Relationship between the structures of taxane derivatives and their microtubule polymerization activity

Masafumi Hidaka, Tomoe Koga, Hiromasa Kiyota, Tohru Horiguchi, Qing Wen Shi, Keiko Hirose, Takafumi Uchida

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)


Paclitaxel (Taxol), one of the most potent anticancer drugs, is a microtubule-stabilizing compound that inhibits microtubule depolymerization within the cell. The structure of paclitaxel is composed of two key elements, a taxane ring and an N-benzoylphenylisoserine side chain at C-13. A number of natural and artificial compounds with taxane skeletons have been isolated, but almost none of their bioactivities have been evaluated. In this study, we focused on compounds having a taxane skeleton structure and examined their effects on tubulin dynamics. Although none of these compounds had an N-benzoylphenylisoserine side chain, three were found to promote tubulin assembly. On the other hand, one compound inhibited tubluin assembly in a way similar to nocodazole. These compounds exhibited novel structureactivity relationships of taxane compounds.

Original languageEnglish
Pages (from-to)349-352
Number of pages4
JournalBioscience, Biotechnology and Biochemistry
Issue number2
Publication statusPublished - 2012
Externally publishedYes


  • Cryo-electron microscopy (cryo-EM)
  • Microtubule
  • Paclitaxel
  • Polymerization
  • Taxane

ASJC Scopus subject areas

  • Biotechnology
  • Analytical Chemistry
  • Biochemistry
  • Applied Microbiology and Biotechnology
  • Molecular Biology
  • Organic Chemistry


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