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Angiotensin-converting enzyme inhibitory and antioxidant activities of enzymatically synthesized phenolic and vitamin glycosides

Rajachristu, Einstein Charles and Thangavel, Ponrasu and Ramaiah, Sivakumar and Soundar, Divakar (2009) Angiotensin-converting enzyme inhibitory and antioxidant activities of enzymatically synthesized phenolic and vitamin glycosides. Biotechnology and Applied Biochemistry, 52. pp. 177-184.

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Amyloglucosidase from Rhizopus mould and β-glucosidase from sweet almond were employed for the preparation of phenolic and vitamin glycosides of vanillin, Nvanillylnonanamide, DL-dopa, dopamine, curcumin, atocopherol (vitamin E), pyridoxine (vitamin B6), ergocalciferol (vitamin D2), thiamin (vitamin B,) and riboflavin (vitamin B2). Approx. 20 enzymatically prepared phenolic and vitamin glycosides were subjected to ACE (angiotensin-converting enzyme) inhibition activity measurements, and 14 glycosides were tested for antioxidant activities. Both phenolic and vitamin glycosides exhibited IC50 values for ACE inhibition in the 0.52 ±0.03-3.33 ±0.17 mM range and antioxidant activities ranging from 0.8 ±0.04 to 1.18 ± 0.06 mM. Comparable ACE inhibition values were observed between free phenols and vitamin glycosides. However, antioxidant activities of glycosides were, in general, lesser than those of free phenols. Best ICS0 value for ACE inhibition were observed for I l-0-(D-fructofur-anosyl)thiamin (0.52 ± 0.03 mM), 3- hydroxy-4-0-(6-D-sorbitol)phenylalanine (0.56 ± 0.03 mM), 4-0-(β-D-glucopyranosyl)vanillin (0.61 ± 0.03 mM), 4-0-(Dgal- actopyranosyl)vanillin (0.61 ±0.03 mM) and pyridoxine- D-glucoside (0.84 ± 0.04 mM). Similarly, best IC50, values for antioxidant activity were observed for 1,7-0-(bis-β-Dglucopyranosyl) curcumin (0.8 ± 0.04 mM), 4-0-(β-Dglucopyranosyl) vanillin (0.9 ±0.05 mM), 3-hydroxy-4-0-(β- D-galactopyranosyl-(l’—►4)β-D-glucopyranosyl) phenylalanine (0.9 ± 0.05 mM), 20-O-(Dglucopyranosyl) ergocalciferol (0.9 ± 0.05 mM) and dopamine-D-galactoside (0.93 ± 0.05 mM).

Item Type: Article
Uncontrolled Keywords: angiotensin-converting enzyme inhibition (ACE inhibition), antioxidant activity, bioactivity, enzymatic synthesis, phenolic glycoside, vitamin glycoside Abbreviations used: ACE, angiotensin-converting enzyme; BHA, butylated hydroxyl anisole; DPPH, 2,2-diphenyl-1 -picrylhydrazyl; HHL, hippuryl-t-histidyl-L-leucine; HSQCE heteronuclear single-quantum coherence transfer.
Subjects: 600 Technology > 08 Food technology > 16 Nutritive value > 05 Enzymes
600 Technology > 08 Food technology > 32 Antioxidants
Divisions: Fermentation Technology and Bioengineering
Depositing User: Food Sci. & Technol. Information Services
Date Deposited: 19 Jun 2009 04:03
Last Modified: 28 Dec 2011 10:10
URI: http://ir.cftri.com/id/eprint/9101

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