ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Derivatives of 2-chloro-2′-deoxyadenosine (1a) containing secondary 6-NH2 groups (5a-c) or a 8-Br substituent (9) were synthesized. They were tested together with ring-modified congeners containing a pyrrolo[2,3-b]pyridine, pyrrolo[3,2-c]pyridine, or pyrazolo[3,4-d]pyrimidine ring system as inhibitors of various leukemic cell lines. Only the 8-Br derivatives 9 showed inhibitory activity, whereas the base-modified congeners were not active. Compound 1a was protonated at a pKa = 1.4 (2′-deoxyadenosine at pKa = 3.8). Protonation occurred at N(7) and not at N(1) as observed for dA.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19920750715