In-silico design, synthesis, ADMET studies and biological evaluation of novel derivatives of Chlorogenic acid against Urease protein and H. Pylori bacterium

BMC Chemistry
Ritu Kataria, Anurag Khatkar

Abstract

Plants have always played important role in treating human and animal diseases as a therapeutic agent for traditional medicine. Through extensive research throughout the world, potential of natural products have been identified to control the over activity of many enzymes. In-silico screening a library of chlorogenic acid derivatives highlighted some novel compounds which were found effective against urease enzyme and cancer causing H. Pylori bacterium. Selected top ligands possessing minimum binding energy and good docking score were synthesized in wet lab by suitable procedure and evaluated for urease enzyme inhibition and free radical scavenging property. Synthetic scheme includes three step reactions i. e protection of hydroxyl group of quinic acid part of chlorogenic acid with lactonisation process, anilide formation by reaction with substituted anilines followed by extraction with ethyl acetate under vacuum and deprotection of hydroxyl groups by treatment with hydrochloric acid. In-vitro results of the series concluded that compounds C4a, C4d and C4b (IC50 11.01 ± 0.013, 13.8 ± 0.041 and 15.86 ± 0.004 µM respectively in urease inhibition and 5.10 ± 0.018, 5.34 ± 0.007 and 6.01 ± 0.005 µM in antioxidant property against DP...Continue Reading

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Citations

Jun 11, 2020·Journal of the Science of Food and Agriculture·Wafa A Al-MegrinManal El-Khadragy
Dec 11, 2019·Molecular Biology Reports·Mohamed A DkhilSaleh Al-Quraishy
Mar 4, 2021·Journal of Agricultural and Food Chemistry·Fazlurrahman KhanYoung-Mog Kim
Aug 8, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Uzma ArshadTahir Mehmood

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Methods Mentioned

BETA
interaction studies
X-ray

Software Mentioned

Graphpad prism
ChemOffice
Chemdraw Ultra
Maestro
OPLS
OPUS
Quikprop
Graph Pad Prism
Qikprop
maestro package

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