Please use this identifier to cite or link to this item:
https://open.uns.ac.rs/handle/123456789/20015
Title: | Hybrid and bioactive cocrystals of pyrazinamide with hydroxybenzoic acids: Detailed study of structure, spectroscopic characteristics, other potential applications and noncovalent interactions using SAPT | Authors: | Al-Otaibi Jamelah S. Mary Y. Sheena Armaković Stevan Thomas Renjith |
Issue Date: | 2019 | Journal: | Journal of Molecular Structure | Abstract: | © 2019 Elsevier B.V. Three cocrystals of pyrazinamide (PYZ) with 2,4-dihydroxy benzoic acid (2,4HBA-PYZ), 2,6-dihydroxybenzoic acid (2,6HBA-PYZ) and 3,5-dihydroxybenzoic acid (3,5HBA-PYZ) are investigated by computational simulations. DFT calculations have been performed in order to understand the reactive properties of molecules that constitute the cocrystals. These calculations were followed by symmetry-adapted perturbation theory (SAPT) simulations to understand the interactions between molecules of the studied cocrystals. Molecular Dynamics (MD) simulations helped us to identify possible excipient substances. The ring vibrational modes have small variations during the cocrystal formation, while changes were observed in the peaks of the associated functional groups. Most reactive sites are identified by MEP maps. From the DFT analysis, we found that N–H⋯N intra molecular hydrogen between the N atom of pyrazine and H–N of amide produces conformational rigidity in the pyrazine ring in the co-crystal assembly of 2,4HBA-PYZ and 2,6HBA-PYZ but not for 3,5HBA-PYZ. The polarization nature of the functional groups was predicted by VCD spectra. Molecular docking results imply that the cocrystals might exhibit inhibitory activity against mycobacterium tuberculosis type II and against methylenetetrahydrofolate reductase and can be formulated as new anti-TB drug. The system showed fairly good light harvesting efficiency (LHE); hence, could be used in photovoltaic systems for energy conversion. Among the three cocrystal systems 2,4HBA-PYZ is a better candidate to be used in DSSC's. | URI: | https://open.uns.ac.rs/handle/123456789/20015 | ISSN: | 0022-2860 | DOI: | 10.1016/j.molstruc.2019.127316 |
Appears in Collections: | PMF Publikacije/Publications |
Show full item record
SCOPUSTM
Citations
55
checked on May 10, 2024
Page view(s)
10
Last Week
7
7
Last month
0
0
checked on May 10, 2024
Google ScholarTM
Check
Altmetric
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.