Didem ŞÖHRETOĞLU, Mahmut Koray SAKAR, Suna Atasayar SABUNCUOĞLU, Hilal ÖZGÜNEŞ, Olov STERNER

9498

Antioxidant galloylated flavonoids from Geranium tuberosum L. subsp. tuberosum

Phytochemical investigations on the most active EtOAc extract led to the isolation of 9 flavonoids [quercetin (1), quercetin 3-O-b-glucopyranoside (2), quercetin 3-O-b-galactopyranoside (3), quercetin 3-O-(2''-O-galloyl)-b-glucopyranoside (4), quercetin 3-O-(2''-O-galloyl)-b-galactopyranoside (5), quercetin 3-O-(6''-O-galloyl)-b-glucopyranoside (6), quercetin 3-O-(6''-O-galloyl)-b-galactopyranoside (7), quercetin-3-O-a -arabinofuranoside (8), and quercetin-3-O-a-rhamnopyranosyl-(1\to 6)-b-glucopyranoside (9)] and a simple phenolic compound (methyl gallate) (10). The structures of the compounds were elucidated by 1- and 2-dimensional NMR techniques (1H, 13C, COSY, HMBC, and HMQC) and ESI-TOF-MS spectrometry. H2O2-induced lipid peroxidation inhibitor effects in human red blood cells of different extracts of G. tuberosum L. subsp. tuberosum aerial parts were also investigated. All the compounds tested showed antioxidant activity.
Anahtar Kelimeler:

G. tuberosum L. subsp. tuberosum, flavonol gallate, flavonoids, methyl gallate, antioxidant.

Antioxidant galloylated flavonoids from Geranium tuberosum L. subsp. tuberosum

Phytochemical investigations on the most active EtOAc extract led to the isolation of 9 flavonoids [quercetin (1), quercetin 3-O-b-glucopyranoside (2), quercetin 3-O-b-galactopyranoside (3), quercetin 3-O-(2''-O-galloyl)-b-glucopyranoside (4), quercetin 3-O-(2''-O-galloyl)-b-galactopyranoside (5), quercetin 3-O-(6''-O-galloyl)-b-glucopyranoside (6), quercetin 3-O-(6''-O-galloyl)-b-galactopyranoside (7), quercetin-3-O-a -arabinofuranoside (8), and quercetin-3-O-a-rhamnopyranosyl-(1\to 6)-b-glucopyranoside (9)] and a simple phenolic compound (methyl gallate) (10). The structures of the compounds were elucidated by 1- and 2-dimensional NMR techniques (1H, 13C, COSY, HMBC, and HMQC) and ESI-TOF-MS spectrometry. H2O2-induced lipid peroxidation inhibitor effects in human red blood cells of different extracts of G. tuberosum L. subsp. tuberosum aerial parts were also investigated. All the compounds tested showed antioxidant activity.
Keywords:

G. tuberosum L. subsp. tuberosum, flavonol gallate, flavonoids, methyl gallate, antioxidant.,

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Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: 6
  • Yayıncı: TÜBİTAK
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