PMID- 34598043
OWN - NLM
STAT- MEDLINE
DCOM- 20211115
LR  - 20211115
IS  - 1873-3700 (Electronic)
IS  - 0031-9422 (Linking)
VI  - 192
DP  - 2021 Dec
TI  - The antioxidant potential of retrochalcones isolated from liquorice root: A 
      comparative DFT study.
PG  - 112964
LID - S0031-9422(21)00313-7 [pii]
LID - 10.1016/j.phytochem.2021.112964 [doi]
AB  - Polyphenolic compounds are known to exhibit potent antioxidant properties owing 
      to the presence of various phenolic groups. The present study reports the 
      antioxidant potentials of six retrochalcones, namely echinatin, and licochalcone 
      A, B, C, D and E, isolated from the root of the Glycyrrhiza species, toward 
      various reactive oxygen and nitrogen species. Different mechanistic pathways, 
      viz. hydrogen atom transfer (HAT), single electron transfer (SET), single 
      electron transfer followed by proton transfer (SET-PT), and sequential proton 
      loss electron transfer (SPLET), have been considered. In addition, two other 
      pathways, i.e. sequential double proton loss electron transfer (SdPLET) and 
      sequential proton loss hydrogen atom transfer (SPLHAT), which are significant for 
      the scavenging of reactive species by the mono-deprotonated forms of 
      retrochalcones, have also been considered. All the calculations were performed 
      using density functional theory at the B3LYP/6-311++G** level in the gas phase 
      and in aqueous solution. The results suggest the predominance of the HAT 
      mechanism in the gas phase, while in aqueous solution, the SPLET mechanism is 
      thermodynamically favored. The possibility of SdPLET increases at higher pH.
CI  - Copyright (c) 2021 Elsevier Ltd. All rights reserved.
FAU - Mittal, Ankit
AU  - Mittal A
AD  - Computational Chemistry Laboratory, Department of Chemistry, University of Delhi, 
      Delhi, 110007, India.
FAU - Kakkar, Rita
AU  - Kakkar R
AD  - Computational Chemistry Laboratory, Department of Chemistry, University of Delhi, 
      Delhi, 110007, India. Electronic address: rkakkar@chemistry.du.ac.in.
LA  - eng
PT  - Journal Article
DEP - 20210929
PL  - England
TA  - Phytochemistry
JT  - Phytochemistry
JID - 0151434
RN  - 0 (Antioxidants)
RN  - 0 (Phenols)
RN  - 0 (Protons)
SB  - IM
MH  - *Antioxidants
MH  - *Glycyrrhiza
MH  - Phenols
MH  - Protons
MH  - Thermodynamics
OTO - NOTNLM
OT  - Antioxidant activity
OT  - Fabaceae
OT  - Glycyrrhiza species
OT  - Licochalcones
OT  - Reactive oxygen and nitrogen species
OT  - Retrochalcones
EDAT- 2021/10/02 06:00
MHDA- 2021/11/16 06:00
CRDT- 2021/10/01 20:29
PHST- 2021/06/22 00:00 [received]
PHST- 2021/09/22 00:00 [revised]
PHST- 2021/09/22 00:00 [accepted]
PHST- 2021/10/02 06:00 [pubmed]
PHST- 2021/11/16 06:00 [medline]
PHST- 2021/10/01 20:29 [entrez]
AID - S0031-9422(21)00313-7 [pii]
AID - 10.1016/j.phytochem.2021.112964 [doi]
PST - ppublish
SO  - Phytochemistry. 2021 Dec;192:112964. doi: 10.1016/j.phytochem.2021.112964. Epub 
      2021 Sep 29.