Identification of ginkgolide targets in brain by photoaffinity labeling

Chem Biol Drug Des. 2017 Apr;89(4):475-481. doi: 10.1111/cbdd.12883. Epub 2016 Nov 10.

Abstract

Ginkgolides are terpene trilactones in Ginkgo biloba, a popular medicinal herb for memory disorders. Although ginkgolides are known for various neurobiological effects, their macromolecular target in brain is unknown. In this work, we employed benzophenone derivatives of ginkgolides to identify their binding target in brain. Photolabeling of bovine hippocampus homogenates identified a series of α-tubulin isotypes. Selective photolabeling of α-tubulin over β-tubulin, which is equally abundant in brain, suggested that ginkgolides might modulate microtubule biology differently than typical microtubule-binding agents, such as taxol. In fact, ginkgolide A did not affect microtubule polymerization or cell proliferation; instead, it inhibited detyrosination of α-tubulin and reorientation of microtubule-organizing centers. Taken together, the current findings indicate that ginkgolides constitute a new class of microtubule-binding agents with distinct effects on α-tubulin biology.

Keywords: Ginkgo biloba; benzophenone; detyrosination; mass spectrometry; α-tubulin.

Publication types

  • Editorial
  • Research Support, N.I.H., Extramural

MeSH terms

  • Animals
  • Cell Line
  • Ginkgolides / pharmacology*
  • Hippocampus / drug effects*
  • Humans
  • Mice
  • Microtubules / drug effects
  • Photoaffinity Labels*

Substances

  • Ginkgolides
  • Photoaffinity Labels