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Hydroxybenzoic Acids Are Significant Contributors to the Antioxidant Effect of Borututu Bark, Cochlospermum angolensis Welw. ex Oliv.

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ABSTRACT

1234514: Borututu (Cochlospermum angolensis) is an African tree whose bark has recently emerged as a herbal dietary supplement with claims for antioxidant activity. In order to substantiate the claimed activity of borututu supplements, we performed an activity-guided fractionation of the total extract utilizing a 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging assay. Subsequent flash and centrifugal chromatography resulted in the isolation of gallic acid () and protocatechuic acid () as the main antioxidant constituents. Two apocarotenoids and one flavonoid were also isolated from the chloroform fraction and were identified as cochloxanthin (), dihydrocochloxanthin (), and 7,4′-dimethyltaxifolin (), respectively. A High-performance liquid chromatography (HPLC) method was also developed for fingerprinting borututu samples, with Compounds – suggested as chemical markers for quality control purposes.

No MeSH data available.


Chemical structures of phenolic compounds and carotenoids isolated from C. angolensis and biosynthetic relationship of 1 & 2 to ellagic acid.
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antioxidants-06-00009-f004: Chemical structures of phenolic compounds and carotenoids isolated from C. angolensis and biosynthetic relationship of 1 & 2 to ellagic acid.

Mentions: Spectroscopic data from 1H and 13C NMR and MS analysis of 1 and 2 matched reported literature for 3,4,5-trihydroxybenzoic acid (gallic acid, M.W. 170) [20] and 3,4-dihydroxybenzoic acid (protocatechuic acid, M.W. 154), respectively [21]. Additionally, spectroscopic data for 3 and 4 matched those reported for the apocarotenoids cochloxanthin (M.W. 462) and dihydrocochloxanthin (M.W. 464), respectively, previously reported in C. tinctorium [15]. Spectroscopic data for 5 also matched literature values for taxifolin-7,4′-dimethyl ether (M.W. 332) [22]. Thus, to the best of our knowledge, Compounds 1–5 are hereby reported for the first time in C. angolensis (Figure 4).


Hydroxybenzoic Acids Are Significant Contributors to the Antioxidant Effect of Borututu Bark, Cochlospermum angolensis Welw. ex Oliv.
Chemical structures of phenolic compounds and carotenoids isolated from C. angolensis and biosynthetic relationship of 1 & 2 to ellagic acid.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC5384172&req=5

antioxidants-06-00009-f004: Chemical structures of phenolic compounds and carotenoids isolated from C. angolensis and biosynthetic relationship of 1 & 2 to ellagic acid.
Mentions: Spectroscopic data from 1H and 13C NMR and MS analysis of 1 and 2 matched reported literature for 3,4,5-trihydroxybenzoic acid (gallic acid, M.W. 170) [20] and 3,4-dihydroxybenzoic acid (protocatechuic acid, M.W. 154), respectively [21]. Additionally, spectroscopic data for 3 and 4 matched those reported for the apocarotenoids cochloxanthin (M.W. 462) and dihydrocochloxanthin (M.W. 464), respectively, previously reported in C. tinctorium [15]. Spectroscopic data for 5 also matched literature values for taxifolin-7,4′-dimethyl ether (M.W. 332) [22]. Thus, to the best of our knowledge, Compounds 1–5 are hereby reported for the first time in C. angolensis (Figure 4).

View Article: PubMed Central - PubMed

ABSTRACT

1234514: Borututu (Cochlospermum angolensis) is an African tree whose bark has recently emerged as a herbal dietary supplement with claims for antioxidant activity. In order to substantiate the claimed activity of borututu supplements, we performed an activity-guided fractionation of the total extract utilizing a 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging assay. Subsequent flash and centrifugal chromatography resulted in the isolation of gallic acid () and protocatechuic acid () as the main antioxidant constituents. Two apocarotenoids and one flavonoid were also isolated from the chloroform fraction and were identified as cochloxanthin (), dihydrocochloxanthin (), and 7,4′-dimethyltaxifolin (), respectively. A High-performance liquid chromatography (HPLC) method was also developed for fingerprinting borututu samples, with Compounds – suggested as chemical markers for quality control purposes.

No MeSH data available.