| Autor: |
Móricz ÁM; Plant Protection Institute, HUN-REN Centre for Agricultural Research, Fehérvári út 132-144, 1116 Budapest, Hungary., Baglyas M; Plant Protection Institute, HUN-REN Centre for Agricultural Research, Fehérvári út 132-144, 1116 Budapest, Hungary.; Doctoral School, Semmelweis University, Üllői út 26, 1085 Budapest, Hungary., Darcsi A; Pharmaceutical Chemistry and Technology Department, National Center for Public Health and Pharmacy, Szabolcs utca 33, 1135 Budapest, Hungary., Balla J; Department of Inorganic and Analytical Chemistry, Faculty of Chemical Technology and Biotechnology, Budapest University of Technology and Economics, Szent Gellért tér 4, 1111 Budapest, Hungary., Morlock GE; Institute of Nutritional Science, Chair of Food Science, Justus Liebig University Giessen, Heinrich-Buff-Ring 26-32, 35392 Giessen, Germany. |
| Jazyk: |
angličtina |
| Zdroj: |
Molecules (Basel, Switzerland) [Molecules] 2024 Nov 30; Vol. 29 (23). Date of Electronic Publication: 2024 Nov 30. |
| DOI: |
10.3390/molecules29235673 |
| Abstrakt: |
The stem bark of black locust ( Robinia pseudoacacia L.) was extracted, and nine antioxidant compounds ( R1 - R9 ) were detected by high-performance thin-layer chromatography combined with the radical scavenging 2,2-diphenyl-1-picrylhydrazyl (DPPH•) assay, multi-detection, and heated electrospray high-resolution mass spectrometry. For structure elucidation, the methanolic crude extract was fractionated by solid-phase extraction, and the compounds were isolated by reversed-phase high-performance liquid chromatography with diode array detection. The structures of isolated compounds were elucidated by nuclear magnetic resonance and attenuated total reflectance Fourier-transform infrared spectroscopy as well as gas chromatography-mass spectrometry to determine the double bond position. 3- O -Caffeoyl oleanolic acid ( R1 ), oleyl ( R2 ), octadecyl ( R3 ), gadoleyl ( R4 ), eicosanyl ( R5 ), ( Z )-9-docosenyl ( R6 ), docosyl ( R7 ), tetracosyl ( R8 ), and hexacosanyl ( R9 ) caffeates were identified. While R1 has been reported in R. pseudoacacia stem bark, the known R3 , R5 , R7 , R8 , and R9 are described for the first time in this species, and the R2 , R4 , and R6 are new natural compounds. All nine caffeates demonstrated antioxidant activity. The antioxidant effects of the isolated compounds R1 - R8 were quantified by a microplate DPPH• assay, with values ranging from 0.29 to 1.20 mol of caffeic acid equivalents per mole of isolate. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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