PMID- 34014420
OWN - NLM
STAT- MEDLINE
DCOM- 20211206
LR  - 20211214
IS  - 0948-5023 (Electronic)
IS  - 0948-5023 (Linking)
VI  - 27
IP  - 6
DP  - 2021 May 20
TI  - Theoretical investigations on the antioxidant potential of a non-phenolic 
      compound thymoquinone: a DFT approach.
PG  - 173
LID - 10.1007/s00894-021-04795-0 [doi]
AB  - Thymoquinone (TQ) is a natural compound present in black cumin which possesses 
      potent antioxidant activity without having any phenolic hydroxyl group which is 
      responsible for antioxidant activity. In the present study, computational 
      calculation based on density functional theory (DFT) was executed to assess 
      systematically the antioxidant behavior of this compound by considering 
      geometrical characteristics, highest occupied molecular orbital - lowest 
      unoccupied molecular orbital (HOMO-LUMO), and molecular electrostatic potential 
      (MEP) surface. Thermochemical parameters correlated to the leading antioxidant 
      mechanisms such as hydrogen atom transfer (HAT), single electron transfer-proton 
      transfer (SETPT), and sequential proton loss electron transfer (SPLET) were 
      studied in gas and water media. In addition, the changes of thermochemical 
      parameters such as free energy change (∆G) and enthalpy change (∆H) were computed 
      for hydrogen abstraction (HA) from TQ to hydroxyl radical in gas and water phases 
      to investigate its free radical scavenging potency. The low and comparable values 
      of bond dissociation enthalpy (BDE), proton dissociation enthalpy (PDE), 
      ionization potential (IP), proton affinity (PA), and electron transfer enthalpy 
      (ETE) revealed the antioxidant activity. The ∆G and ∆H also indicated apposite 
      thermodynamic evidence in favor of antiradical capability of TQ. The attack of 
      the free radical occurred preferentially at 3CH position of the molecule.
FAU - Hossen, Jewel
AU  - Hossen J
AUID- ORCID: 0000-0003-4365-6272
AD  - Department of Chemistry, Rajshahi University of Engineering & Technology, 
      Rajshahi, Rajshahi, 6204, Bangladesh. jewelhossenruet@gmail.com.
FAU - Ali, M Abbas
AU  - Ali MA
AD  - Department of Chemistry, Rajshahi University of Engineering & Technology, 
      Rajshahi, Rajshahi, 6204, Bangladesh.
FAU - Reza, Sultanur
AU  - Reza S
AD  - Department of Chemistry, Tokyo Metropolitan University, Tokyo, 192-0397, Japan.
LA  - eng
PT  - Journal Article
DEP - 20210520
PL  - Germany
TA  - J Mol Model
JT  - Journal of molecular modeling
JID - 9806569
RN  - 0 (Benzoquinones)
RN  - 0 (Free Radical Scavengers)
RN  - O60IE26NUF (thymoquinone)
SB  - IM
MH  - Benzoquinones/*chemistry
MH  - Free Radical Scavengers/*chemistry
MH  - *Models, Chemical
MH  - Oxidation-Reduction
OTO - NOTNLM
OT  - Antioxidant
OT  - DFT
OT  - Free radical
OT  - Theoretical investigation
OT  - Thymoquinone
EDAT- 2021/05/21 06:00
MHDA- 2021/12/15 06:00
CRDT- 2021/05/20 12:41
PHST- 2021/03/16 00:00 [received]
PHST- 2021/05/11 00:00 [accepted]
PHST- 2021/05/20 12:41 [entrez]
PHST- 2021/05/21 06:00 [pubmed]
PHST- 2021/12/15 06:00 [medline]
AID - 10.1007/s00894-021-04795-0 [pii]
AID - 10.1007/s00894-021-04795-0 [doi]
PST - epublish
SO  - J Mol Model. 2021 May 20;27(6):173. doi: 10.1007/s00894-021-04795-0.