C - Chemistry – Metallurgy – 07 – J
Patent
C - Chemistry, Metallurgy
07
J
260/8
C07J 43/00 (2006.01) C07H 19/10 (2006.01) C07J 51/00 (2006.01)
Patent
CA 1145742
ABSTRACT OF THE DISCLOSURE Processes are provided for preparing novel compounds by reacting nucleotides of nucleosides or bases having known cytotoxic activity with steroids, preferably corticosteroids. The corresponding novel cytotoxic nucleoside-corticosteroid phosphodiester analgoues so provided have the formula: Image wherein: steroid is the residue formed by removal of a hydroxyl hydrogen atom from a natural or synthetic adrenal corticosteroid containing the characteristic cyclopentanophenanthrene nucleus which is esterified to the phosphate moiety at the 21-position; sugar is a naturally-occurring pentose or deoxypentose in the furanose form, preferably ribose, deoxy- ribose, lyxose, xylose or arabinose and especially ribose, deoxyribose or arabinose, which is esterified to the phosphate moiety at the 5'-position and covalently bonded to the heterocycle moiety at the 1'-position to form a nucleoside; and heterocycle is a purine, pyrimidine, hydrogenated pyrimidine, triazolopurine or similar nucleoside base. The conjugates exhibit an enhanced therapeutic index as compared to the parent nucleoside or base compoonds, and are thus useful cytotoxic, antiviral and antineo- plastic agents.
357621
Hong Chung II
West Charles R.
Borden Ladner Gervais Llp
Research Corporation
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