Novel Pyran-Linked Phthalazinone-Pyrazole Hybrids: Synthesis, Cytotoxicity Evaluation, Molecular Modeling, and Descriptor Studies

M. Shaheer Malik, Basim H. Asghar, Riyaz Syed, Reem I. Alsantali, Moataz Morad, Hatem M. Altass, Ziad Moussa, Ismail I. Althagafi, Rabab S. Jassas, Saleh A. Ahmed

Research output: Contribution to journalArticlepeer-review

10 Citations (Scopus)

Abstract

A series of novel pyran-linked phthalazinone-pyrazole hybrids were designed and synthesized by a facile one-pot three-component reaction employing substituted phthalazinone, 1H-pyrazole-5-carbaldehyde, and active methylene compounds. Optimization studies led to the identification of L-proline and ethanol as efficient catalyst and solvent, respectively. This was followed by evaluation of anticancer activity against solid tumor cell lines of lung and cervical carcinoma that displayed IC50 values in the range of 9.8–41.6 µM. Molecular modeling studies were performed, and crucial interactions with the target protein were identified. The drug likeliness nature of the compounds and molecular descriptors such as molecular flexibility, complexity, and shape index were also calculated to understand the potential of the synthesized molecules to act as lead-like molecule upon further detailed biological investigations as well as 3D-QSAR studies.

Original languageEnglish
Article number666573
JournalFrontiers in Chemistry
Volume9
DOIs
Publication statusPublished - May 24 2021

Keywords

  • anticancer activity
  • molecular descriptors
  • molecular modelling
  • multicomponent
  • phthalazinone
  • pyran
  • pyrazole hybrids

ASJC Scopus subject areas

  • General Chemistry

Fingerprint

Dive into the research topics of 'Novel Pyran-Linked Phthalazinone-Pyrazole Hybrids: Synthesis, Cytotoxicity Evaluation, Molecular Modeling, and Descriptor Studies'. Together they form a unique fingerprint.

Cite this