Search PubMed⌕ Search

SEARCH · Search PubMed

Results for “FURAN DERIVATIVES”

Search indexed PubMed citations on genomics, clinical trials, systematic reviews and public health. Explore titles, authors and supplied subject terms, then open the PubMed record.

Quote a phrase for an exact phrase match. Source license links do not imply unrestricted reuse.

At least 19 recordsLinked to original sources
PubMed2005

A novel bis-furan derivative, two new natural furan derivatives from Rehmannia glutinosa and their bioactivity.

A novel bis-furan derivative and two new natural furan derivatives were isolated from the CHCl3 extracts of the dried roots of Rehmannia glutinosa (Gaerth) Lilosch. Their structures were identified as 1,5-bis(5-methoxymethyl)furan-2-yl-penta-1,4-dien-3-one 1, (E)-4-(5-(methoxymethyl)furan-2-yl)but-3-en-2-one 2 and (E)-4-(5-(hydroxymethyl)furan-2-yl)but-3-en-2-one 3 on the basis of spectral data. Moreover, biological assay showed that 1 (10 microg/mL) and 3 (10 microg/mL) can promote immune activity, 2 (100 microg/mL) and 3 (100 microg/mL) inhibit immune activity and 1 can inhibit blood platelet aggregation.

Animals↗
PubMed1984

The mutagenicities of seven coumarin derivatives and a furan derivative (nimbolide) isolated from three medicinal plants.

Seven coumarin derivatives (imperatorin, heraclenin, xanthotoxin, marmesin, chelepin, oxypeucedanin, esculin) and a furan derivative (nimbolide) were screened on 6 Ames tester strains (TA92, TA94, TA97, TA98, TA100, TA102). The eight compounds are chemicals isolated from three Nigerian medicinal plants: Afraegle paniculata, Clausena anisata, and Azadirachta indica. Different preparations of the former are taken by Nigerians for gut disturbances, and a concoction of the latter called "Agbo" is taken as an antimalarial. Marmesin and imperatorin were mutagenic in all tester strains except TA94 and TA102. The mutagenicity potencies of marmesin and imperatorin were 20 and 0.2 respectively. Mutagenicity was highest in TA98 and TA100 in both compounds. Marmesin was optimally mutagenic at a dose of 1.04 micrograms, and imperatorin at 30.0 micrograms. Microsomal activation was not required for mutagenicity in both compounds.

Animals↗
PubMed2000

Ab initio study on the photochemical isomerization of furan derivatives

The photochemical isomerization reactions of furan, 2-methylfuran, 2-trimethylsilylfuran, and furan-2-carbonitrile were studied using ab initio methods. The results are in agreement with the previously reported data obtained through semiempirical methods. In particular, the sensitized irradiation of furan derivatives populates the first excited triplet state of the furan, and this triplet state can evolve only through O-Ca cleavage. The selection of the bond to be broken can depend on energetic factors (furan-2-carbonitrile) or on kinetic factors (2-methylfuran, 2-trimethylsilylfuran). The direct irradiation of furan derivatives populates the singlet excited state and leads to a conversion into the Dewar isomer or into the corresponding triplet state through the usual intersystem crossing procedure. The efficiency of these processes determines the presence or the absence of isomerized furan derivatives in the reaction mixtures.

Journal Article↗
PubMed1998

[Scavenging activity of furan derivatives against hydroxyl radical generated by Fenton system].

As the continuation of the work on the antioxidant properties of furan derivatives, we have studied hydroxyl radical (OH.) scavenging activity of dimethylfuran (DMF) and diphenylfuran (DPF), which are well-known as an effective scavenger of singlet oxygen, by an ESR spin trapping technique. The incubation mixture of 5,5-dimethyl-1-pyrroline-N-oxide (DMPO) as a spin trapping agent with FE2+ and H202 in 50% acetonitrile aqueous solution gave 1:2:2:1 line signals characteristic of DMPO-OH spin adduct. The additions of furan derivatives to the incubation mixture decreased the intensity of the DMPO-OH spin adduct signal in a dose-dependent manner. The activities of furan derivatives were in the order of DMF > DPF > furan. The decrease in the intensity of the signals was not due to the inhibition of OH. generating system itself and the destruction of the spin adduct by furan derivatives. By comparison with the common OH. scavengers, DMF and DPF were found to scavenge OH. more effectively than dimethylsulfoxide and mannitol. These results indicate that DMF and DPF can act as a OH. scavenger as well as a singlet oxygen scavenger.

Antioxidants↗
PubMed2005

Antinociceptive properties of acetylenic thiophene and furan derivatives: evidence for the mechanism of action.

