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At least 343 records · Page 19Linked to original sources
PubMed2005

Phenolic constituents with inhibitory activity against NFAT transcription from Desmos chinensis.

Six phenolic constituents, 2-methoxybenzyl benzoate (1), negletein (2), 2',3'-dihydroxy-4',6'-dimethoxydihydrochalcone (3), 5,6-dihydroxy-7-methoxy-dihydroflavone (4), astilbin (5), and quercitrin (6) were isolated from the methanol extract of the dried leaves of Desmos chinensis. Their structures were elucidated from spectral and chemical data. Of these constituents, compounds 2 (IC50: 3.89 +/- 0.39 microM) and 3 (IC50: 9.77 +/- 0.26 microM) exhibited potent inhibitory activity against nuclear factor of activated T cells (NFAT) transcription factor, and compound 1 (IC50: 28.4 +/- 2.62 microM) exhibited moderate inhibitory activity.

Annonaceae↗
PubMed1993

Identification of a benzyladenine disaccharide conjugate produced during shoot organogenesis in Petunia leaf explants.

Prior studies of benzyladenine (BA) metabolism in Petunia hybrida Vilm. leaf explants during shoot organogenesis revealed the presence of an abundant unidentified BA conjugate. The BA conjugate, compound C, made up to 39% of the total pool of BA conjugates in two Petunia lines and was associated with an increased shoot organogenic response when compared with a third Petunia line that did not produce any compound C. Structural analysis of compound C utilizing fast atom bombardment mass spectrometry, two methods of carbohydrate analysis, ultraviolet absorption spectra, and Fourier transform infrared spectra identified it as a new cytokinin conjugate, 6-benzylamino-9-[O-glucopyranosyl-(1-->3)-ribofuranosyl]-purine. Based on our prior biological studies and the similarity of this compound to related cytokinin conjugates, this disaccharide cytokinin conjugate may be part of the interconvertible pool of cytokinins active in Petunia shoot organogenesis.

Adenine↗
PubMed1994

Antiplatelet aggregation principles of Dendrobium loddigesii.

The MeOH extract of the stem of Dendrobium loddigesii was found to inhibit the aggregation of rabbit platelets induced by arachidonic acid and collagen. Two active compounds, moscatilin [1] and moscatin [2], were isolated. Moscatilin diacetate [3] also exhibited antiplatelet aggregation activity.

Animals↗
PubMed2005

7-hydroxy-3-(4-hydroxybenzyl)chroman and broussonin b: neurotrophic compounds, isolated from Anemarrhena asphodeloides BUNGE, function as proteasome inhibitors.

The extract of Anemarrhenae Rhizoma (rhizomes of Anemarrhena asphodeloides BUNGE) showed neurotrophic activity toward rat pheochromocytoma (PC-12) cells. Bioassay-guided purification afforded four compounds, 2,6,4'-trihydroxy-4-methoxybenzophenone (1), 7-hydroxy-3-(4-hydroxybenzyl)chroman (2), broussonin B (3), and cis-hinokiresinol (4). Compounds 1-3 induced neurite outgrowth in PC-12 cells at concentration of 50 microg/ml, while 4 was less active. In addition, compounds 2-4 showed moderate inhibitory activities against a chymotrypsin-like activity of the proteasome.

Alkanes↗
PubMed2002

Isomeric pyrazolo[3,4-d]pyrimidine-based molecules: disappearance of dimerization due to interchanged substitutions.

In 5-benzyl-1,7-dimethyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-d]pyrimidine-4,6-dione, C(14)H(14)N(4)O(2), which crystallizes in space group P 1 macro, weak intermolecular C[bond]H...O hydrogen bonds generate dimers. The isomeric compound 1-benzyl-5,7-dimethyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-d]pyrimidine-4,6-dione, C(14)H(14)N(4)O(2), crystallizes in space group P2(1)/n, and shows no such dimerization. Instead, it exhibits C[bond]H...pi interactions with the phenyl ring. In both structures, the molecules are linked by aromatic pi-pi-stacking interactions.

Journal Article↗
PubMed2005

Synthesis and structure-activity relationships of benzyloxyphenyl derivatives as a novel class of NCX inhibitors: effects on heart failure.

