Details der Publikation - Synthesis, in vitro urease inhibitory activity, and molecular docking studies of (perfluorophenyl)hydrazone derivatives

Synthesis, in vitro urease inhibitory activity, and molecular docking studies of (perfluorophenyl)hydrazone derivatives

Abstract A series of (perfluorophenyl)hydrazone derivatives 1–27 were synthesized by the condensation reaction of (perfluorophenyl)hydrazine with a variety of benzaldehydes. Compounds were structurally characterized by various spectroscopic techniques. All compounds were screened for their urease inhibitory activity which revealed that most of the analogs exhibited significant urease inhibitory activity in the range of $ IC_{50} $ = 14.09 ± 0.23–78.69 ± 1.56 µM as compare to the standard thiourea ($ IC_{50} $ = 21.10 ± 0.31 µM). Amongst active compounds, derivatives 2 ($ IC_{50} $ = 14.23 ± 0.21 µM), 5 ($ IC_{50} $ = 16.78 ± 0.33 µM), 7 ($ IC_{50} $ = 15.59 ± 0.60 µM), 9 ($ IC_{50} $ = 20.18 ± 0.78 µM), 10 ($ IC_{50} $ = 16.13 ± 0.93 µM), and 11 ($ IC_{50} $ = 14.09 ± 0.23 µM) showed potent inhibitory activity better than the standard thiourea. A limited structure-activity relationship (SAR) was established by rationalized the effect of different groups on the inhibitory potential. Molecular docking study was performed to understand the binding modes of active analogs into the active site of urease enzyme..

Medienart:	E-Artikel

Erscheinungsjahr:	2019
Erschienen:	2019

Enthalten in:	Zur Gesamtaufnahme - volume:28
Enthalten in:	Medicinal chemistry research - 28(2019), 6 vom: 16. Apr., Seite 873-883

Sprache:	Englisch

Beteiligte Personen:	Khan, Momin [VerfasserIn] Ahad, Ghulam [VerfasserIn] Manaf, Abdul [VerfasserIn] Naz, Reshma [VerfasserIn] Hussain, Syed Roohul [VerfasserIn] Deeba, Farah [VerfasserIn] Shah, Sana [VerfasserIn] Khan, Ajmal [VerfasserIn] Ali, Majid [VerfasserIn] Zaman, Khair [VerfasserIn] Zafar, Salman [VerfasserIn] Salar, Uzma [VerfasserIn] Hameed, Abdul [VerfasserIn] Khan, Khalid Mohammed [VerfasserIn]

Links:	Volltext [lizenzpflichtig]

Themen:	(Perfluorophenyl)hydrazones Molecular docking Schiff bases Structure-activity relationship Synthesis Urease inhibition

Anmerkungen:	© Springer Science+Business Media, LLC, part of Springer Nature 2019

doi:	10.1007/s00044-019-02341-5

funding:
Förderinstitution / Projekttitel:

PPN (Katalog-ID):	OLC2096116481

Internformat


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520			\|a Abstract A series of (perfluorophenyl)hydrazone derivatives 1–27 were synthesized by the condensation reaction of (perfluorophenyl)hydrazine with a variety of benzaldehydes. Compounds were structurally characterized by various spectroscopic techniques. All compounds were screened for their urease inhibitory activity which revealed that most of the analogs exhibited significant urease inhibitory activity in the range of $ IC_{50} $ = 14.09 ± 0.23–78.69 ± 1.56 µM as compare to the standard thiourea ($ IC_{50} $ = 21.10 ± 0.31 µM). Amongst active compounds, derivatives 2 ($ IC_{50} $ = 14.23 ± 0.21 µM), 5 ($ IC_{50} $ = 16.78 ± 0.33 µM), 7 ($ IC_{50} $ = 15.59 ± 0.60 µM), 9 ($ IC_{50} $ = 20.18 ± 0.78 µM), 10 ($ IC_{50} $ = 16.13 ± 0.93 µM), and 11 ($ IC_{50} $ = 14.09 ± 0.23 µM) showed potent inhibitory activity better than the standard thiourea. A limited structure-activity relationship (SAR) was established by rationalized the effect of different groups on the inhibitory potential. Molecular docking study was performed to understand the binding modes of active analogs into the active site of urease enzyme.
650		4	\|a Synthesis
650		4	\|a (Perfluorophenyl)hydrazones
650		4	\|a Schiff bases
650		4	\|a Urease inhibition
650		4	\|a Structure-activity relationship
650		4	\|a Molecular docking
700	1		\|a Ahad, Ghulam \|4 aut
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700	1		\|a Khan, Khalid Mohammed \|4 aut
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Synthesis, in vitro urease inhibitory activity, and molecular docking studies of (perfluorophenyl)hydrazone derivatives

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