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1.
Int J Biol Macromol ; 205: 240-252, 2022 Apr 30.
Artigo em Inglês | MEDLINE | ID: mdl-35182563

RESUMO

The present investigation aimed to synthesize Cymbopogon nardus essential oil impregnated chitosan nanoemulsion (Ne-CNEO) and its practical efficacy as novel green delivery system for protection of Syzygium cumini seeds against broad range storage fungi, aflatoxin B1 (AFB1) secretion and lipid peroxidation. Chemical characterization of CNEO revealed citral (62.73%) as major component. Successful impregnation of CNEO inside chitosan nanoemulsion was confirmed through SEM, AFM and FTIR analyses. In vitro release study showed biphasic release profile with initial burst followed by sustained release of CNEO from chitosan nanomatrix. Ne-CNEO exhibited enhancement in in vitro antifungal, antiaflatoxigenic (0.16 µL/mL) and antioxidant activity over CNEO. The antifungal and antiaflatoxigenic mechanism of action of Ne-CNEO was associated with inhibition of ergosterol biosynthesis, increased leakage of cellular contents, and impairment in cellular methylglyoxal biosynthesis. In silico modeling validated interaction of citral with Ver-1 and Omt-A proteins, confirming the molecular action for inhibition of AFB1 production. In situ investigation suggested remarkable protection of S. cumini seeds against fungal inhabitation, AFB1 production and lipid peroxidation without affecting organoleptic attributes. Furthermore, higher mammalian non-toxicity strengthens the application of Ne-CNEO as safe nano-green and smart preservative in place of adversely affecting synthetic preservatives in emerging food, agriculture and pharmaceutical industries.


Assuntos
Quitosana , Cymbopogon , Óleos Voláteis , Aflatoxina B1 , Animais , Antifúngicos/química , Antifúngicos/farmacologia , Aspergillus flavus , Quitosana/química , Quitosana/farmacologia , Fungos , Mamíferos , Óleos Voláteis/química , Óleos Voláteis/farmacologia
2.
Eur J Med Chem ; 45(8): 3439-45, 2010 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-20546981

RESUMO

Based on reported antileishmanial activity of naturally occurring alkaloid piperine and amino acid esters, their conjugates were synthesized by the hydrolysis of piperine to piperic acid followed by reaction with amino acid methyl esters. These conjugates were further converted to compounds with free carboxyl group and those with reduced double bonds. The synthesized compounds were evaluated for activity against promastigote and amastigote forms of L. donovani in vitro. All the compounds showed better activity than either piperine or the amino acid methyl esters. Piperoyl-valine methyl ester was the most active compound showing an IC50 of 0.075 mM against the amastigotes. Two active compounds were evaluated for in vivo activity in golden hamster model of leishmaniasis.


Assuntos
Alcaloides/química , Aminoácidos/síntese química , Aminoácidos/farmacologia , Antiprotozoários/síntese química , Antiprotozoários/farmacologia , Benzodioxóis/química , Leishmania donovani/efeitos dos fármacos , Piperidinas/química , Alcamidas Poli-Insaturadas/química , Aminoácidos/química , Aminoácidos/toxicidade , Animais , Antiprotozoários/química , Antiprotozoários/uso terapêutico , Domínio Catalítico , Cricetinae , Ésteres/química , Humanos , Concentração Inibidora 50 , Leishmaniose/tratamento farmacológico , Masculino , Modelos Moleculares
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