Rational design, synthesis and molecular modeling studies of novel anti-oncological alkaloids against melanoma

Adel S. Girgis, Siva S. Panda, Aladdin M. Srour, Hanaa Farag, Nasser S M Ismail, Mohamed Elgendy, Amal K. Abdel-Aziz, Alan R. Katritzky

Research output: Contribution to journalArticle

Abstract

3D-pharmacophore and 2D-QSAR modeling studies describe the anti-oncological properties of spiro-alkaloids. The dispiro[2H-indene-2,3′-pyrrolidine-2′,3′′-[3H]indole]-1,2′′(1′′H, 3H)-diones 20-38 were prepared via 1,3-dipolar cycloaddition reactions of azomethine ylides (generated in situ via decarboxylative condensation of isatins 7-9 with sarcosine 10) and 2-(arylmethylidene)-2,3-dihydro-1H-inden-1-ones 11-19 in refluxing ethanol. Some of the spiro-alkaloids (21, 22, 29 and 37) revealed potent antitumor properties against melanoma carcinoma cell lines (GaLa, LuPiCi and LuCa) utilizing the in vitro SRB standard method exhibiting potency close to that of the standard reference doxorubicin.

Original languageEnglish
Pages (from-to)6619-6633
Number of pages15
JournalOrganic and Biomolecular Chemistry
Volume13
Issue number23
DOIs
Publication statusPublished - Jun 21 2015

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Biochemistry

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    Girgis, A. S., Panda, S. S., Srour, A. M., Farag, H., Ismail, N. S. M., Elgendy, M., Abdel-Aziz, A. K., & Katritzky, A. R. (2015). Rational design, synthesis and molecular modeling studies of novel anti-oncological alkaloids against melanoma. Organic and Biomolecular Chemistry, 13(23), 6619-6633. https://doi.org/10.1039/c5ob00410a