SYNTHESIS OF HIGH SPECIFIC ACTIVITY TRITIUM LABELED (E)-6-(BROMOMETHYLENE)-TETRAHYDRO-3-(1-NAPHTHALENYL)-2H-PYRAN-2-ONE AS A SELECTIVE PROBE FOR CALCIUM-INDEPENDENT PHOSPHOLIPASE-A2

The synthesis of (E)-6-(bromomethylene)-tetrahydro-3-([4-H-3]-1-naphthalenyl)-2H-pyran-2-one at a specific activity of 24.0 Ci/mmol is described. This probe was synthesized to determine whether (E)-6-(bromomethylene)-tetrahydro-3-(1-naphthalenyl)-2H-pyran-2-one inhibits calcium-independent myocardial phospholipase A2 irreversibly via covalent modification. The material was synthesized in four steps from 1-naphthalene acetic acid via [4-H-3]-1-naphthaleneacetic acid. The yield from [4-H-3]-1-naphthaleneacetic acid was 29.7%. The radiochemical purity of the HPLC-purified final product was 99.5%.