relation: http://publicatio.bibl.u-szeged.hu/10062/ title: Biomimetic synthesis and HPLC–ECD analysis of the isomers of dracocephins A and B creator: Ilkei Viktor creator: Spaits András creator: Prechl Anita creator: Szigetvári Áron creator: Béni Zoltán creator: Dékány Miklós creator: Szántay Csaba, ifj. creator: Müller Judit creator: Könczöl Árpád creator: Szappanos Ádám creator: Mándi Attila creator: Antus Sándor creator: Martins Ana creator: Hunyadi Attila creator: Balogh György Tibor creator: Kalaus György creator: Bölcskei Hedvig creator: Hazai László creator: Kurtán Tibor description: Starting from racemic naringenin ((±)-1), a mixture of dracocephin A stereoisomers 6-(2”-pyrrolidinone-5”-yl)naringenin (±)-2a–d and its regioisomer, dracocephin B 8-(2”-pyrrolidinone-5”-yl)naringenin (±)-3a–d originally isolated from Dracocephalum rupestre, have been synthesized in a one-pot reaction. The separation of 2a–d and 3a–d was achieved by preparative HPLC. The four stereoisomers of each natural product were separated by analytical chiral HPLC and their absolute configuration was studied by the combination of HPLC–ECD measurements and TDDFT–ECD calculations. The synthesized flavonoid alkaloids were further characterized by physicochemical and in vitro pharmacological studies. date: 2016 type: Folyóiratcikk type: PeerReviewed format: text identifier: http://publicatio.bibl.u-szeged.hu/10062/1/1860_5397_12_247_u.pdf identifier: Ilkei Viktor; Spaits András; Prechl Anita; Szigetvári Áron; Béni Zoltán; Dékány Miklós; Szántay Csaba, ifj.; Müller Judit; Könczöl Árpád; Szappanos Ádám; Mándi Attila; Antus Sándor; Martins Ana; Hunyadi Attila; Balogh György Tibor; Kalaus György; Bölcskei Hedvig; Hazai László; Kurtán Tibor: Biomimetic synthesis and HPLC–ECD analysis of the isomers of dracocephins A and B. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 12. pp. 2523-2534. ISSN 1860-5397 (2016) identifier: doi:10.3762/bjoc.12.247 relation: 3143287 language: eng