In the context of heart failure and myocardial ischemia reperfusion, the activity of the sodium-calcium exchanger can lead to calcium overload, which in turn can lead to contractile dysfunction and arrhythmia. Therefore, NCX is an attractive target for treatment of heart failure and myocardial ischemia reperfusion. We have designed and synthesized a series of benzyloxyphenyl derivatives as potential NCX inhibitors, based on compound 4. These derivatives have been evaluated for their inhibitory activity against both the reverse and forward modes of NCX, and two novel potent NCX inhibitors (7i, 10a) were discovered. Compound 7i was evaluated for its efficacy on ouabain-induced tonotropy and arrhythmia in a heart-failure model.

Benzyl Compounds↗
PubMed1990

Benzodiazepine receptor binding activity of 9-(1-phenylethyl)purines.

Several alpha-methyl analogues of the 9-benzylpurines that bind to the benzodiazepine receptor (BZR) were synthesized and tested for BZR-binding activity. Although introduction of a m-amino group and an 8-bromo substituent gave an additive increase in BZR affinity with 9-(3-aminobenzyl)-8-bromo-6-(dimethylamino)-9H-purine (4), addition of an alpha-methyl group to 4 resulted in a loss in BZR affinity. This loss in affinity is apparently due to repulsive, steric interactions between the 8-bromo and 9-(1-phenylethyl) substituents, which results in a conformation that is not optimal for interaction with the BZR. Several compounds were tested on a modified Geller-Seifter conflict schedule, but none exhibited significant anxiolytic activity.

Animals↗
PubMedDate not supplied

Insecticidal activity of the essential oil of Ligusticum mutellina roots.

The essential oil obtained from roots of different collections of Ligusticum mutellina was tested against 3rd instar armyworms, Pseudaletia unipuncta (Lepidoptera: Noctuidae), for insecticidal activity. The main compounds were isolated and their structures were elucidated using 2D-NMR techniques. Our collections contained dillapiole, ligustilide and myristicin as major compounds. The previously reported sarisan was not present, moreover its occurrence in L. mutellina should be revised based on our findings.

Allylbenzene Derivatives↗
PubMed1990

Comparison of crystal and solution hemoglobin binding of selected antigelling agents and allosteric modifiers.

This paper details comprehensive binding studies (solution and X-ray) of human hemoglobin A with a group of halogenated carboxylic acids that were investigated as potential antisickling agents. It is, to our knowledge, the first study to compare solution and crystal binding for a series of compounds under similar high-salt conditions used for cocrystallization. The compounds include [(3,4-dichlorobenzyl)oxy]acetic acid, [(p-bromobenzyl)oxy]acetic acid, clofibric acid, and bezafibrate. The location and stereochemistry of binding sites have been established by X-ray crystallography, while the number of binding sites and affinity constants were measured by using equilibrium dialysis. The solution binding studies were conducted with deoxygenated hemoglobin and carbonmonoxyhemoglobin with low (50 mM) and high (2 M) salt concentrations. It was concluded that the observed crystal structures are consistent with the binding observed in solution and that the number of binding sites is independent of salt concentration, while the binding constant increases with increasing salt concentration. The studies also reveal that relatively small changes in the chemical structure of a drug molecule can result in entirely different binding sites on the protein. Moreover, the X-ray studies provide a possible explanation for the multiplicity in function exhibited by these compounds as allosteric modulators and/or antisickling agents. Finally, the studies that these compounds bind differently to the R and T states of hemoglobin, an observation of special significance to the original design of these agents.

Allosteric Regulation↗
PubMed1972

The effects of some phosphodiesterase inhibitors on the conductance of the perfused vascular beds of the chloralosed cat.

1. The vasoactivity of a number of phosphodiesterase inhibitors in the auto-perfused splanchnic region and hindquarters of the cat have been investigated.2. Theophylline, dipyridamole and 4-(3,4-dimethoxybenzyl)-2-imidazolidinone (Ro 7-2956) and its analogues were more potent vasodilators in the splanchnic region than in the hindquarters, whereas papaverine was a potent vasodilator in both these vascular beds.3. The vasodilator response to the phosphodiesterase inhibitors in the splanchnic region and hindquarters was not susceptible to beta-adrenoceptor blockade.4. Infusion of dibutyryl cyclic AMP into the superior mesenteric artery increased vascular conductance of the splanchnic region. This effect was enhanced by Ro 20-1724 in doses below those in which this compound affected conductance.5. These results are consistent with the hypothesis that accumulation of cyclic AMP in vascular smooth muscle mediates the vasodilator response to phosphodiesterase inhibitors.

