Synthesis and biological evaluation of 2-acyl analogues of paclitaxel (Taxol)

David G.I. Kingston, Ashok G. Chaudhary, Mahendra D. Chordia, Milind Gharpure, A. A.Leslie Gunatilaka, Paul I. Higgs, John M. Rimoldi, Lakshman Samala, Prakash G. Jagtap, Paraskevi Giannakakou, Yuan Q. Jiang, Chii M. Lin, Ernest Hamel, Byron H. Long, Craig R. Fairchild, Kathy A. Johnston

Research output: Contribution to journalArticle

68 Scopus citations

Abstract

The anticancer drug paclitaxel (Taxol) has been converted to a large number of 2-debenzoyl-2-aroyl derivatives by three different methods. The bioactivities of the resulting analogues were determined in both tubulin polymerization and cytotoxicity assays, and several analogues with enhanced activity as compared with paclitaxel were discovered. Correlation of cytotoxicity in three cell lines with tubulin polymerization activity showed reasonable agreement. Among the cell lines examined, the closest correlation with antitubulin activity was observed with a human ovarian carcinoma cell line.

Original languageEnglish (US)
Pages (from-to)3715-3726
Number of pages12
JournalJournal of Medicinal Chemistry
Volume41
Issue number19
DOIs
StatePublished - Sep 10 1998
Externally publishedYes

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery

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    Kingston, D. G. I., Chaudhary, A. G., Chordia, M. D., Gharpure, M., Gunatilaka, A. A. L., Higgs, P. I., Rimoldi, J. M., Samala, L., Jagtap, P. G., Giannakakou, P., Jiang, Y. Q., Lin, C. M., Hamel, E., Long, B. H., Fairchild, C. R., & Johnston, K. A. (1998). Synthesis and biological evaluation of 2-acyl analogues of paclitaxel (Taxol). Journal of Medicinal Chemistry, 41(19), 3715-3726. https://doi.org/10.1021/jm980229d