PMID- 34931599
OWN - NLM
STAT- MEDLINE
DCOM- 20230117
LR  - 20230329
IS  - 1538-0254 (Electronic)
IS  - 0739-1102 (Linking)
VI  - 41
IP  - 4
DP  - 2023 Mar
TI  - DFT analysis and in silico exploration of drug-likeness, toxicity prediction, 
      bioactivity score, and chemical reactivity properties of the urolithins.
PG  - 1168-1177
LID - 10.1080/07391102.2021.2017350 [doi]
AB  - Urolithins (Uro) are human microflora-derived metabolites of ellagic acid and 
      ellagitannins. It has been shown to be a powerful modulator of oxidative stress, 
      agents with potential anti-inflammatory, antiproliferative, and antiaging 
      properties. The present study aimed to explore the drug-likeness, toxicity, and 
      bioactivity score of urolithins that were required to be considered oral 
      drug-active using the web-based softwares, Molinspiration, and protox_II. In 
      addition, the chemical reactivity descriptors of the urolithins (Uro A, Uro B, 
      Uro, C, Uro D) were also determined through density functional (DFT) 
      calculations. Furthermore, electrostatic potential (MEP), natural bonds orbitals 
      (NBO), HOMO-LUMO energies, chemical reactivity descriptors, dipole moment, and 
      Fukui functions of all the urolithins were investigated by resorting the 
      conceptual of DFT at the M06-2X/6-311++G (d, p) basis set as a tool to analyse 
      and comprehend the molecular interaction. The results showed that all the 
      urolithins comply with the Lipinski's rule of five and have biological activity. 
      According to the toxicity predictions, Uro A, Uro C, and Uro D belong to class 4 
      while Uro B belongs to class 6. The chemical reactivity and stability features of 
      the investigated compounds were evaluated using global chemical reactivity 
      descriptors calculated from the Frontier Molecular Orbitals (FMOs) energies gap, 
      which revealed that the stability order of the molecules was Uro B > Uro C > Uro 
      D > Uro A. The present findings indicate that the urolithins could be a promising 
      candidate for development into a therapeutic medication.Communicated by Ramaswamy 
      H. Sarma.
FAU - Hussein, Yousif Taha
AU  - Hussein YT
AUID- ORCID: 0000-0001-6399-0118
AD  - Medical Laboratory Science, Technical College of Applied Sciences, Research 
      Center, Sulaimani Polytechnic University, Sulaimani, Iraq.
FAU - Azeez, Yousif Hussein
AU  - Azeez YH
AUID- ORCID: 0000-0001-5357-7856
AD  - Department of Physics, College of Science, Halabja University, Halabja, Iraq.
LA  - eng
PT  - Journal Article
DEP - 20211221
PL  - England
TA  - J Biomol Struct Dyn
JT  - Journal of biomolecular structure & dynamics
JID - 8404176
RN  - 0 (Anti-Inflammatory Agents)
SB  - IM
MH  - Humans
MH  - *Anti-Inflammatory Agents
OTO - NOTNLM
OT  - Fukui functions
OT  - Urolithin
OT  - bioactivity score
OT  - density functional theory (DFT)
OT  - drug-likeness
OT  - frontier molecular orbitals (FMOs)
EDAT- 2021/12/22 06:00
MHDA- 2023/01/18 06:00
CRDT- 2021/12/21 08:40
PHST- 2021/12/22 06:00 [pubmed]
PHST- 2023/01/18 06:00 [medline]
PHST- 2021/12/21 08:40 [entrez]
AID - 10.1080/07391102.2021.2017350 [doi]
PST - ppublish
SO  - J Biomol Struct Dyn. 2023 Mar;41(4):1168-1177. doi: 
      10.1080/07391102.2021.2017350. Epub 2021 Dec 21.