Pregled bibliografske jedinice broj: 346962
A comparative study on the antioxidant and biological activities of carvacrol, thymol and eugenol derivatives
A comparative study on the antioxidant and biological activities of carvacrol, thymol and eugenol derivatives // Journal of agricultural and food chemistry, 56 (2008), 11; 3989-3996 doi:10.1021/jf073272v (međunarodna recenzija, članak, znanstveni)
CROSBI ID: 346962 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
A comparative study on the antioxidant and biological activities of carvacrol, thymol and eugenol derivatives
Autori
Mastelić, Josip ; Jerković, Igor ; Blažević, Ivica ; Poljak-Blaži, Marija ; Borović, Suzana ; Ivančić-Baće, Ivana ; Smrečki, Vilko ; Žarković, Neven ; Brčić-Kostić, Krunoslav ; Vikić-Topić, Dražen ; Mueller, Norbert
Izvornik
Journal of agricultural and food chemistry (0021-8561) 56
(2008), 11;
3989-3996
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
Carvacrol; eugenol; thymol; hydroxymethyl derivatives; diarylmethane derivative; antioxidant activity; antiproliferative activity; antimicrobial activity; antiyeast activity
Sažetak
Four derivatives of thymol, carvacrol, and eugenol were synthesized: 4-(hydroxymethyl)-5-isopropyl- 2-methylphenol, 4, 4′ -methylenebis(5-isopropyl-2-methyl)phenol, 4-allyl-6-(hydroxymethyl)-2-methox- yphenol, and 4-(hydroxymethyl)-2-isopropyl-5-methylphenol. The obtained derivatives showed remarkably better antioxidative properties according to 1, 1-diphenyl-2-picrylhydrazyl assay (50% inhibitory concentrations ) 4– 156 µ ; g/mL) and Rancimat assay (protection factors ) 1.55– 5.84) when compared with parent compounds and values similar to or better than those of butylated hydroxy- toluene and vitamin C. At concentrations of 10 mM carvacrol derivatives had no toxic effect on viability of Escherichia coli K-12 (determined by minimum inhibitory concentrations). Other phenol derivatives showed reduced cytotoxic effect on E. coli K-12 at concentrations of 2– 5 mM on the basis of 50% lethal dose measurements. In comparison with the parent compounds, phenol derivatives showed reduced cytotoxic effect for Saccharomyces cerevisiae cells (determined by yeast colony reduction). On the other hand, the majority of synthesized compounds had dose-dependent antiproliferative effects on human uterine carcinoma cells (HeLa), which makes them potentially interesting for the adjuvant experimental cancer treatments. The 4, 4′ -methylenebis(5-isopropyl-2-methyl)phenol derivative of carvacrol showed lower inhibiting capacity also for the HeLa cells, which makes this particular derivative attractive as an effi cient antioxidant with negligible cytotoxic effects.
Izvorni jezik
Engleski
Znanstvena područja
Kemija, Biologija, Temeljne medicinske znanosti
POVEZANOST RADA
Projekti:
098-0982929-2917 - Spektroskopija NMR i modeliranje bioaktivnih molekula (Plavšić, Dejan, MZOS ) ( CroRIS)
011-0982929-1329 - Eterična ulja i arome-biološki aktivni spojevi i njihove modifikacije (Radonić, Ani, MZOS ) ( CroRIS)
098-0982464-2519 - Lipidi, slobodni radikali i njihovi glasnici u integrativnoj onkologiji (Žarković, Neven, MZOS ) ( CroRIS)
098-0982913-2867 - Uloga rekombinacije u popravku DNA i evoluciji genoma (Brčić-Kostić, Krunoslav, MZOS ) ( CroRIS)
108-0000000-0028 - Oksidacijski stres i tumori središnjeg živčanog sustava (Žarković, Kamelija, MZOS ) ( CroRIS)
108-0532264-0048 - Hepatocelularni tumori (Ćorić, Marijana, MZOS ) ( CroRIS)
119-1191196-1201 - Organizacija, funkcija i mehanizmi evolucije biljnog genoma (Besendorfer, Višnja, MZOS ) ( CroRIS)
Ustanove:
Kemijsko-tehnološki fakultet, Split,
Institut "Ruđer Bošković", Zagreb,
Medicinski fakultet, Zagreb,
Prirodoslovno-matematički fakultet, Zagreb
Profili:
Suzana Borović Šunjić
(autor)
Marija Poljak-Blaži
(autor)
Ivana Ivančić Baće
(autor)
Ivica Blažević
(autor)
Dražen Vikić-Topić
(autor)
Krunoslav Brčić-Kostić
(autor)
Neven Žarković
(autor)
Igor Jerković
(autor)
Vilko Smrečki
(autor)
Josip Mastelić
(autor)
Citiraj ovu publikaciju:
Časopis indeksira:
- Current Contents Connect (CCC)
- Web of Science Core Collection (WoSCC)
- Science Citation Index Expanded (SCI-EXP)
- SCI-EXP, SSCI i/ili A&HCI
- Scopus