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1.
RSC Adv ; 14(8): 5264-5275, 2024 Feb 07.
Artigo em Inglês | MEDLINE | ID: mdl-38343997

RESUMO

Epoxy resin has been extensively used in many industrial and daily applications due to its unique properties. However, the high flammability of epoxy has limited its further development. DOPO derivatives, which are organophosphorus compounds, are highly effective components of flame retardant epoxy composites due to their good compatibility with the resin and their lower toxicity compared to halogenated compounds. This study synthesized sixteen new DOPO derivatives, characterizing their chemical structures with NMR spectroscopy. The combination of synthesized DOPO derivatives and APP-PEI (ammonium polyphosphate-polyethyleneimine) has shown a synergistic effect on enhancing the flame retardancy of epoxy resin with the UL-94 V-0 rating and the LOI value of 28.6%. Moreover, the epoxy composites displayed relatively high mechanical performance with the impact strength of 26-28 kJ m-2.

2.
Bioorg Med Chem Lett ; 98: 129566, 2024 Jan 15.
Artigo em Inglês | MEDLINE | ID: mdl-38008338

RESUMO

In this study, new indol-fused pyrano[2,3-d]pyrimidines were designed and synthesized. These products were obtained in moderate to good yields and their structures were assigned by NMR, MS, and IR analysis. Afterwards, the biological important of the products was highlighted by evaluating in vitro for α-glucosidase inhibitory activity as well as acetylcholinesterase (AChE) inhibitory activity. Eleven products revealed substantial inhibitory activity against α-glucosidase enzyme, among which, two most potent products 11d,e were approximately 93-fold more potent than acarbose as a standard antidiabetic drug. Besides that, product 11k exhibited good AChE inhibition. The substituents on the 5-phenyl ring, attached to the pyran ring, played a critical role in inhibitory activities. The biological potencies have provided an opportunity to further investigations of indol-fused pyrano[2,3-d]pyrimidines as potential anti-diabetic agents.


Assuntos
Inibidores da Colinesterase , Inibidores de Glicosídeo Hidrolases , Acetilcolinesterase/metabolismo , alfa-Glucosidases/metabolismo , Inibidores de Glicosídeo Hidrolases/farmacologia , Inibidores de Glicosídeo Hidrolases/química , Hipoglicemiantes/farmacologia , Simulação de Acoplamento Molecular , Piranos/farmacologia , Piranos/química , Pirimidinas/farmacologia , Pirimidinas/química , Relação Estrutura-Atividade , Inibidores da Colinesterase/química , Inibidores da Colinesterase/farmacologia
3.
Chem Asian J ; 17(22): e202200909, 2022 Nov 16.
Artigo em Inglês | MEDLINE | ID: mdl-36112054

RESUMO

Quinoline derivatives are important moieties in bioactive molecules and advanced materials. However, an efficient strategy to synthesize quinoline derivatives remains challenging. Herein, we describe an efficient and practical method for the synthesis of quinolines by Cu-catalyzed cyclization of 2-amino benzyl alcohol with ketones (or secondary alcohols) via an acceptorless dehydrogenation pathway. Interestingly, a range of highly functionalized quinolines is prepared in good yields using low catalyst loading under relatively mild conditions. Furthermore, density functional theory (DFT) calculations are carried out to investigate mechanistic insights for the acceptorless dehydrogenation pathway.


Assuntos
Cetonas , Quinolinas , Catálise , Álcoois Benzílicos
4.
Asian Pac J Trop Med ; 9(4): 351-356, 2016 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-27086153

RESUMO

OBJECTIVE: To investigate the antitumor effect of maesopsin 4-O-ß-glucoside (TAT2) isolated from the leaves of Artocarpus tonkinensis (A. tonkinensis) A. Chev. ex Gagnep. METHODS: The antitumor activity of TAT2 was evaluated in Lewis lung carcinoma (LLC) tumor-bearing mice. BALB/c mice had tumors induced by implantation with 2 × 10(6) LLC cells into the subcutaneous right posterior flank. Tumor-bearing mice were treated orally with a range of doses of TAT2 and a standard drug, doxorubicin. Animals were observed for tumor growth and mortality rate. Blood was collected to determine hematological and biochemical parameters. RESULTS: TAT2 was isolated from an ethanolic extract of A. tonkinensis leaves. Its structure was determined by MS and NMR spectroscopy, and identified as TAT2. The compound did not show acute toxicity at the highest dose tested (2000 mg/kg body weight). TAT2 exhibited antitumor activity by decreasing tumor growth, increasing the survival rate, and ameliorating some hematological and biochemical parameters at doses of 100 and 200 mg/kg body weight (P < 0.05). CONCLUSIONS: These results indicate that TAT2 possesses clear antitumor activity. Due to its bioavailability and low toxicity, and the fact that it could be isolated in a large scale from A. tonkinensis leaves, the compound shows promise as a potential anticancer drug.

5.
Chemistry ; 19(12): 3954-61, 2013 Mar 18.
Artigo em Inglês | MEDLINE | ID: mdl-23401385

RESUMO

The ß-H-elimination in the (iPr)AuEt complex and its microscopic reverse, the insertion of ethene into (iPr)AuH, were investigated in a combined experimental and computational study. Our DFT-D3 calculations predict free-energy barriers of 49.7 and 36.4 kcal mol(-1) for the elimination and insertion process, respectively, which permit an estimation of the rate constants for these reactions according to classical transition-state theory. The elimination/insertion pathway is found to involve a high-energy ethene hydride species and is not significantly affected by continuum solvent effects. The high barriers found in the theoretical study were then confirmed experimentally by measuring decomposition temperatures for several different (iPr)Au(I) -alkyl complexes which, with a slow decomposition at 180 °C, are significantly higher than those of other transition-metal alkyl complexes. In addition, at the same temperature, the decomposition of (iPr)AuPh and (iPr)AuMe, both of which cannot undergo ß-H-elimination, indicates that the pathway for the observed decomposition at 180 °C is not a ß-H-elimination. According to the calculations, the latter should not occur at temperatures below 200 °C. The microscopic reverse of the ß-H-elimination, the insertion of ethene into the (iPr)AuH could neither be observed at pressures up to 8 bar at RT nor at 1 bar at 80 °C. The same is true for the strain-activated norbornene.

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