Aziafor, Kelphina;
Ruparelia, Ketan;
Moulds, Brandon;
Zloh, Mire;
Parish, Tanya;
Brucoli, Federico;
(2024)
Design and Synthesis of Pyridyl and 2-Hydroxyphenyl Chalcones with Antitubercular Activity.
Molecules
, 29
(19)
p. 4539.
10.3390/molecules29194539.
Preview |
Text
molecules-29-04539-v2.pdf - Published Version Download (1MB) | Preview |
Abstract
A focussed library of pyridyl and 2-hydroxyphenyl chalcones were synthesized and tested for growth inhibitory activity against Mycobacterium tuberculosis H37Rv, and normal and cancer breast cell lines. Pyridyl chalcones bearing lipophilic A-ring, e.g., dichloro-phenyl-(14), pyrene-1-yl (20)- and biphenyl-4-yl (21) moieties were found to be the most potent of the series inhibiting the growth of M. tuberculosis H37Rv with IC90 values ranging from 8.9–28 µM. Aryl chalcones containing a 3-methoxyphenyl A-ring and either p-Br-phenyl (25) or p-Cl-phenyl (26) B-rings showed an IC90 value of 28 µM. Aryl-chalcones were generally less toxic to HepG2 cells compared to pyridyl-chalcones. Dose-dependent antiproliferative activity against MDA468 cells was observed for trimethoxy-phenyl (16) and anthracene-9-yl (19) pyridyl-chalcones with IC50 values of 0.7 and 0.3 µM, respectively. Docking studies revealed that chalone 20 was predicted to bind to the M. tuberculosis protein tyrosine phosphatases B (PtpB) with higher affinity compared to a previously reported PtpB inhibitor.
| Type: | Article |
|---|---|
| Title: | Design and Synthesis of Pyridyl and 2-Hydroxyphenyl Chalcones with Antitubercular Activity |
| Open access status: | An open access version is available from UCL Discovery |
| DOI: | 10.3390/molecules29194539 |
| Publisher version: | http://dx.doi.org/10.3390/molecules29194539 |
| Language: | English |
| Additional information: | © 2024 by the Authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
| Keywords: | chalcones; claisen condensation; mycobacterium tuberculosis; breast cancer; protein tyrosine phosphatase B (Mbt PtpB) |
| UCL classification: | UCL UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy > Pharma and Bio Chemistry |
| URI: | https://discovery.ucl.ac.uk/id/eprint/10198632 |
Archive Staff Only
 |
View Item |