The aim of the present study was to evaluate the antinociceptive potential of the acetylenic thiophene and furan derivatives: 3-(furan-2-il) prop-2-yn-1-ol 1, 1-(thiofen-2-il) pent-1yn-3-ol 2 and 4-(thiofen-2-il)-2-metilbut-3-yn-2-ol 3 on three different pain models in mice. The pain models evaluated were the acetic acid-induced writhing, capsaicin-induced pain and the tail immersion test. The possible mechanisms involved in the antinociceptive effect of these compounds were also investigated. Thus, the acetylenic thiophene and furan derivatives presented antinociceptive effect in the pain tests caused by chemical agents. Statistical analysis showed that compounds 1 and 3 increased the latency for tail withdrawal in the tail immersion test (phasic pain). Besides, the role of the opioidergic, muscarinic cholinergic and dopaminergic systems in the acetic acid-induced writhing was examined. The antinociceptive effect of compounds 2 and 3 was prevented by pretreatment with naloxone (1 mg/kg, s.c), but not by atropine (5 mg/kg, s.c) or metoclopramide (1 mg/kg, s.c). Neither naloxone nor metoclopramide prevented the antinociceptive effect caused by compound 1, while the pretreatment with atropine antagonized the antinociceptive action of this compound. The compounds 1-3 used in this study did not reveal any motor impairment to mice in the open field. The results suggest that compounds 2 and 3 induced antinociception in the abdominal writhing test and that their effects are mediated by opiodergic receptors, while the antinociceptive effect of compound 1 may involve muscarinic cholinergic receptors.

Acetic Acid↗
PubMed1989

Synthesis and aldose reductase-inhibitory activity of benzo[b]furan derivatives possessing a carboxymethylsulfamoyl group.

Various benzo[b]furan derivatives with a carboxymethylsulfamoyl group were prepared and evaluated for aldose reductase-inhibitory potency. Most of the compounds displayed significant inhibitory activities (IC50, 10(-8)-10(-7) M). Among the test compounds, the compounds having a carboxymethylsulfamoyl group at the 3- or 4-position exhibited the greatest inhibitory potency. Structure-activity trends of the tested compounds are discussed.

Aldehyde Reductase↗
PubMed2004

Anticryptosporidial activity of furan derivative G1 and its inclusion complex with beta-cyclodextrin.

The capacity of beta-cyclodextrin (betaCD) to form a complex with a new furanic derivative, G1, was investigated. Interactions of the drug and betaCD in solution and in the solid state were studied using phase solubility techniques, thermal methods, X-ray, and IR spectroscopy. Preparation of a kneaded mix of G1/betaCD increased both the aqueous solubility and the dissolution rate of the furan derivative. The anticryptosporidial efficacies of the drug and of the inclusion complex were evaluated using a suckling murine model. Oral administration of G1 considerably decreased the intensity of the infection, but betaCD showed similar anticryptosporidial activity to that of the betaCD-G1 complex and higher activity than G1 alone.

Animals↗
PubMed2002

Separation of stereoisomers of several furan derivatives by capillary gas chromatography-mass spectrometry, supercritical fluid chromatography, and liquid chromatography using chiral stationary phases.

The direct separation of several stereoisomers (enantiomers and geometrical isomers) of furan derivatives, important intermediates for the synthesis of physiologically active natural products, was achieved using capillary gas chromatography/mass spectrometry with a per-O-methyl-beta-cyclodextrin, supercritical fluid chromatography and high-performance liquid chromatography with a tris(3,5-dimethylphenylcarbamate) of cellulose or amylose for the chiral stational phases, respectively. The temperature dependence of the peak resolution (Rs) and the retention factor (k) over the range of 110-130 degrees was studied using crotyl furfuryl ether in gas chromatography. Successive increases in the Rs value and of the difference between the k value of the E-isomer and the k value of the Z-isomer were observed when the gradient temperature was decreased. The per-O-methyl-beta-cyclodextrin column was suitable for use with volatile furan ethers whose molecular masses are between 150 and 180. In conclusion, the separation of thermally unstable furan derivatives was accomplished using supercritical fluid chromatography and high-performance liquid chromatography.

Chromatography, High Pressure Liquid↗
PubMed2000

Lipophilicity characterization by reversed-phase liquid chromatography of some furan derivatives.

