Please use this identifier to cite or link to this item: https://ir.swu.ac.th/jspui/handle/123456789/14256
ชื่อเรื่อง: Antioxidant, cytotoxicity, and QSAR study of 1-Adamantylthio derivatives of 3-picoline and phenylpyridines
ผู้แต่ง: Worachartcheewan A.
Prachayasittikul S.
Pingaew R.
Nantasenamat C.
Tantimongcolwat T.
Prachayasittikul S.R.
Prachayasittikul V.
Keywords: 1,1 diphenyl 2 picrylhydrazyl
picoline derivative
pyridine derivative
superoxide
antioxidant activity
article
biological activity
cytotoxicity
dipole
drug structure
electrophilicity
energy
molecular weight
proton nuclear magnetic resonance
quantitative structure activity relation
quantum chemistry
วันที่เผยแพร่: 2012
บทคัดย่อ: A series of isomeric α-And β-(1-Adamantylthio) pyridines were previously documented to possess interesting antimicrobial and antimalarial activities. In this study, the antioxidant and cytotoxic potentials of 1-Adamantylthio-3-methyl and 2-,3-,4-phenylpyridines (1-10) were investigated. The tested compounds were shown to exhibit interesting superoxide (SOD)-And free radical (DPPH)-scavenging activities as well as cytotoxic activities. Particularly, β-(1-Adamantylthio)-4-phenylpyridine (8) was shown to be the most potent antioxidant and cytotoxic compound. QSAR studies revealed that dipole moment (l) and electrophilic index (xi) were the most important descriptors accounting for the observed SOD activities. Compounds with high l and xi values were observed to display high SOD activity. Inversely, compounds with the lowest atomic polarizability (MATS4p) exhibited the highest DPPH activity. Other quantum chemical descriptors such as atomic masses (GATS4m), xi, and LUMO energy were also well correlated with cytotoxicity. The findings demonstrated that thiopyridine 8 is a potential lead compound that should be further investigated in drug discovery efforts. The QSAR results offer good prospect for the rational design of novel compounds with robust bioactivities. © Springer Science+Business Media, LLC 2011.
URI: https://ir.swu.ac.th/jspui/handle/123456789/14256
https://www.scopus.com/inward/record.uri?eid=2-s2.0-84878504136&doi=10.1007%2fs00044-011-9903-y&partnerID=40&md5=afe1c8b495e00631c728cf760dbb1887
ISSN: 10542523
Appears in Collections:Scopus 1983-2021

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