Abdomen↗
PubMed2004

Stability studies of C-4',6' acetal benzylmaltosides synthesized as inhibitors of smooth muscle cell proliferation.

In our investigations to synthesize inhibitors of smooth muscle cell (SMC) proliferation, compound 6a displayed submicromolar activity in in vitro antiproliferative assays and reduced intimal thickening using a rat balloon angioplasty model via i.v. administration. In order to identify analogs that could be administered orally, the chemical instability of the C-4',6' acetal of compound 6a was addressed. Several novel variants with increased acid stability and comparable in vitro activity were prepared.

Angioplasty, Balloon↗
PubMed2007

Inhibitors of phenylalanine ammonia-lyase: substituted derivatives of 2-aminoindane-2-phosphonic acid and 1-aminobenzylphosphonic acid.

Six derivatives of 2-aminoindane-2-phosphonic acid and 1-aminobenzylphosphonic acid were synthesized. The compounds were tested both as inhibitors of buckwheat phenylalanine ammonia-lyase (in vitro) and as inhibitors of anthocyanin biosynthesis (in vivo). (+/-)-2-Amino-4-bromoindane-2-phosphonic acid was found to be the strongest inhibitor from investigated compounds. The results obtained are a basis for design of phenylalanine ammonia-lyase inhibitors useful in the enzyme structure studies in photo labelling experiments.

Amines↗
PubMed1975

Fluorimetric determination of dipeptidyl carboxypeptidase. (angiotensin-I-converting enzyme).

A fluorimetric assay of dipeptidyl carboxypeptidase is described. It involves incubation at 37 degrees C with the substrate, Z-Phe-His-Leu, and reaction of the dipeptide His-Leu which is released upon enzymatic hydrolysis, with o-phthalaldehyde to yield a fluorescent compound. The method is simple, precise and sensitive. The assay in serum is conveniently performed on 20 mul samples. Normal values in human serum range from 0.04 to 0.22 U/l.

Benzyl Compounds↗
PubMed2004

Toxicological efficacy of some indigenous dill compounds against the flesh fly, Parasarcophaga dux Thomson.

The effect of the LC50 of the three isolated compounds (apiol, myristicin and d-carvone) from dill, Anethum graveolus on growth and reproduction of Parasarcophaga dux showed that three compounds especially apiol caused significant reduction in the percentage of adults emergence and females fecundity. The temperature toxicity relation shape of the three compounds and five insect growth regulations (methoprene, hydroprene, teflubenzuron, chlorfluazuron and Precocene I) alone or in combination against P. dux was studied and discussed.

Allylbenzene Derivatives↗
PubMed2006

Core exploration in optimization of chemokine receptor CCR4 antagonists.

The design, synthesis, and SAR studies of 'core' variations led to identification of novel, selective, and potent small molecule antagonist (22) of the CC chemokine receptor-4 (CCR4) with improved in vitro activity and liability profile. Compound 22 was efficacious in a murine allergic inflammation model (ED50 approximately 10 mg/kg).

Animals↗
PubMed2005

Dihydrophenanthrenes from Bletilla formosana.

Three new dihydrophenanthrenes, 4-methoxy-9,10-dihydrophenanthrene-1,2,7-triol (1), 1-(4-hydroxybenzyl)-4,7-dimethoxy-9,10-dihydrophenanthrene-2-ol (2), and 1,3,6-tri(4-hydroxybenzyl)-4-methoxydihydrophenanthrene-2,7-diol (3) together with seven known phenanthrene derivatives, six known flavonoids, a bibenzyl and three phenolic compounds were isolated from the whole plant of Bletilla formosana. Their structures were elucidated by spectroscopic, mainly 2D NMR spectrometry and chemical methods.

Acetylation↗