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Issue 6, 2015
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Synthesis, and QSAR analysis of anti-oncological active spiro-alkaloids

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Abstract

QSAR study describes the anti-neoplastic spiro-alkaloids with relevant molecular descriptors using CODESSA III software. The dispiro[3H-indole-3,2′-pyrrolidine-3′,3′′-piperidines] 24–48 were synthesized via [3 + 2]-cycloaddition reaction of azomethine ylides, (generated in situ via decarboxylative condensation of isatins 21–23 with sarcosine) and 3E,5E-1-alkyl-3,5-bis(arylmethylidene)-4-piperidones 10–20. Some of the synthesized analogues exhibited promising antitumor properties against HELA (cervical), HEPG2 (liver), T-47D, MCF7 (breast), and HCT116 (colon) human tumor cell lines, demonstrating activity close to or even better than the standard Doxorubicin, based on in vitro Sulfo-Rhodamine-B bio-assay.

Graphical abstract: Synthesis, and QSAR analysis of anti-oncological active spiro-alkaloids

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Publication details

The article was received on 08 Oct 2014, accepted on 27 Nov 2014 and first published on 27 Nov 2014


Article type: Paper
DOI: 10.1039/C4OB02149E
Citation: Org. Biomol. Chem., 2015,13, 1741-1753
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    Synthesis, and QSAR analysis of anti-oncological active spiro-alkaloids

    A. S. Girgis, S. S. Panda, I. S. A. Farag, A. M. El-Shabiny, A. M. Moustafa, N. S. M. Ismail, G. G. Pillai, C. S. Panda, C. D. Hall and A. R. Katritzky, Org. Biomol. Chem., 2015, 13, 1741
    DOI: 10.1039/C4OB02149E

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