Stereochemistry as a determinant of the anti-leukemic potency of halopyridyl and thiazolyl thiourea compounds

Taracad K. Venkatachalam, Alexi O. Vassilev, Alexi Benyunov, Olga O. Grigoriants, Heather E. Tibbles, Fatih M. Uckun

Research output: Contribution to journalArticlepeer-review

12 Scopus citations

Abstract

Chiral derivatives of two cyclohexylethyl halopyridyl thiourea compounds (HI-509 and HI-510), two α -methyl benzyl halopyridyl compounds (HI-511 and HI-512), and a cyclohexyl ethyl thiazolyl thiourea compound (HI-513) were synthesized and evaluated for their anti-cancer activity. Preliminary screening indicated that the (S)- isomers displayed improved activity in comparison with (R)- enantiomers to inhibit tubulin polymerization and activate caspase- 3. In accordance with these results, the thiourea derivatives displayed potent anti-cancer activity against human B-lineage (Nalm-6) and T-lineage (Molt-3) acute lymphoblastic leukemia cell lines. Based on the results we conclude that the anti-leukemic activity of these compounds also depends on their chirality.

Original languageEnglish (US)
Pages (from-to)318-326
Number of pages9
JournalLetters in Drug Design and Discovery
Volume4
Issue number5
DOIs
StatePublished - Jul 2007

Keywords

  • Caspase
  • Leukemia
  • Stereochemistry
  • Thiourea
  • Zebrafish

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