Synthetic nicotinic/isonicotinic thiosemicarbazides: In vitro urease inhibitory activities and molecular docking studies

A series of eighteen 1,3,4-oxadiazole derivatives have been synthesized by treating aromatic acid hydrazides with carbon disulfide in ethanolic potassium hydroxide yielding potassium salts of 1,3,4-oxadiazoles. Upon neutralization with 1 N hydrochloric acid yielded crude crystals of 1,3,4-oxadiazoles, which were purified by recrystallization in boiling methanol. The synthesized 1,3,4-oxadiazoles derivatives were evaluated in vitro for their urease inhibitory activities, most of the investigated compounds were potent inhibitors of Jack bean urease. The molecular docking studies were performed by docking them into the crystal structure of Jack bean urease to observe the mode of interaction of synthesized compounds. The synthesized compounds were also tested for antibacterial and antioxidant activities and some derivatives exhibited very promising results.

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Synthesis, urease inhibitory activities, and molecular docking studies of two Cu(II) complexes

Journal of Coordination Chemistry ◽

10.1080/00958972.2011.634006 ◽

2011 ◽

Vol 64 (22) ◽

pp. 3960-3968 ◽

Cited By ~ 3

Author(s):

YongMing Cui ◽

WeiTu Liu ◽

Yang Liu ◽

Wu Chen ◽

Yuguang Li

Keyword(s):

Molecular Docking ◽

Docking Studies ◽

Molecular Docking Studies ◽

Inhibitory Activities ◽

Urease Inhibitory

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

Medicinal Chemistry Research ◽

10.1007/s00044-019-02341-5 ◽

2019 ◽

Vol 28 (6) ◽

pp. 873-883 ◽

Cited By ~ 2

Author(s):

Momin Khan ◽

Ghulam Ahad ◽

Abdul Manaf ◽

Reshma Naz ◽

Syed Roohul Hussain ◽

...

Keyword(s):

Molecular Docking ◽

Inhibitory Activity ◽

Docking Studies ◽

Molecular Docking Studies ◽

Urease Inhibitory

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Two new flavonoids and anticancer activity of Hymenosporum flavum: in vitro and molecular docking studies

Journal of Herbmed Pharmacology ◽

10.34172/jhp.2021.52 ◽

2021 ◽

Vol 10 (4) ◽

pp. 443-458

Author(s):

Rehab Fikry Taher ◽

Ahmed A. Al-Karmalawy ◽

Ahmed I. Abd El Maksoud ◽

Hany Khalil ◽

Amr Hassan ◽

...

Keyword(s):

Molecular Docking ◽

Cytotoxic Activity ◽

Plant Extract ◽

Docking Studies ◽

Spectrometric Analysis ◽

Cytotoxic Activities ◽

Molecular Docking Studies ◽

Qrt Pcr ◽

Inhibitory Activities

Introduction: Hymenosporum flavum (Hook.) F. Muell. is the sole species within the genus Hymenosporum is known for its antimicrobial activity. The current study aims to examine the prospective activity of H. flavum as a safe supporter of sorafenib (as a reference standard) against hepatocellular carcinoma (HCC). Methods: Isolation and identification of compounds were made by chromatographic and spectroscopic methods. A fingerprint for the plant extract was done using HPLC-MS/MS spectrometric analysis. The total plant extract was examined in vitro for HCC activity. The isolated flavonoids were examined for their cytotoxic activities using molecular docking studies against both RAF-1 and ERK-2, and the promising compounds were further examined in vitro using quantitative reverse transcription-polymerase chain reaction (qRT-PCR). Results: Two new flavonols were isolated from the leaf extract of H. flavum (Hook.) F. Muell., quercetin-3-O-(glucopyranosyl 1→2 ribopyranoside) (1) and kaempferol-3-O-(glucopyranosyl 1→2 ribopyranoside) (2), accompanying other six known flavonoids (3-8), and identified via spectroscopic analysis. Moreover, HPLC- PDA/MS/MS spectrometric analysis revealed the presence of seventy phenolic metabolites. The cytotoxic activity of the plant extract confirmed its potential action on HepG2 cells indicated by the production level of lactate dehydrogenase (LDH) upon treatment compared with the normal cells. The isolated flavonoids were examined for their cytotoxic activity using molecular docking studies against both RAF-1 and ERK-2 as proposed mechanisms of their anticancer activities. Furthermore, compounds 1 and 3, which showed the best in silico results, were further examined in vitro using qRT-PCR. They exhibited promising inhibitory activities against both RAF-1 and ERK-2 gene expression. Moreover, they showed promising cytotoxic activities indicated by the MTT assay. Also, both of them improved the efficiency of sorafenib in targeting both RAF-1 and ERK-2 pathways suggesting synergistic combinations. Conclusion: Our findings showed the potential cytotoxic activity of H. flavum extract on HepG2 cells. Some isolated compounds (1 & 3) exhibited promising inhibitory activities against both RAF-1 and ERK-2 gene expression giving a lead future study for these compounds to be used in pharmaceutical preparations either alone or in combination with sorafenib.

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Synthesis, in vitro urease inhibitory activity, and molecular docking studies of thiourea and urea derivatives

Bioorganic Chemistry ◽

10.1016/j.bioorg.2018.06.007 ◽

2018 ◽

Vol 80 ◽

pp. 129-144 ◽

Cited By ~ 10

Author(s):

Bilquees Bano ◽

Kanwal ◽

Khalid Mohammed Khan ◽

Arif Lodhi ◽

Uzma Salar ◽

...

Keyword(s):

Molecular Docking ◽

Inhibitory Activity ◽

Docking Studies ◽

Urea Derivatives ◽

Molecular Docking Studies ◽

Urease Inhibitory

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Synthesis, Molecular Docking, and In Vitro Investigation of 1,1'-Diaryl- 3,3'-(p-phenylenedicarbonyl) dithioureas as Urease Inhibitors

Letters in Organic Chemistry ◽

10.2174/1570178616666191004111058 ◽

2020 ◽

Vol 17 (4) ◽

pp. 254-259

Author(s):

Hummera Rafique ◽

Fizza Tahira ◽

Syeda Zar Afshan ◽

Muhammad Naseem ◽

Naghmana Kausar ◽

...

Keyword(s):

Molecular Docking ◽

Binding Mode ◽

Docking Studies ◽

Inhibitor Binding ◽

In Vitro Investigation ◽

Urease Enzyme ◽

Inhibitory Activities ◽

Urease Inhibitory ◽

High Yields

Synthesis of some 1,1'-diaryl-3,3'-(p-phenylenedicarbonyl)dithioureas was accomplished in two steps. Dithioureas were prepared under inert conditions with significantly high yields. Inhibitory activity of dithiourea compounds was investigated against urease enzyme. All the synthesized compounds were evaluated for their urease inhibitory activities, and molecular docking studies were carried out to ascertain the inhibitor binding mode with the enzyme. All the compounds displayed moderate to significant urease inhibitory activities.

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