Radioiodinated arylaliphatic ether analogues of cholesterol

Details Radioiodinated arylaliphatic ether analogues of cholesterol Radioiodinated arylaliphatic ether analogues of cholesterol

1988-06-27

1990-06-12

Maples, John S.

Drug, bio-affecting and body treating compositions

Radionuclide or intended radionuclide containing; adjuvant...

552544, A61K 4902, C07J 900

Patent

active

049331574

ABSTRACT:
Novel radioiodinated analogues of naturally-occurring cholestrol esters, arylaliphatic cholesteryl ethers, are selective for low density lipoproteins and have been shown to be successful imaging agents for adrenal glands. The arylaliphatic cholesteryl ethers have the general formula: ##STR1## where X is a radioactive isotope of iodine and n is an integer between 1 and 20. Two illustrative examples, m-iodobenzyl cholesteryl ether and 12-(m-iodophenyl) dodecyl cholesteryl ether, were radiolabeled with .sup.125 I by an isotope exchange reaction. Tissue distribution studies indicate significant accumulation of the cholesteryl ethers in the adrenal glands, and to a lesser extent in the liver. The cholesteryl ethers selectively incorporate into plasma lipoproteins as determined by polyacrylamide gel electrophoresis.

REFERENCES:
patent: 3784576 (1974-01-01), Counsell
patent: 4430321 (1984-02-01), Flanagan et al.
Sarma et al., "Cleavages of Ethers by Chorotrimethylsilane & Acetic Anhydride", Tetrahedron, vol. 42, No. 14, pp. 3999-4006, 1986.
Counsell et al., Tumor Localizing Agents, IX. Radioiodinated Cholesterol, Steroids, 16:317-328, (1970).
Kojima et al., J. Nuclear Med., vol. 16, No. 7, p. 666, (1975).
Basmadjian et al., J. Labelled Compounds, vol. XI, No. 3, p. 427, (1975).
Maeda et al., Steroids, vol. 26, No. 2, p. 241, (1975).
Bosisio et al., J. Steroid Biochemistry, vol. 11, pp. 1113 to 1119, (1979).

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