Chemical Constituents and Antioxidant Activity of Teucrium barbeyanum Aschers

The different extracts of the aerial parts of Teucrium barbeyanum Aschers. were investigated for the chemical constituents and antioxidant activities. The chemical investigation of the plant led to the isolation of eleven known compounds through column chromatography in which nine were flavonoids...

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Main Authors: A. Alwahsh, Mohamed Ali, Khairuddean, Melati, Wong, Keng Chong
Format: Article
Language:English
Published: ACG Publications 2015
Subjects:
Online Access:http://eprints.usm.my/38438/1/Chemical_Constituents_and_Antioxidant_Activity_of.pdf
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author A. Alwahsh, Mohamed Ali
Khairuddean, Melati
Wong, Keng Chong
author_facet A. Alwahsh, Mohamed Ali
Khairuddean, Melati
Wong, Keng Chong
author_sort A. Alwahsh, Mohamed Ali
collection USM
description The different extracts of the aerial parts of Teucrium barbeyanum Aschers. were investigated for the chemical constituents and antioxidant activities. The chemical investigation of the plant led to the isolation of eleven known compounds through column chromatography in which nine were flavonoids and the other two were simple phenolic compounds. The compounds were characterized using NMR techniques (1H, 13C, DEPT- 135 and 90, COSY, HMQC, HMBC and NOESY), UV spectroscopy and EI/ESI spectrometry. The isolated compounds were identified as 5-hydroxy-3,6,7,4�-tetramethoxyflavone (1), salvigenin (2), 5-hydroxy-6,7,3�,4�- tetramethoxyflavone (3), chrysosplenetin (4), cirsilineol (5), cirsimaritin (6), cirsiliol (7), apigenin (8) and luteolin (9), in addition to methyl caffeate (10) and 4-hydroxybenzoic acid (11). The antioxidant activity of the extracts was evaluated using 2,2-Diphenyl-1-picrylhydrazyl (DPPH), 2,2�-Azino-bis(3-ethylbenzothiazoline-6- sulfonic acid) diammonium salt (ABTS) and ferric reducing antioxidant power (FRAP) methods. Ethyl acetate and butanol extracts showed comparable antioxidant activity to known antioxidants; trolox and ascorbic acid and the highest total phenolic and flavonoid contents. The active components were extracted efficiently in 70% aqueous methanol after defatting procedure. This is the first time the aforementioned compounds are isolated from this plant, and there has been no previous report on the biological studies on this species.
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spelling usm.eprints-384382018-01-19T01:47:18Z http://eprints.usm.my/38438/ Chemical Constituents and Antioxidant Activity of Teucrium barbeyanum Aschers A. Alwahsh, Mohamed Ali Khairuddean, Melati Wong, Keng Chong QD1-999 Chemistry The different extracts of the aerial parts of Teucrium barbeyanum Aschers. were investigated for the chemical constituents and antioxidant activities. The chemical investigation of the plant led to the isolation of eleven known compounds through column chromatography in which nine were flavonoids and the other two were simple phenolic compounds. The compounds were characterized using NMR techniques (1H, 13C, DEPT- 135 and 90, COSY, HMQC, HMBC and NOESY), UV spectroscopy and EI/ESI spectrometry. The isolated compounds were identified as 5-hydroxy-3,6,7,4�-tetramethoxyflavone (1), salvigenin (2), 5-hydroxy-6,7,3�,4�- tetramethoxyflavone (3), chrysosplenetin (4), cirsilineol (5), cirsimaritin (6), cirsiliol (7), apigenin (8) and luteolin (9), in addition to methyl caffeate (10) and 4-hydroxybenzoic acid (11). The antioxidant activity of the extracts was evaluated using 2,2-Diphenyl-1-picrylhydrazyl (DPPH), 2,2�-Azino-bis(3-ethylbenzothiazoline-6- sulfonic acid) diammonium salt (ABTS) and ferric reducing antioxidant power (FRAP) methods. Ethyl acetate and butanol extracts showed comparable antioxidant activity to known antioxidants; trolox and ascorbic acid and the highest total phenolic and flavonoid contents. The active components were extracted efficiently in 70% aqueous methanol after defatting procedure. This is the first time the aforementioned compounds are isolated from this plant, and there has been no previous report on the biological studies on this species. ACG Publications 2015 Article PeerReviewed application/pdf en http://eprints.usm.my/38438/1/Chemical_Constituents_and_Antioxidant_Activity_of.pdf A. Alwahsh, Mohamed Ali and Khairuddean, Melati and Wong, Keng Chong (2015) Chemical Constituents and Antioxidant Activity of Teucrium barbeyanum Aschers. Records of Natural Products, 9 (1). pp. 159-163. ISSN 1307-6167 http://www.acgpubs.org/RNP/2015/Volume9/Issue%201/15-RNP-1310-434.pdf
spellingShingle QD1-999 Chemistry
A. Alwahsh, Mohamed Ali
Khairuddean, Melati
Wong, Keng Chong
Chemical Constituents and Antioxidant Activity of Teucrium barbeyanum Aschers
title Chemical Constituents and Antioxidant Activity of Teucrium barbeyanum Aschers
title_full Chemical Constituents and Antioxidant Activity of Teucrium barbeyanum Aschers
title_fullStr Chemical Constituents and Antioxidant Activity of Teucrium barbeyanum Aschers
title_full_unstemmed Chemical Constituents and Antioxidant Activity of Teucrium barbeyanum Aschers
title_short Chemical Constituents and Antioxidant Activity of Teucrium barbeyanum Aschers
title_sort chemical constituents and antioxidant activity of teucrium barbeyanum aschers
topic QD1-999 Chemistry
url http://eprints.usm.my/38438/1/Chemical_Constituents_and_Antioxidant_Activity_of.pdf
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