Synthesis pharmacological evaluation and docking studies of pyrimidine derivatives

A new group of pyrimidine derivatives of indane-1,3-dione were synthesized aiming at the synthesis of new compounds acting as analgesic, anti-inflammatory and antimicrobial activity in a single component. The title compounds (3a-l) were synthesized from chalcone derivatives of indane-1,3-dione (2a-l...

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Veröffentlicht in:European journal of medicinal chemistry 2012-12, Vol.58, p.478-484
Hauptverfasser: Giles, D., Roopa, Karki, Sheeba, F.R., Gurubasavarajaswamy, P.M., Divakar, Goli, Vidhya, Thomas
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container_title European journal of medicinal chemistry
container_volume 58
creator Giles, D.
Roopa, Karki
Sheeba, F.R.
Gurubasavarajaswamy, P.M.
Divakar, Goli
Vidhya, Thomas
description A new group of pyrimidine derivatives of indane-1,3-dione were synthesized aiming at the synthesis of new compounds acting as analgesic, anti-inflammatory and antimicrobial activity in a single component. The title compounds (3a-l) were synthesized from chalcone derivatives of indane-1,3-dione (2a-l) through cyclization reaction with urea. The synthesized compounds were characterized by FT-IR, 1H NMR, mass spectral data, elemental analysis and evaluated for anti-inflammatory, analgesic, antibacterial and antifungal activities. The most active compound 3e, was evaluated for its ulcerogenicity. Good anti-inflammatory property was observed for chlorophenyl substituted pyrimidine derivatives. It mainly binds with Pro 218 of 1CX2, and the ligand could have caused much conformational changes in the protein structure than other derivatives. It also exhibits good analgesic and antimicrobial agent in a single component. Pyrimidine derivatives of indane-1,3-dione were synthesized and evaluated for its anti-inflammatory, analgesic and antimicrobial activity in a single component. Chloro phenyl substituted derivative showed promising activity in a single component. [Display omitted] ► We studied the modification of pyrimidine in 4-position. ► We examine analgesic, anti-inflammatory and antimicrobial activity. ► We compared docking results with anti-inflammatory activity. ► Chloro substituted derivatives showed good pharmacological activity.
doi_str_mv 10.1016/j.ejmech.2012.09.050
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The title compounds (3a-l) were synthesized from chalcone derivatives of indane-1,3-dione (2a-l) through cyclization reaction with urea. The synthesized compounds were characterized by FT-IR, 1H NMR, mass spectral data, elemental analysis and evaluated for anti-inflammatory, analgesic, antibacterial and antifungal activities. The most active compound 3e, was evaluated for its ulcerogenicity. Good anti-inflammatory property was observed for chlorophenyl substituted pyrimidine derivatives. It mainly binds with Pro 218 of 1CX2, and the ligand could have caused much conformational changes in the protein structure than other derivatives. It also exhibits good analgesic and antimicrobial agent in a single component. Pyrimidine derivatives of indane-1,3-dione were synthesized and evaluated for its anti-inflammatory, analgesic and antimicrobial activity in a single component. Chloro phenyl substituted derivative showed promising activity in a single component. 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Drug treatments</topic><topic>Pseudomonas aeruginosa - drug effects</topic><topic>Pyrimidine</topic><topic>Pyrimidines - chemical synthesis</topic><topic>Pyrimidines - chemistry</topic><topic>Pyrimidines - pharmacology</topic><topic>Rats</topic><topic>Rats, Wistar</topic><topic>Staphylococcus aureus - drug effects</topic><topic>Structure-Activity Relationship</topic><topic>Ulcer - chemically induced</topic><topic>Ulcer - drug therapy</topic><topic>Ulcerogenic activity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Giles, D.