Differential effects of cyclodextrins and derivatives on the biological behavior of the myocardial perfusion imaging agent 99mTcN-NOET

Eur J Pharm Biopharm. 2005 Sep;61(1-2):40-9. doi: 10.1016/j.ejpb.2005.03.005.

Abstract

In addition to improving drug solubilization, cyclodextrins (CDs) also affect the biological behavior of the included compound. We evaluated the effects of two natural CDs beta-CD and gamma-CD, and six beta-CD derivatives, Dimeb, Trimeb, SBb, 2-HP, 6AD, and 6 MTU on the biological behavior of (99m)TcN-NOET, a technetium-99m-labeled, lipophilic compound readily detectable through radioactivity assessment. Determination of CDs' affinities for (99m)TcN-NOET indicated that the cavity size of gamma-CD was not suitable for (99m)TcN-NOET inclusion, and that beta-CD derivatization mostly resulted in decreased CDs affinities for (99m)TcN-NOET to various extents compared with the natural beta-CD. In vitro and ex vivo experiments performed on newborn rat cardiomyocytes and isolated perfused rat hearts, respectively, showed 1.7- and 2.3-fold maximal differences in (99m)TcN-NOET cellular and tissue activities. Regression analyzes indicated no significant correlation between these observed biological differences and the affinities of the eight CDs tested for (99m)TcN-NOET or for cellular membranes. In conclusion, CD derivatization often resulted in impaired affinity of the derivatives for the lipophilic compound (99m)TcN-NOET. Moreover, the in vitro and ex vivo biological behavior of (99m)TcN-NOET was greatly affected depending on the CD used for inclusion of the tracer.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Animals, Newborn
  • Cyclodextrins / chemistry*
  • Cyclodextrins / pharmacokinetics
  • Dogs
  • Heart / diagnostic imaging*
  • In Vitro Techniques
  • Linear Models
  • Male
  • Myocardium / metabolism*
  • Myocytes, Cardiac / metabolism*
  • Organotechnetium Compounds / chemistry
  • Organotechnetium Compounds / pharmacokinetics*
  • Radionuclide Imaging
  • Rats
  • Rats, Wistar
  • Solubility
  • Thiocarbamates / chemistry
  • Thiocarbamates / pharmacokinetics*

Substances

  • Cyclodextrins
  • Organotechnetium Compounds
  • Thiocarbamates
  • technetium Tc 99m, bis(N-ethoxy-N-ethyldithiocarbamato)nitrido-