A new iridoid, verbascoside and derivatives with inhibitory activity against Taq DNA polymerase

Bioorg Med Chem Lett. 2015 Feb 15;25(4):914-8. doi: 10.1016/j.bmcl.2014.12.052. Epub 2014 Dec 23.

Abstract

DNA polymerases are enzymes that play a crucial role in DNA metabolism such as replication, repair, transcription, recombination, and chromosome segregation during mitosis. Herein we report the isolation of a new iridoid (6-epi-catalpol, 2) and per-O-acetyl-verbascoside (11) from aerial part of Buddleja cordobensis Grisebach (Buddlejaceae). From compound 2, we have obtained eight compounds by chemical transformation. This group of compounds at a concentration of 500μM was assayed against Taq DNA polymerase. Compound 11 (per-O-acetyl-verbascoside) was the most active with an IC50 of 1.21±0.18μM; compounds 9, 2 and 8 were strong inhibitors with IC50 values of 5.57±0.70, 21.62±0.22 and 78.13±0.93μM, respectively. Compounds 11 and 9 could be a leader structures to development new anticancer chemotherapy medicines and a useful tool to investigate DNA polymerase activity.

Keywords: 6-epi-Catalpol; Natural products; Sylil derivatives; Taq DNA polymerase inhibitors; Verbascoside.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Enzyme Inhibitors / pharmacology*
  • Glucosides / pharmacology*
  • Inhibitory Concentration 50
  • Phenols / pharmacology*
  • Taq Polymerase / antagonists & inhibitors*

Substances

  • Enzyme Inhibitors
  • Glucosides
  • Phenols
  • acteoside
  • Taq Polymerase