Access to the substituted benzyl-1,2,3-triazolyl hesperetin derivatives expressing antioxidant and anticancer effects

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389030%3A_____%2F17%3A00476348" target="_blank" >RIV/61389030:_____/17:00476348 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61989592:15310/17:73584389

Výsledek na webu

<a href="http://dx.doi.org/10.1016/j.arabjc.2015.10.004" target="_blank" >http://dx.doi.org/10.1016/j.arabjc.2015.10.004</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.arabjc.2015.10.004" target="_blank" >10.1016/j.arabjc.2015.10.004</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Access to the substituted benzyl-1,2,3-triazolyl hesperetin derivatives expressing antioxidant and anticancer effects

Popis výsledku v původním jazyce

Azide-alkyne cycloaddition was attempted to generate a flavanone hesperetin based phenyl substituted 1,2,3-triazolyls as semi-synthetic natural product derivatives utilizing coppercatalyzed click chemistry. All final compounds were analyzed for their in vitro antioxidant abilities using DPPH and ABTS bioassay. Moreover, cancerous cell inhibitory prospect of titled compounds was screened against cervical cancer cell lines, HeLa and CaSki and an ovarian cancer cell line SK-OV- 3 implementing SRB assay. Bearable toxicity of 6a-s was examined employing Madin-Darby canine kidney (MDCK) non-cancer cell line. Overall, 6a-s indicated remarkable antioxidant power in scavenging DPPH center dot and ABTS(center dot+), particularly, an analog 6o with meta-methoxy substituent showed most potent radical scavenging activity, whereas scaffolds 6d with para-fluoro, 6k with ortho-methyl, and 6o with meta-methoxy performed excellently in inhibiting both the cervical cancer cell lines and analog 6q with meta-trifluoromethyl substituent expressed excellent sensitivity toward ovarian cancer cell line. From the structure-activity point of view, nature and position of the electron withdrawing and electron donating functional groups on the phenyl ring attached to the triazole core may contribute to the anticipated antioxidant and anticancer action. Structure of final compounds was adequately confirmed exploring different spectroscopic techniques and elemental analysis in addition to the measurements of some physical properties.

Název v anglickém jazyce

Access to the substituted benzyl-1,2,3-triazolyl hesperetin derivatives expressing antioxidant and anticancer effects

Popis výsledku anglicky

Azide-alkyne cycloaddition was attempted to generate a flavanone hesperetin based phenyl substituted 1,2,3-triazolyls as semi-synthetic natural product derivatives utilizing coppercatalyzed click chemistry. All final compounds were analyzed for their in vitro antioxidant abilities using DPPH and ABTS bioassay. Moreover, cancerous cell inhibitory prospect of titled compounds was screened against cervical cancer cell lines, HeLa and CaSki and an ovarian cancer cell line SK-OV- 3 implementing SRB assay. Bearable toxicity of 6a-s was examined employing Madin-Darby canine kidney (MDCK) non-cancer cell line. Overall, 6a-s indicated remarkable antioxidant power in scavenging DPPH center dot and ABTS(center dot+), particularly, an analog 6o with meta-methoxy substituent showed most potent radical scavenging activity, whereas scaffolds 6d with para-fluoro, 6k with ortho-methyl, and 6o with meta-methoxy performed excellently in inhibiting both the cervical cancer cell lines and analog 6q with meta-trifluoromethyl substituent expressed excellent sensitivity toward ovarian cancer cell line. From the structure-activity point of view, nature and position of the electron withdrawing and electron donating functional groups on the phenyl ring attached to the triazole core may contribute to the anticipated antioxidant and anticancer action. Structure of final compounds was adequately confirmed exploring different spectroscopic techniques and elemental analysis in addition to the measurements of some physical properties.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

30204 - Oncology

Projekt

<a href="/cs/project/LO1204" target="_blank" >LO1204: Udržitelný rozvoj výzkumu v Centru regionu Haná</a><br>

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2017

Kód důvěrnosti údajů

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

Název periodika

Arabian Journal of Chemistry

ISSN

1878-5352

e-ISSN

—

Svazek periodika

10

Číslo periodika v rámci svazku

2

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

10

Strana od-do

157-166

Kód UT WoS článku

000396238000002

EID výsledku v databázi Scopus

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