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Flavonoid Glycosides from Siparuna gigantotepala Leaves and Their Antioxidant Activity.
Chem Pharm Bull (Tokyo). 2016; 64(5):502-6.CP

Abstract

Two new flavonol glycosides were isolated from the leaves of Siparuna gigantotepala. Their structures were determined to be kaempferol 3-O-β-xylopyranosyl-(1→2)-α-arabinofuranoside (1) and kaempferol 3,7-di-O-methyl-4'-O-α-rhamnopyranosyl-(1→2)-β-glucopyranoside (2). In addition, three known flavonol glycosides, rutin (3), kaempferol 3-O-rutinoside (4), and kaempferol 3,7-di-O-methyl-4'-O-rutinoside (5), and three flavonol aglycones, quercetin (6), kaempferol 3,7-dimethyl ether (7), and kaempferol 3,7,4'-trimethyl ether (8), were also isolated and are reported here for the first time in this species. The structures of compounds 1 and 2 were established on the basis of their LC-MS and one- and two-dimensional (1D)- and (2D)-NMR spectroscopic analyses, combined with acid methanolysis and silylation of sugar moieties for GC-MS. Evaluation of the antioxidant activity, conducted in the 96-well plate format, showed that the flavonoids isolated possess strong 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical-scavenging activity and moderate oxygen radical absorption capacity.

Authors+Show Affiliations

Research Group on Natural Products and Food (GIPNA), Department of Chemistry, Faculty of Natural and Exact Sciences, Ed. 320, Of 2096. Ciudad Universitaria-Meléndez, Universidad del Valle.No affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

27150483

Citation

Torres Castañeda, Harlen Gerardo, et al. "Flavonoid Glycosides From Siparuna Gigantotepala Leaves and Their Antioxidant Activity." Chemical & Pharmaceutical Bulletin, vol. 64, no. 5, 2016, pp. 502-6.
Torres Castañeda HG, Colmenares Dulcey AJ, Isaza Martínez JH. Flavonoid Glycosides from Siparuna gigantotepala Leaves and Their Antioxidant Activity. Chem Pharm Bull (Tokyo). 2016;64(5):502-6.
Torres Castañeda, H. G., Colmenares Dulcey, A. J., & Isaza Martínez, J. H. (2016). Flavonoid Glycosides from Siparuna gigantotepala Leaves and Their Antioxidant Activity. Chemical & Pharmaceutical Bulletin, 64(5), 502-6. https://doi.org/10.1248/cpb.c15-00788
Torres Castañeda HG, Colmenares Dulcey AJ, Isaza Martínez JH. Flavonoid Glycosides From Siparuna Gigantotepala Leaves and Their Antioxidant Activity. Chem Pharm Bull (Tokyo). 2016;64(5):502-6. PubMed PMID: 27150483.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Flavonoid Glycosides from Siparuna gigantotepala Leaves and Their Antioxidant Activity. AU - Torres Castañeda,Harlen Gerardo, AU - Colmenares Dulcey,Ana Julia, AU - Isaza Martínez,José Hipólito, PY - 2016/5/7/entrez PY - 2016/5/7/pubmed PY - 2017/1/25/medline SP - 502 EP - 6 JF - Chemical & pharmaceutical bulletin JO - Chem Pharm Bull (Tokyo) VL - 64 IS - 5 N2 - Two new flavonol glycosides were isolated from the leaves of Siparuna gigantotepala. Their structures were determined to be kaempferol 3-O-β-xylopyranosyl-(1→2)-α-arabinofuranoside (1) and kaempferol 3,7-di-O-methyl-4'-O-α-rhamnopyranosyl-(1→2)-β-glucopyranoside (2). In addition, three known flavonol glycosides, rutin (3), kaempferol 3-O-rutinoside (4), and kaempferol 3,7-di-O-methyl-4'-O-rutinoside (5), and three flavonol aglycones, quercetin (6), kaempferol 3,7-dimethyl ether (7), and kaempferol 3,7,4'-trimethyl ether (8), were also isolated and are reported here for the first time in this species. The structures of compounds 1 and 2 were established on the basis of their LC-MS and one- and two-dimensional (1D)- and (2D)-NMR spectroscopic analyses, combined with acid methanolysis and silylation of sugar moieties for GC-MS. Evaluation of the antioxidant activity, conducted in the 96-well plate format, showed that the flavonoids isolated possess strong 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical-scavenging activity and moderate oxygen radical absorption capacity. SN - 1347-5223 UR - https://www.unboundmedicine.com/medline/citation/27150483/Flavonoid_Glycosides_from_Siparuna_gigantotepala_Leaves_and_Their_Antioxidant_Activity_ L2 - https://doi.org/10.1248/cpb.c15-00788 DB - PRIME DP - Unbound Medicine ER -