Rational design, synthesis and molecular modeling studies of novel anti-oncological alkaloids against melanomaElectronic supplementary information (ESI) available: Including tables of two descriptor models of the GaLa, LuPiCi and LuCa carcinoma cell lines, molecular descriptor values and the QSAR model due to mean IC50 values of the three carcinoma cell lines, in addition to the figures of the GaLa, LuPiCi and LuCa carcinoma cell lines 3D-pharmacophore mapped on the synthesized spiro-alkaloids a

• Main Authors: Girgis, Adel S, Panda, Siva S, Srour, Aladdin M, Farag, Hanaa, Ismail, Nasser S. M, Elgendy, Mohamed, Abdel-Aziz, Amal K, Katritzky, Alan R
• Format: Article
• Language: English
• ISSN: 1477-0520; 1477-0539
• DOI: 10.1039/c5ob00410a

3D-pharmacophore and 2D-QSAR modeling studies describe the anti-oncological properties of spiro-alkaloids. The dispiro[2 H -indene-2,3′-pyrrolidine-2′,3′′-[3 H ]indole]-1,2′′(1′′H, 3 H )-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-1 H -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. Anti-oncological active spiro-alkaloids were synthesized exhibiting promising antitumor properties against melanoma cell lines. Molecular modeling studies describe the observed properties.