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Spectroscopic characterization and efflux pump modulation of a thiophene curcumin derivative
- Source :
- Journal of Molecular Structure. 1215:128291
- Publication Year :
- 2020
- Publisher :
- Elsevier BV, 2020.
-
Abstract
- Curcumin, along with its derivatives, form a large class of natural and synthetic compounds with notable biological activity. However, their highly reactive β-diketone moiety renders this type of compounds unstable at pH above 6.5. The substitution of this group for a mono-carbonyl solves this problem, while improving antibacterial and anti-inflammatory activities. A thiophene curcuminoid, (1E,4E)-1,5-Di(thiophen-2-yl)penta-1,4-dien-3-one (DB Thiophene), has been synthesised and its molecular and spectroscopic characterization is reported, as well as a complete vibrational assignment. An efflux pump inhibition assay determined that DB Thiophene exhibits a remarkable NorA and MepA efflux pump inhibition activity. Molecular docking studies were carried out in order to understand this inhibition mechanism.
- Subjects :
- Chalcone
010405 organic chemistry
Organic Chemistry
Biological activity
010402 general chemistry
01 natural sciences
Combinatorial chemistry
0104 chemical sciences
Analytical Chemistry
Inorganic Chemistry
chemistry.chemical_compound
chemistry
Docking (molecular)
Curcumin
Thiophene
Moiety
Curcuminoid
Efflux
Spectroscopy
Subjects
Details
- ISSN :
- 00222860
- Volume :
- 1215
- Database :
- OpenAIRE
- Journal :
- Journal of Molecular Structure
- Accession number :
- edsair.doi...........cda141f5ba80302e3534066e138661e5