Lipophilicity is one of the properties which influences the partition of a substance in biological media. The present study reports on the chromatographic behaviour of a newly synthesised series of furan derivatives by RP-HPLC and RP-TLC, with methanol-water and acetonitrile-water as mobile phases, in order to establish if the linear relationships between the retention parameters (log k, R(M)) and the concentration of organic modifier in the mobile phase, phi, allows the extrapolation procedure. Good correlations between the retention parameters were obtained by RP-HPLC and RP-TLC, and the concentration of organic modifier (methanol, acetonitrile) in the mobile phase was established for the studied furan derivatives. However, for the discussed compounds, acetonitrile has a lower sensitivity to changes in the structures. A good correspondence was obtained between the extrapolated parameters for the methanol-water mobile phase when using RP-HPLC and RP-TLC. However, stronger interactions occur in RP-TLC between the compounds and the residual silanol groups than in RP-HPLC.

Chromatography, High Pressure Liquid↗
PubMed1998

A furan derivative from Cornus officinalis.

Dimethyltetrahydrofuran cis-2,5-dicarboxylate a furan derivative has been isolated from the fruits of Cornus officinalis, and it was isolated for the first time in the nature. The structure was elucidated by NMR spectroscopic techniques.

Dicarboxylic Acids↗
PubMed2004

Syntheses of 3-acetoacetylaminobenzo[b]furan derivatives having cysteinyl leukotriene 2 receptor antagonistic activity.

Novel 3-acetoacetylaminobenzo[b]furan derivatives having a modified triene system at the 3-position were synthesized starting with 3-aminobenzo[b]furans. The enol isomers, 3-[(3-hydroxybut-2-enonyl)amino]benzo[b]furans (), of the 3-acetoacetylaminobenzo[b]furans were obtained as stable isomers owing to formation of a hydrogen bonding between the enol hydroxyl group and the amidocarbonyl group. The planarity of the C-2 substituent through the C-3 side chain suggested the existence of a modified conjugational triene system in the enol compound. Cysteinyl leukotriene 1 and 2 receptor antagonistic activities for these compounds were evaluated. 2-(4-Cyanobenzoyl or ethoxycarbonyl)-3-[(2-cyano-3-hydroxybut-2-enonyl)amino]benzo[b]furans (, ) were moderately active.

Animals↗
PubMed2006

Two novel furan derivatives from Phellinus linteus with anti-complement activity.

Two novel stereoisomers of furan derivatives, phellinusfurans A (1) and B (2), were isolated from the fruiting body of Phellinus linteus. Their structures were elucidated by spectroscopic analysis. Compounds 1 and 2 exhibited significant anti-complement activity with IC50 values of 33.6 and 33.7 microM, respectively, in inhibiting the hemolytic activity of human serum against erythrocytes.

Basidiomycota↗
PubMed1996

Targeting the minor groove of DNA: crystal structures of two complexes between furan derivatives of berenil and the DNA dodecamer d(CGCGAATTCGCG)2.

Crystal structures are reported of complexes of two novel furan derivatives of berenil with alkyl benzamidine groups bound to the DNA sequence d(CGCGAATTCGCG)2. They have both been determined to 2.2 A resolution and refined to R factors of 16.9% and 18.6%. In both structures the alkyl substituents, cyclopropyl and isopropyl, are found to be orientated away from the floor of the minor groove. The drugs are located in the minor groove by two strong amidinium hydrogen bonds, to the O2 of the thymines situated at the 5' and 3' ends of the AT-rich region. The isopropyl-substituted derivative has a tight hydrogen-bonded water network in the minor groove at one amidine site, which alters the orientation of the isopropyl substituent. This compound has superior DNA-binding properties and activity against Pneumocystis carinii and Cryptosporidium parvum infections in vivo compared to the cyclopropyl derivative, which in turn is superior to the parent furan compound. We suggest that the nature and extent of the interactions of these compounds in the DNA minor groove play an important role in these activities, possibly in conjunction with a DNA-binding protein. The overall effect of these alkyl benzamidine substitutions is to increase the binding of the drugs to the minor groove.

Crystallography, X-Ray↗
PubMed2001

Three new furan derivatives and a new fatty acid from a Taiwanese marine sponge Plakortis simplex.

Three new furan derivatives, plakorsins A-C (6-8), together with a new fatty acid, plakortic acid (9), have been isolated from the Taiwanese marine sponge Plakortis simplex in addition to the known metabolites chondrillin (1), 6-epi-chondrillin (2), 2-oxo-2,5-dihydrofuran-5-acetic acid methyl ester (methyl 1,4-epoxy-1-oxo-2-hexenoate) (3), dimethyl beta-ketoadipate (4), and the monomethyl ester of cis,cis-muconic acid (5). The structures of these compounds were established mainly on the basis of spectral data and chemical methods. Biological studies revealed that compound 7 exhibited cytotoxic activity against COLO-250 and KB-16 cells, and compound 1 is active against KB-16 cells.

Animals↗