A new kaempferol glycoside with antioxidant activity from Chenopodium ambrosioides growing in Egypt

Theodor Bilharz Research Institute

Bibliographic Information

Authors: Ghareeb M.A.; Saad A.M.; Abdou A.M.; Refahy L.A.-G.; Ahmed W.S.

Journal: Oriental Journal of Chemistry

Publisher: Oriental Scientific Publishing Company

Publication Date: 18 December 2016

Volume / Issue: Volume 32 / Issue 6

Pages: 3053–3061

ISSN: 0970020X

DOI: 10.13005/ojc/320626

Scopus: View on Scopus

Document Type: Article

Access: All Open Access; Hybrid Gold Open Access

Authors and Affiliations

Ghareeb M.A., Medicinal Chemistry Department, Theodor Bilharz Research Institute, Kornaish El-Nile, Warrak El-Hadar, Imbaba, 12411, Giza, Egypt; Saad A.M., Medicinal Chemistry Department, Theodor Bilharz Research Institute, Kornaish El-Nile, Warrak El-Hadar, Imbaba, 12411, Giza, Egypt; Abdou A.M., Medicinal Chemistry Department, Theodor Bilharz Research Institute, Kornaish El-Nile, Warrak El-Hadar, Imbaba, 12411, Giza, Egypt; Refahy L.A.-G., Medicinal Chemistry Department, Theodor Bilharz Research Institute, Kornaish El-Nile, Warrak El-Hadar, Imbaba, 12411, Giza, Egypt; Ahmed W.S., Medicinal Chemistry Department, Theodor Bilharz Research Institute, Kornaish El-Nile, Warrak El-Hadar, Imbaba, 12411, Giza, Egypt, Department of Chemistry, College of Science and Arts, Shaqra University, Sajir, Saudi Arabia

Abstract

The current study aimed to identify the chemical constituents of Chenopodium ambrosioides (Linn.), and the assessment of the in vitro antioxidant activity of the different extracts and pure isolates. Methods: The antioxidant activity was estimated via free radical scavenging and phosphomolybdenum assays. Structure elucidation of pure compounds was achieved via UV, IR, 1H & 13C-NMR, 1H-1H COSY, HMQC, and HMBC, spectroscopy. Bioassay-guided fractionation and isolation of the n-butanol fraction led to the isolation of a new kaempferol glycoside namely; kaempferol 3-O-α-L-1C4-rhamnosyl-(1‴→2″)-β-D-4C1-xylopyranoside (1), together with five known compounds identified as; kaempferol 3-O-α-L-1C4-rhamnopyranoside (afzelin) (2), kaempferol 7-O-α-L-1C4-rhamnopyranoside (3), caffeic acid (4), 1,2-benzopyrone (coumarin) (5), and kaempferol (6). Compound (1) showed in vitro antioxidant activity of SC50 12.45 μg/ml, compared to ascorbic acid (AA) with SC50 of 7.50 μg/ml. It can conclude that the leaves of C. ambrosioides can be used as promising natural antioxidant agents. © 2016, Oriental Scientific Publishing Company. All rights reserved.

Keywords

2D-NMR; Antioxidant; Chenopodiaceae; Chenopodium ambrosioides; DPPH; Kaempferol 3-O-α-L-<sup>1</sup>C<sub>4</sub>-rhamnosyl-(1‴→2″)-β-D-<sup>4</sup>C<sub>1</sub>-xylopyranoside

Citation Information

Scopus Citations: 35

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