamnopyranoside. The structures of 1 and 2 were determined using spectroscopic methods.

Chromatography, High Pressure Liquid↗

Phenolic constituents and antioxidant activity of an extract of Anthuriumversicolor leaves.

Fractionation of a methanolic extract of the leaves of Anthurium versicolor has resulted in the isolation of two main fractions, I and II. Both the extract and the fractions were assayed for their radical-scavenging activity by means of an in vitro test (bleaching of the stable 1,1-diphenyl-2-picrylhydrazyl radical) and showed a significant radical-scavenging effect. Subsequent chromatographic fractionation of the most active fraction, II, has led to the isolation and characterization, as major constituents, of four new flavone glycosides, acacetin 6-C-[alpha-L-rhamnopyranosyl-(1-->3)-beta-D-glucopyranoside] (1), acacetin 6-C-[beta-D-xylopyranosyl-(1-->6)-beta-D-glucopyranoside] (2), acacetin 6-C-[beta-D-apiofuranosyl-(1-->3)-beta-D-glucopyranoside] (3), and acacetin 8-C-[alpha-L-rhamnopyranosyl-(1-->3)-beta-D-glucopyranoside] (4), as well as vitexin (apigenin-8-C-beta-D-glucopyranoside) and rosmarinic acid. The structures of 1-4 were determined using spectroscopic methods.

Antioxidants↗

Natural history of claudication: long-term serial follow-up study of 1244 claudicants.

OBJECTIVE: The purpose of this study was to delineate the natural history of claudication and determine risk factors for ischemic rest pain (IRP) and ischemic ulceration (IU) among patients with claudication. METHODS: We prospectively collected data on 1244 men with claudication during a 15-year period, including demographics, clinical risk factors, and ankle-brachial index (ABI). We followed these patients serially with ABIs, self-reported walking distance (WalkDist), and monitoring for IRP and IU. We used Kaplan-Meier and proportional hazards modeling to find independent predictors of IRP and IU. RESULTS: Mean follow-up was 45 months; statistically valid follow-up could be carried out for as long as 12 years. ABI declined an average of 0.014 per year. WalkDist declined at an average rate of 9.2 yards per year. The cumulative 10-year risks of development of IU and IRP were 23% and 30%, respectively. In multivariate analysis using several clinical risk factors, we found that only DM (relative risk [RR], 1.8) and ABI (RR, 2.2 for 0.1 decrease in ABI) predicted the development of IRP. Similarly, only DM (RR, 3.0) and ABI (RR, 1.9 for 0.1 decrease in ABI) were significant predictors of IU. CONCLUSION: This large serial study of claudication is, to our knowledge, the longest of its kind. We documented an average rate of ABI decline of 0.014 per year and a decline in WalkDist of 9.2 yards per year. Two clinical factors, ABI and DM, were found to be associated with the development of IRP and IU. Our findings may be useful in predicting the clinical course of claudication.

Diabetes Complications↗

Topical anti-inflammatory activity of Thymus willdenowii.

The topical anti-inflammatory activity of Thymus willdenowii Boiss (Labiatae) leaves, a herbal drug used in Moroccan folk medicine, has been studied using the croton oil ear test in mice. A bioassay-oriented fractionation procedure showed that the activity concentrates in the chloroform extract, which has a potency similar to that of indometacin, the non-steroidal anti-inflammatory drug used as reference (ID50 (dose giving 50% oedema inhibition) = 83 microg cm(-2) and 93 microg cm(-2), respectively). The main compounds responsible for the anti-inflammatory activity of T. willdenowii are ursolic acid and oleanolic acid. The flavonoids luteolin-3'-O-glucuronide and eriodictyol-7-O-glucoside were found for the first time in the genus Thymus.

Administration, Topical↗

Flavonol glycosides from Aristeguietia discolor reduce morphine withdrawal in vitro.

The effects of extracts, partially purified fractions and four flavonol glycosides 1-4 from Aristeguietia discolor were investigated on the naloxone-precipitated withdrawal contraction of the acute morphine dependent guinea-pig ileum in vitro. After a 4 min in vitro exposure to morphine a strong contraction of guinea-pig isolated ileum was observed after the addition of naloxone. Both MeOH extract (50, 100 and 200 mg/mL), the partially purified fractions I, L, M and N (50, 100 and 200 mg/mL) and flavonol glycosides 1-4 (1 x 10(-4) 5 x 10(-5) 1 x 10(-5) M), injected 10 min before morphine, were capable of blocking the naloxone-induced contraction after exposure to morphine in a concentration-dependent fashion. The results of the present paper suggest that flavonol glycosides from Aristeguietia discolor may play an important role in the control of morphine withdrawal.

Animals↗

Tropane alkaloids from the leaves and stem bark of Erythroxylon alaternifolium and Erythroxylon rotundifolium.

A novel 3alpha,6beta,7beta-triol tropane alkaloid esterified by two benzoyl residues was isolated from the leaves of the endemic cuban species, Erythroxylon alaternifolium. Another novel 3alpha,6alpha,7beta-triol tropane alkaloid esterified by trimethoxycinnamoyl and trimethoxybenzoyl residues was isolated from the leaves and stem bark of a second endemic cuban species, Erythroxylon rotundifolium. Their structures were elucidated as 3alpha,7beta-dibenzoyloxy-6beta-hydroxy-tropane and 3alpha-(3,4,5-trimethoxycinnamoyloxy)-7beta-(3,4,5- trimethoxybenzoyloxy)-6alpha-hydroxy-tropane by spectroscopic methods including 2D-NMR techniques.

