Isoquercitrin Esters with Mono- or Dicarboxylic Acids: Enzymatic Preparation and Properties

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388971%3A_____%2F16%3A00462004" target="_blank" >RIV/61388971:_____/16:00462004 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.3390/ijms17060899" target="_blank" >http://dx.doi.org/10.3390/ijms17060899</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.3390/ijms17060899" target="_blank" >10.3390/ijms17060899</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Isoquercitrin Esters with Mono- or Dicarboxylic Acids: Enzymatic Preparation and Properties

Popis výsledku v původním jazyce

A series of isoquercitrin (quercetin-3-O-beta-D-glucopyranoside) esters with mono-or dicarboxylic acids was designed to modulate hydro-and lipophilicity and biological properties. Esterification of isoquercitrin was accomplished by direct chemoenzymatic reaction using Novozym 435 (lipase from Candida antarctica), which accepted C-5- to C-12-dicarboxylic acids; the shorter ones, such as oxalic (C-2), malonic (C-3), succinic (C-4) and maleic (C-4) acids were not substrates of the lipase. Lipophilicity of monocarboxylic acid derivatives, measured as log P, increased with the chain length. Esters with glutaric and adipic acids exhibited hydrophilicity, and the dodecanedioic acid hemiester was more lipophilic. All derivatives were less able to reduce Folin-Ciocalteau reagent (FCR) and scavenge DPPH (1,1-diphenyl-2-picrylhydrazyl) than isoquercitrin; ABTS (2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid)) radical-scavenging activity was comparable.

Název v anglickém jazyce

Isoquercitrin Esters with Mono- or Dicarboxylic Acids: Enzymatic Preparation and Properties

Popis výsledku anglicky

A series of isoquercitrin (quercetin-3-O-beta-D-glucopyranoside) esters with mono-or dicarboxylic acids was designed to modulate hydro-and lipophilicity and biological properties. Esterification of isoquercitrin was accomplished by direct chemoenzymatic reaction using Novozym 435 (lipase from Candida antarctica), which accepted C-5- to C-12-dicarboxylic acids; the shorter ones, such as oxalic (C-2), malonic (C-3), succinic (C-4) and maleic (C-4) acids were not substrates of the lipase. Lipophilicity of monocarboxylic acid derivatives, measured as log P, increased with the chain length. Esters with glutaric and adipic acids exhibited hydrophilicity, and the dodecanedioic acid hemiester was more lipophilic. All derivatives were less able to reduce Folin-Ciocalteau reagent (FCR) and scavenge DPPH (1,1-diphenyl-2-picrylhydrazyl) than isoquercitrin; ABTS (2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid)) radical-scavenging activity was comparable.

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CE - Biochemie

OECD FORD obor

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Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2016

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

International Journal of Molecular Sciences

ISSN

1422-0067

e-ISSN

—

Svazek periodika

17

Číslo periodika v rámci svazku

6

Stát vydavatele periodika

CH - Švýcarská konfederace

Počet stran výsledku

12

Strana od-do

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Kód UT WoS článku

000378799300113

EID výsledku v databázi Scopus

2-s2.0-84973320224