Academic Journal
ON THE MODELING THE FORMATION OF FLAVONOID OXIDATION DIMERIC PRODUCTS
| Title: | ON THE MODELING THE FORMATION OF FLAVONOID OXIDATION DIMERIC PRODUCTS |
|---|---|
| Authors: | Игорь (Igor') Георгиевич (Georgievich) Зенкевич (Zenkevich), Татьяна (Tat'yana) Ивановна (Ivanovna) Пушкарева (Pushkareva) |
| Source: | chemistry of plant raw material; No 3 (2018); 185-197 Химия растительного сырья; № 3 (2018); 185-197 |
| Publisher Information: | Altai State University, 2018. |
| Publication Year: | 2018 |
| Subject Terms: | 4-Изопропилфенол, димерные продукты, 0301 basic medicine, 0303 health sciences, oxidation, dimeric products, флавоноиды, 4-Isopropyl phenol, хинонметидные интермедиаты, кверцетин, quercetin, 3. Good health, 03 medical and health sciences, nucleophylic addition, flavonoids, окисление, нуклеофильное присоединение, quinon methide intermediate |
| Description: | Dimeric products of the oxidation of flavonoids (including most abundant of them – quercetin) are observed rather often even in the dilute aqueous solutions. For explaining the formation of such products the free-radical and electrochemical oxidation of simpler substrate – 4-isopropyl phenol – is considered. It is shown that the products of these processes correspond with the formation of quinone methide intermediate. The formation of similar intermediates seems to be possible at the oxidation of natural flavonoids. The principal chemical property of quinone methides is conjugated addition of various nucleophylic reagents, including water, as well as the initial phenolic compounds. Just this reaction allows explaining the formation of dimeric oxidation products of both 4-isopropyl phenol and flavonoids.For identification of 4-isopropyl phenol oxidation products the technique of HPLC-MS-MS (mass numbers of most abundant signals of mass spectra) combined with evaluations of hydrophobicity factors and ground state energies of supposed reaction products were used. |
| Document Type: | Article Other literature type |
| File Description: | application/pdf |
| ISSN: | 1029-5143 1029-5151 |
| DOI: | 10.14258/jcprm.2018033589 |
| Access URL: | http://journal.asu.ru/cw/article/download/3589/3354 http://journal.asu.ru/cw/article/view/3589 http://journal.asu.ru/cw/article/view/3589 http://journal.asu.ru/cw/article/download/3589/3354 |
| Rights: | CC BY |
| Accession Number: | edsair.doi.dedup.....b4bfd13f5ddf0361e482b6370a2b9ee7 |
| Database: | OpenAIRE |
| ISSN: | 10295143 10295151 |
|---|---|
| DOI: | 10.14258/jcprm.2018033589 |