Novel C-9, 9'-O-acyl esters of (-)-carinol as free-radical scavengers and xanthine oxidase enzyme inhibitors: synthesis and biological evaluation.

New compounds with hydrophyllic esters of (-)-carinol were synthesized and evaluated as xanthine oxidase enzyme inhibitors and antioxidants. Aliphatic esterfication of C-9,9'-OH groups of (-)-carinol resulted in lowering antioxidant and xanthine oxidase inhibitory activities. However certain aromatic acyl esters considerably improved the xathine oxidase inhibition. Aromatic esterification with electron withdrawing substitutions would preferred for improvement in XOD inhibition while retaining radical scavenging activity, electron withdrawing substitution led to the loss of free radical scavenging property and neutral substituents decrease the enzyme inhibitory potential.

Citation

Praveen Kumar Suryadevara, Hari Babu Tatipaka, Rama Subba Rao Vidadala, Ashok K Tiwari, Janaswamy Madhusudana Rao, Katragadda Suresh Babu. Novel C-9, 9'-O-acyl esters of (-)-carinol as free-radical scavengers and xanthine oxidase enzyme inhibitors: synthesis and biological evaluation. Medicinal chemistry (Shāriqah (United Arab Emirates)). 2013 Feb;9(1):100-3

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PMID: 22762167

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