St. Jude Children's Research Hospital, Department of Chemical Biology and Therapeutics, Memphis, TN-38105, USA.
Med Chem. 2013 Feb;9(1):100-3. doi: 10.2174/157340613804488288.
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.
合成了具有亲水性酯基的 (-)-卡醇新化合物，并将其作为黄嘌呤氧化酶抑制剂和抗氧化剂进行了评估。(-)-卡醇的 C-9、9'-OH 基团的脂肪酯化导致抗氧化和黄嘌呤氧化酶抑制活性降低。然而，某些芳酰酯显著改善了黄嘌呤氧化酶抑制作用。芳酯化时，用吸电子取代基取代会更有利于提高 XOD 抑制作用，同时保留自由基清除活性，而吸电子取代基会导致自由基清除性质丧失，中性取代基则会降低酶抑制潜力。
