- Synthesis and application of acrylic resin based on protocatechuic acid
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The invention discloses synthesis and application of acrylic resin based on protocatechuic acid. According to the method, protocatechuic acid is used as a raw material, firstly, alcohol is used for esterification, and then the raw material and acryloyl chloride are synthesized into the protocatechuic acid-based acrylic resin monomer (M) through a one-pot method. And the acrylic resin based on protocatechuic acid is used for modifying polymethyl methacrylate (organic glass). The resin monomer is copolymerized with methyl methacrylate (MMA), the glass transition temperature (Tg) is increased along with the increase of the M content, and when the M content is 50%, the Tg of the copolymer is 159.6 DEG C (the heat resistance is improved by 51 DEG C). The Td5 of the copolymer is 358 DEG C (increased by 48 DEG C), and the residual carbon rate is 12.57%. In addition, the copolymerization product also shows the characteristic of absorbing short-wave blue light. The synthesis method provided by the invention is mild in reaction condition and relatively high in yield, and has a relatively great application prospect in the application field of optical electronics. The invention also widens the application range of biological resources.
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Paragraph 0049-0050; 0055-0056
(2021/06/26)
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- Metabolite profile of Nectandra oppositifolia Nees & Mart. And assessment of antitrypanosomal activity of bioactive compounds through efficiency analyses
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EtOH extracts from the leaves and twigs of Nectandra oppositifolia Nees & Mart. shown activity against amastigote forms of Trypanosoma cruzi. These extracts were subjected to successive liquid-liquid partitioning to afford bioactive CH2Cl2 fractions. UHPL
- Conserva, Geanne A. Alves,Quiros-Guerrero, Luis M.,Costa-Silva, Thais A.,Marcourt, Laurence,Pinto, Erika G.,Tempone, Andre G.,Fernandes, Jo?o Paulo S.,Wolfender, Jean-Luc,Queiroz, Emerson F.,Lago, Jo?o Henrique G.
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- Alkyl hydroxybenzoic acid derivatives that inhibit HIV-1 protease dimerization
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The therapeutic potential of gallic acid and its derivatives as anti-cancer, antimicrobial and antiviral agents is well known. We have examined the mechanism by which natural gallic acid and newly synthesized gallic acid alkyl esters and related protocatechuic acid alkyl esters inhibit HIV-1 protease to compare the influence of the aromatic ring substitutions on inhibition. We used Zhang-Poorman's kinetic analysis and fluorescent probe binding to demonstrate that several gallic and protecatechuic acid alkyl esters inhibited HIV-1 protease by preventing the dimerization of this obligate homodimeric aspartic protease rather than targeting the active site. The tri-hydroxy substituted benzoic moiety in gallates was more favorable than the di-substituted one in protocatechuates. In both series, the type of inhibition, its mechanism and the inhibitory efficiency dramatically depended on the length of the alkyl chain: no inhibition with alkyl chains less than 8 carbon atoms long. Molecular dynamics simulations corroborated the kinetic data and propose that gallic esters are intercalated between the two N- and C-monomer ends. They complete the β-sheet and disrupt the dimeric enzyme. The best gallic ester (14 carbon atoms, Kid of 320 nM) also inhibited the multi-mutated protease MDR-HM. These results will aid the rational design of future generations of non-peptide inhibitors of HIV-1 protease dimerization that inhibit multi-mutated proteases. Finally, our work suggests the wide use of gallic and protocatechuic alkyl esters to dissociate intermolecular β-sheets involved in protein-protein interactions.
- Flausino Jr., O. A.,Dufau, L.,Reboud-Ravaux, M.,Regasini, L. O.,Petronio, M. S.,Silva, D. H. S.,Bolzani, V. S.,Rose, T.
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p. 4534 - 4540,7
(2012/12/12)
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- Structure-property-activity relationship of phenolic acids and derivatives. Protocatechuic acid alkyl esters
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The esterification of hydrophilic phenolic antioxidants is an efficient approach to enhance their solubility in apolar media. Herein, structurea property studies on the antiradical activity of a series of protocatechuic acid alkyl esters have been accomplished. The increase of the lipophilicity was shown to significantly improve the antioxidant activity of protocatechuic esters. Their efficiency as radical scavengers was evaluated using distinctive analytical methods, namely, 2,2-diphenyl-1-picrylhydrazyl (DPPH) UV/visible method, electrochemistry, and differential scanning calorimetry. All the new alkyl protocatechuate antioxidants studied possessed better radical-scavenging capacity than the natural antioxidant protocatechuic acid. This work has shown that the alkyl ester side chain markedly influences the lipophilicity of this type of phenolic system without disturbing the core of the molecule responsible for antioxidant activity. The data on the antioxidant activity obtained using the different analytical methods correlated well with each other and have revealed the interesting antioxidant potential of alkyl esters of protocatechuic acid.
- Reis, Bruno,Martins, Marta,Barreto, Barbara,Milhazes, Nuno,Garrido, E. Manuela,Silva, Paulo,Garrido, Jorge,Borges, Fernanda
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experimental part
p. 6986 - 6993
(2011/08/06)
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- Molecular design of multifunctional food additives: Antioxidative antifungal agents
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A series of alkyl 3,4-dihydroxybenzoates (protocatechuates) was synthesized, and their fungicidal activity against Saccharomyces cerevisiae was assayed using a 2-fold serial broth dilution method. Nonyl and octyl 3,4-dihydroxybenzoate were noted to be the most effective against this yeast with the minimum fungicidal concentration of 12.5 μg/mL each. The activity was found to correlate with the hydrophobic alkyl chain length. The time-kill curve study showed that nonyl 3,4-dihydroxybenzoate was fungicidal against S. cerevisiae at any growth stage and this activity was not influenced by pH values. The fungicidal activity of alkyl 3,4-dihydroxybenzoates was noted in combination with their ability to disrupt the native membrane-associated function nonspecifically as surface-active agents (surfactants) and to inhibit the respiratory electron transport. However, the primary fungicidal activity of nonyl 3,4-dihydroxybenzoate likely comes from its ability to act as a surfactant.
- Nihei, Ken-Ichi,Nihei, Atsuko,Kubo, Isao
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p. 5011 - 5020
(2007/10/03)
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