A Mechanictic Insight into Superoxide Scavenging by Hydroxycinnamic Acid Derivatives Involving Caffeic Acid through Proton-coupled Electron Transfer| Chapter 6 | Current Topics and Emerging Issues in Chemical Science Vol. 1

 This research explains a mechanistic insight into scavenging of superoxide radical anion (O2•-) by (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid (caffeic acid), top-secret as a hydroxycinnamic acid (HCA) derivatives. With the aid of bulk functional hypothesis (DFT) calculations, the responsiveness to stimuli of caffeic acid toward electrogenerated O2•- was examined utilizing cyclic voltammetry, in seated position electrolytic electron spin reverberation spectrometry, and in situ electrolytic ultraviolet-seeable spectrometry in N,N-dimethylformamide (DMF). Caffeic acid appears to change the quasi-erratic redox of dioxygen/ O2•-, indicating that it scavenges O2•-  by proton-connected electron transfer.  Experimental evidence from corresponding studies with added HCAs has shown that the ortho-diphenol (catechol) subdivision rather than the acryloyl group mediates the reactivities of caffeic acid toward O2•-. The electrochemical and DFT calculations in DMF indicated that the catechol subdivision serves as the intermediary in a related two-proton-coupled energized matter transfer pathway. This arrangement exemplifies the better movement of caffeic acid's O2•- scavenging.

Author(s) Details:

Tatsushi Nakayama,
Department of Pharmacy, Gifu Pharmaceutical University, Daigaku-Nishi, Gifu-501-1196, Japan.

Bunji Uno,
Faculty of Pharmacy, Gifu University of Medical Science, 4-3-3 Nijigaoka, Kani 509-0923, Gifu, Japan.

Please see the link here: https://stm.bookpi.org/CTEICS-V1/article/view/11132