</creatorcontrib><creatorcontrib>Roopa, Karki</creatorcontrib><creatorcontrib>Sheeba, F.R.</creatorcontrib><creatorcontrib>Gurubasavarajaswamy, P.M.</creatorcontrib><creatorcontrib>Divakar, Goli</creatorcontrib><creatorcontrib>Vidhya, Thomas</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>European journal of medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Giles, D.</au><au>Roopa, Karki</au><au>Sheeba, F.R.</au><au>Gurubasavarajaswamy, P.M.</au><au>Divakar, Goli</au><au>Vidhya, Thomas</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis pharmacological evaluation and docking studies of pyrimidine derivatives</atitle><jtitle>European journal of medicinal chemistry</jtitle><addtitle>Eur J Med Chem</addtitle><date>2012-12-01</date><risdate>2012</risdate><volume>58</volume><spage>478</spage><epage>484</epage><pages>478-484</pages><issn>0223-5234</issn><eissn>1768-3254</eissn><coden>EJMCA5</coden><abstract>A new group of pyrimidine derivatives of indane-1,3-dione were synthesized aiming at the synthesis of new compounds acting as analgesic, anti-inflammatory and antimicrobial activity in a single component. The title compounds (3a-l) were synthesized from chalcone derivatives of indane-1,3-dione (2a-l) through cyclization reaction with urea. The synthesized compounds were characterized by FT-IR, 1H NMR, mass spectral data, elemental analysis and evaluated for anti-inflammatory, analgesic, antibacterial and antifungal activities. The most active compound 3e, was evaluated for its ulcerogenicity. Good anti-inflammatory property was observed for chlorophenyl substituted pyrimidine derivatives. It mainly binds with Pro 218 of 1CX2, and the ligand could have caused much conformational changes in the protein structure than other derivatives. It also exhibits good analgesic and antimicrobial agent in a single component. Pyrimidine derivatives of indane-1,3-dione were synthesized and evaluated for its anti-inflammatory, analgesic and antimicrobial activity in a single component. Chloro phenyl substituted derivative showed promising activity in a single component. [Display omitted] ► We studied the modification of pyrimidine in 4-position. ► We examine analgesic, anti-inflammatory and antimicrobial activity. ► We compared docking results with anti-inflammatory activity. ► Chloro substituted derivatives showed good pharmacological activity.</abstract><cop>Kidlington</cop><pub>Elsevier Masson SAS</pub><pmid>23159805</pmid><doi>10.1016/j.ejmech.2012.09.050</doi><tpages>7</tpages></addata></record>
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subjects Analgesic activity
Analgesics - chemical synthesis
Analgesics - chemistry
Analgesics - pharmacology
Animals
Anti-Bacterial Agents - chemical synthesis
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - pharmacology
Anti-Inflammatory activity
Anti-Inflammatory Agents, Non-Steroidal - chemical synthesis
Anti-Inflammatory Agents, Non-Steroidal - chemistry
Anti-Inflammatory Agents, Non-Steroidal - pharmacology
Antifungal Agents - chemical synthesis
Antifungal Agents - chemistry
Antifungal Agents - pharmacology
Antimicrobial activity
Aspergillus niger - drug effects
Bacillus subtilis - drug effects
Biological and medical sciences
Candida albicans - drug effects
Cyclooxygenase
Dose-Response Relationship, Drug
Edema - chemically induced
Edema - drug therapy
Escherichia coli - drug effects
Female
Indane-1,3-dione
Male
Medical sciences
Mice
Microbial Sensitivity Tests
Miscellaneous
Models, Molecular
Molecular Structure
Pain - chemically induced
Pain - drug therapy
Pharmacology. Drug treatments
Pseudomonas aeruginosa - drug effects
Pyrimidine
Pyrimidines - chemical synthesis
Pyrimidines - chemistry
Pyrimidines - pharmacology
Rats
Rats, Wistar
Staphylococcus aureus - drug effects
Structure-Activity Relationship
Ulcer - chemically induced
Ulcer - drug therapy
Ulcerogenic activity
title Synthesis pharmacological evaluation and docking studies of pyrimidine derivatives
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