PMID- 31404793
OWN - NLM
STAT- MEDLINE
DCOM- 20201016
LR  - 20201016
IS  - 1090-2120 (Electronic)
IS  - 0045-2068 (Linking)
VI  - 91
DP  - 2019 Oct
TI  - Synthesis of novel (R)-4-fluorophenyl-1H-1,2,3-triazoles: A new class of 
      alpha-glucosidase inhibitors.
PG  - 103182
LID - S0045-2068(19)30452-3 [pii]
LID - 10.1016/j.bioorg.2019.103182 [doi]
AB  - Diabetes is a non-communicable disease, which occurs either due to the lack of 
      insulin or the inability of the human body to recognize it. The recent data 
      indicates an increase in the trend of people diagnosed with Type 2 diabetes 
      mellitus (T2DM). alpha-Glucosidase inhibitors are known to reduce the impact of 
      carbohydrates on blood glucose level and prevent the digestion of carbohydrates. 
      alpha-glucosidase inhibitors hold great potential for the treatment of T2DM. In 
      search of better alpha-glucosidase inhibitors, a series of novel 
      (R)-4-fluorophenyl-1H-1,2,3-triazole derivatives were synthesized (6 and 8a-n) 
      and evaluated for their alpha-glucosidase inhibitory activity in vitro. All new 
      compounds were characterized by (1)H NMR, (13)C NMR, (19)F NMR, ESI-MS, and where 
      applicable by single crystal X-ray diffraction (8 m). A preliminary 
      structure-activity relationship suggested that the presence of 1H-1,2,3-triazole 
      ring in (R)-4-fluorophenyl-1H-1,2,3-triazole derivatives has remarkable 
      contribution in the overall activity. Molecular docking studies were carried out 
      to investigate the binding mode of compounds within the active site of the 
      alpha-glucosidase enzyme. Docking results are in complete agreement with the 
      experimental finding. This study unravelled a new class of triazole derivatives 
      with alpha-glucosidase inhibitory activity.
CI  - Copyright (c) 2019 Elsevier Inc. All rights reserved.
FAU - Avula, Satya Kumar
AU  - Avula SK
AD  - Natural and Medical Sciences Research Center, University of Nizwa, P.O. Box 33, 
      Postal Code 616, Birkat Al Mauz, Nizwa, Oman.
FAU - Khan, Ajmal
AU  - Khan A
AD  - Natural and Medical Sciences Research Center, University of Nizwa, P.O. Box 33, 
      Postal Code 616, Birkat Al Mauz, Nizwa, Oman.
FAU - Halim, Sobia Ahsan
AU  - Halim SA
AD  - Natural and Medical Sciences Research Center, University of Nizwa, P.O. Box 33, 
      Postal Code 616, Birkat Al Mauz, Nizwa, Oman.
FAU - Al-Abri, Zahra
AU  - Al-Abri Z
AD  - Natural and Medical Sciences Research Center, University of Nizwa, P.O. Box 33, 
      Postal Code 616, Birkat Al Mauz, Nizwa, Oman.
FAU - Anwar, Muhammad U
AU  - Anwar MU
AD  - Natural and Medical Sciences Research Center, University of Nizwa, P.O. Box 33, 
      Postal Code 616, Birkat Al Mauz, Nizwa, Oman.
FAU - Al-Rawahi, Ahmed
AU  - Al-Rawahi A
AD  - Natural and Medical Sciences Research Center, University of Nizwa, P.O. Box 33, 
      Postal Code 616, Birkat Al Mauz, Nizwa, Oman.
FAU - Csuk, Rene
AU  - Csuk R
AD  - Organic Chemistry, Martin-Luther-University Halle-Wittenberg, Kurt-Mothes-Str. 2, 
      d-06120 Halle (Saale), Germany.
FAU - Al-Harrasi, Ahmed
AU  - Al-Harrasi A
AD  - Natural and Medical Sciences Research Center, University of Nizwa, P.O. Box 33, 
      Postal Code 616, Birkat Al Mauz, Nizwa, Oman. Electronic address: 
      aharrasi@unizwa.edu.om.
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20190802
PL  - United States
TA  - Bioorg Chem
JT  - Bioorganic chemistry
JID - 1303703
RN  - 0 (Glycoside Hydrolase Inhibitors)
RN  - 0 (Triazoles)
RN  - EC 3.2.1.20 (alpha-Glucosidases)
SB  - IM
MH  - Drug Design
MH  - Glycoside Hydrolase Inhibitors/*chemical synthesis/*pharmacology
MH  - Humans
MH  - Molecular Docking Simulation
MH  - Molecular Structure
MH  - Structure-Activity Relationship
MH  - Triazoles/*chemistry
MH  - alpha-Glucosidases/*chemistry
OTO - NOTNLM
OT  - (R)-4-fluorophenyl-1H-1,2,3-triazoles
OT  - Molecular docking studies
OT  - Synthesis
OT  - X-ray crystallography
OT  - alpha-Glucosidase inhibitor
EDAT- 2019/08/14 06:00
MHDA- 2020/10/21 06:00
CRDT- 2019/08/13 06:00
PHST- 2019/03/22 00:00 [received]
PHST- 2019/07/04 00:00 [revised]
PHST- 2019/08/01 00:00 [accepted]
PHST- 2019/08/14 06:00 [pubmed]
PHST- 2020/10/21 06:00 [medline]
PHST- 2019/08/13 06:00 [entrez]
AID - S0045-2068(19)30452-3 [pii]
AID - 10.1016/j.bioorg.2019.103182 [doi]
PST - ppublish
SO  - Bioorg Chem. 2019 Oct;91:103182. doi: 10.1016/j.bioorg.2019.103182. Epub 2019 Aug 
      2.