Alkaloids↗

Antimicrobial activity of Mitracarpus scaber extract and isolated constituents.

The antimicrobial activity of a methanol extract and isolated constituents of Mitracarpus scaber, a species used in folk medicine by West African native people, was evaluated against Staphylococcus aureus and Candida albicans strains. The mitracarpus methanol extract possesses both antibacterial and antimycotic activities (minimum inhibitory concentration-MIC 31.25 and 62.50 microg ml-, respectively). This extract was subsequently fractioned and monitored by bioassays leading to the isolation of seven compounds screened for antibacterial and antimycotic activities. Among these compounds, gallic acid and 3,4,5-trimethoxybenzoic acid inhibited the growth of Staph. aureus (MIC 3.90 and 0.97 microg ml-). 4-Methoxyacetophenone and 3,4,5-trimethoxyacetophenone effectively inhibited C. albicans (MIC 1.95 microg ml-). The other compounds (kaempferol-3-O-rutinoside, rutin and psoralen) which were also isolated showed low antibacterial and antimycotic activities (125-500 microg ml-).

Anti-Bacterial Agents↗

Two oleanene glycosides from the aerial parts of Caltha polypetala.

Two new oleanene glycosides (1-2) possessing hederagenin as the aglycone were isolated from the methanolic extract of the aerial parts of Caltha polypetala together with four known glycosides. The saccharide portion linked to C-3 of the aglycone is made up of alpha-L-arabinopyranose, alpha-L-rhamnopyranose and galactopyranose in the new compounds; while compound 1 possesses linked to C-28 a trisaccharide moiety made up of two beta-D-glucopyranose and one alpha-L-rhamnopyranose unit, in compound 2 the 28-COOH group is free. The structures were elucidated by 1D and 2D NMR experiments including 1H-1H (DQF-COSY, 1D-TOCSY, 2D-ROESY) and 1H-13C (HSQC, HMBC) spectroscopy.

Glycosides↗

Studies on the constituents of Gliricidia sepium (Leguminosae) leaves and roots: isolation and structure elucidation of new triterpenoid saponins and aromatic compounds.

Our research program on the Central American fooder plant Gliricidia sepium led to the discovery of two new triterpene saponins (1 and 2) and known aromatic compounds. The new compounds possess 3beta,21beta, 24-trihydroxy-22-oxoolean-12-ene as an aglycon. The oligosaccharide moiety linked to C-3 of the aglycon contained two pyranoses (glucuronic acid and xylose); in addition the glucose residue of both 1 and 2 is also linked to C-21. Structure elucidation of these new compounds through the extensive use of 1D and 2D NMR techniques have provided detailed information about the sapogenin and the saccharide chains, inclusive of sugar sequence and the position of glycosylation.

Central America↗

A polyisoprenylated benzophenone from Cuban propolis.

A novel polyisoprenylated benzophenone (1) has been isolated from an ethanol extract of Cuban propolis. Its structure has been determined using high-field 2D NMR techniques. Compound 1 showed significant antimicrobial and antifungal activity against a variety of bacteria and yeasts.

Anti-Bacterial Agents↗

Secondary metabolites from the roots of Astragalus trojanus.

Six novel cycloartane-type glycosides were isolated from the roots of Astragalus trojanus. Two of these, compounds 1 and 2, have (20R, 24S)-epoxy-3beta,6alpha,16beta,25-tetrahydroxycycloartane as the aglycon, while compounds 3-6 possess 3beta,6alpha,16beta,(24S), 25-pentahydroxycycloartane as the aglycon. The saccharide moieties linked to the C-3, C-6, and C-24 or C-25 positions of the aglycons in 1-6 contained either xylopyranose, glucopyranose, rhamnopyranose, or arabinopyranose units. Structure elucidation of compounds 1-6 was accomplished through the extensive use of 1D and 2D NMR techniques. In addition, a new oleanene glycoside (7) and a new tryptophan derivative (8) were also isolated and characterized.

Carbohydrate Sequence↗

Iridoids from Lippia graveolens.

An investigation of the leaves of Lippia graveolens from Guatemala provided 10 iridoid and secoiridoid glucosides as well as their ester derivatives. Minor constituents were loganin, secologanin, secoxyloganin, dimethylsecologanoside, loganic acid, 8-epi-loganic acid and caryoptoside. Major constituents were the novel iridoids caryoptosidic acid and lippioside I and II consisting of caryoptosidic acid esterified at the C-6 position of glucose with p-coumaroyl or caffeoyl residues, respectively. Their structures were mainly elucidated by NMR spectroscopy.

Journal Article↗

Saponins from Zygophyllum gaetulum.

Three new bisdesmosidic triterpene saponins, zygophylosides I (1), L (2) and M (3), and three known quinovic acid glycosides were isolated from Zygophyllum gaetulum. The new compounds were determined to be 3 beta-O-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranosyl- (1-->2)-beta-d-glucopyranosylurs-20(21)-en-28-oic acid 28-O-[beta-D-2-O-sulfonylglucopyranosyl] ester (1),3 beta-O- [alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranosyl- (1-->2)-beta-D-glucopyranosyl]urs-20(21)-en-28-oic acid 28-O-[beta-D-glucopyranosyl] ester (2), and 3 beta-O-beta-D-quinovopyranosyl-27-nor-olean-12-en-28-oic acid 28-O-beta-D-glucopyranosyl ester (3) by use of 1D and 2D NMR techniques.

Carbohydrate Sequence↗