Do Equol’s C-ring Hydrogens Contribute to Free Radical Scavenging?
Ana Amić, Dejan Milenković, Jasmina Dimitrić Marković, Zoran Marković (DOI: 10.24874/jsscm.2020.01.05)
Free radical scavenging potency of physiologically active equol molecule, derived by gut microbiota from soy isoflavone daidzein, was investigated by using M06-2X/6-311++G(d,p) level of theory, accompanied with the TST and Eckart tunneling corrections for the estimation of rate constants. Phenolic hydrogens of equol are recognized as much more abstractable than C-ring hydrogens. This finding is opposite to the one very recently suggested, but in accordance with well-known facts related to the flavonoid chemistry and phenolic O−H vs C−H reactivity.