Ratioonal design, synthhesis and cytotoxicc activityy of n-(Phenylcarbbamoyl)bbenzamide on hela cell linnes

Bambaang Tri Purwwanto, Siswaandono, Sukoo Hardjono, Tri Widianddani

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

Urea derivaatives are exttensively usedd in the pharmmaceutical inddustry. Howeverr, the unsatisffactory level oof their membbrane penetratiion requires fufurther modificaation of the strructures with stronger lipopphillic properties. Phenylureea has a phenyll group that enables easier membrane peenetration as a result of strronger pharmaccological actiivity. Activitty predictionn was conduucted by doocking experimeents and moleecular dynammics, performeed with Moleggro Virtual DDocker 5.5 usingg checkpoint kinase 1 (CHHK1) enzyme with ID PDBB: 2YWP. ADDMET predictioon was appliied to collecct data usingg the pkCSMM tool. N-(pphenyl carbamyyol)benzamidee compounds, modified by the Schotten Baumann meethod, were syynthesized from benzoil chloride reaacting with N-phenylureaN a. For evaluatinng anticancer activity, the MTT assay methodm on HeeLa cells was used. Derived from the doccking experimments, the compound rerannk score of ththe N(phenylccarbamoyl)bennzamide wass 72.0603 kcal/mol,k lowwer than thaat of hydroxyuurea,-32.15114 kcal/mol, causing bettter inhibitoryy activities aggainst HeLA ccell lines duue to higher cytotoxic efffects. ADMET Predictorr was employeed, indicating satisfactory ccompound disstribution witth a low, favoorable metaboliism, possessiing good exxcretion and non-toxicity.. The syntheesized compounnd was 82% N-(phenylN carrbamoyl)benzaamide with 0..8 mM IC80, hhigher than that of hydroxyuurea, 4.3 mMM. In conclusiion, successfuully synthesizezed N(phenylccarbamoyl)bennzamide was proved to havve higher cytotoxic effectss. The satisfactoory values ofo these commpounds indiicate that thhey are prommising anticancer drug candiddates.

Original languageEnglish
Pages (from-to)174-188
Number of pages15
JournalJournal of Mathematical and Fundamental Sciences
Volume52
Issue number2
DOIs
Publication statusPublished - 2020
Externally publishedYes

Keywords

  • ADMET
  • Cyytotoxic test
  • Molecular docking
  • Mollecular dynammics
  • N(phenyl carbbamoylbenzammide
  • Synthesiis

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