Cholesterol conjugates of 2'5'-oligoadenylate derivatives and an

Details Cholesterol conjugates of 2'5'-oligoadenylate derivatives and an Cholesterol conjugates of 2'5'-oligoadenylate derivatives and an

1994-09-14

1997-07-01

Wilson, James O.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Carbohydrate doai

514 26, 514 46, 514 47, 514 61, 514169, 536 5, 536 252, 47 58, A01G 706, A61K 3170

Patent

active

056438893

ABSTRACT:
A cholesterol-cordycepin conjugate having the formula ##STR1## wherein: n is an integer from 1 to 8; R.sub.1 is selected from the group of consisting of T, T' and Y; T is ##STR2## T' is ##STR3## where x is an integer from 1 to 18; Y is ##STR4## where m is zero, 1, 2, or 3; each R.sub.2 is independently selected from the group consisting of oxygen and sulfur; each R.sub.3 is independently selected from the group consisting of hydrogen and hydroxyl; R.sub.4 is selected from the group consisting of hydrogen, hydroxyl and T or T'; R.sub.5 is selected from the group consisting of hydrogen, hydroxyl and T or T'; provided that all R.sub.1, R.sub.4 and R.sub.5 may not be T or T'; at least one R.sub.3 is hydrogen or R.sub.4 is hydrogen; and at least one of R.sub.1, R.sub.4 and R.sub.5 must be T or T'; or a water soluble salt thereof. The compounds possess increased antiviral activity and/or metabolic stability.

REFERENCES:
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patent: 4981957 (1991-01-01), Lebleu et al.
patent: 5108921 (1992-04-01), Low
G. Zon, "Pharmaceutical Considerations", Chapter 11 in Oligodeoxynucleotides, J. Cohen (ed.), CRC Press, Inc., Boca Raton, FL, pp. 233-247 (1989).
J. Goodchild, Bioconjugate Chemistry 1: 165-187 (1990).
Beaucage et al., Tetrahedron 49: 1925-1963 (1993).

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