The synthesis of twenty five esters of testosterone (17β -hydroxyandrost- 4-en-3-one) is described. All esters are derivatives of cycloalkycarboxylic acids. Some of the esters possess α- , β -and/or & - substitution in the ester side-chain. The work was undertaken in order to evaluate long-acting male antifertility effect of such esters. Most of the compounds, especially compound No.1, wer...

Recent results in the chemistry of disubstituted carbenium ions (vinyl cations and phenyl cations) are described separately under three different sections: From kinetic and solvolytic data of several 1—cyclobutenyl nonaflates, the intermediacy of a non-classical vinyl cation, namely the 1-cyclobutenyl cation 2 is established. Cycloaddition reactions of solvolytically generated vinyl cations wit...

Kernels of the plant Santalum acuminatum (quandong) are eaten as Australian 'bush foods'. They are rich in oil and contain relatively large amounts of the acetylenic fatty acid, santalbic acid (trans-11-octadecen-9-ynoic acid), whose chemical structure is unlike that of normal dietary fatty acids. When rats were fed high fat diets in which oil from quandong kernels supplied 50% of dietary energ...

Reaction of dialkyl acetylenedicarboxylates 1a-c andpyrrole derivatives 2a-e in the presence of triphenylphosphite (TPP) was investigated and the effect of the pyrrole substitution was established. Diastereoselectivity is observed with pyrroles, 2a,b, yieldingphosphonate ester derivatives 3a-f and 4,and their relative configuration is determined by 1H/13C and 31</...

Novel aryl substituted pyrazaboles 2-9 with direct and acetylenic linkages were synthesized by Pd-catalyzed Suzuki or Sonogashira cross-coupling reactions. Their structural, thermal, and photonic properties were investigated. The results show that the aryl pyrazaboles 2-9 exhibit good thermal stability, high fluorescence quantum yield, and tunable photophysical properties. The aryl substituted ...

A series of benzyl propargyl ethers were synthesized and tested as inhibitors of 5-lipoxygenase, the key enzyme involved in leukotriene biosynthesis. Among these, optimum activity was displayed by 1-(2-heptynyloxymethyl) benzene 12 (IC50 1.2 microM). Addition of carboxyl group at the end of the alkyl side chain attached to the acetylenic group abolished the inhibition. Selective reduction of th...