Antiproliferative Evaluation of N-sulfonyl-2-alkyl-six Membered Azacycles. A QSAR Study
Ruben M. Carballo, Leticia G. Leon, Ramiro F. Quijano-Quinones, Gonzalo J. Mena-Rejon, Víctor S. Martin, Jose M. Padron and Juan I. Padron
Affiliation: Instituto de Productos Naturales y Agrobiologia, CSIC, C/Astrofisico Francisco Sanchez 3, 38206 La Laguna, Spain.
Keywords: Antiproliferative activity, aza-cycle, iron catalyst, piperidine, prins cyclization, QSAR.
A series of functionalized N-sulfonyl-piperidines and N-sulfonyl-tetrahydropyridines were evaluated for their
antiproliferative activity against the representative panel of human solid tumor cells A2780 (ovarian), SW1573 (non-small
cell lung) and WiDr (colon). The SAR study showed for WiDr cells a correlation between the biological activity and the
length of the N-sulfonyl group, the nature of the substituents and the type of alkyl side chain. Further QSAR studies indicate
that the size and nature of the N-sulfonyl group, the atomic polarizability (MP) and the partition coefficient are the
most important descriptors for the activity. The major contribution is the size (F05C-S) of the N-sulfonyl group.
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