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Letters in Drug Design & Discovery

Editor-in-Chief

ISSN (Print): 1570-1808
ISSN (Online): 1875-628X

3-(Adamantan-1-yl)-4-hydroxybenzyl Substituted Purines and Pyrimidines: Synthesis and Cytotoxic Activity

Author(s): Nageswara Rao Kode, Dakshinamurthy Devangachinta and Shashikant Phadtare

Volume 9, Issue 10, 2012

Page: [926 - 933] Pages: 8

DOI: 10.2174/1570180811209050926

Price: $65

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Abstract

Selected adamantanyl purines and pyrimidines 1-10 were synthesized. These compounds were evaluated for cytotoxic activity against NCI-60 DTP human tumor cell line screen. N9-(3'-Adamantan-1-yl)-4'-hydroxy(benzyl)-2- amino-6-chloropurine, 3 and N9-[(3'-(Adamantan-1-yl)-4'-(2'',3'',4''-trifluorobenzyloxy)]benzyl-2-amino-6-chloropurine, 6 elicited significant cytotoxic activity with GI50 values in the 1–10 μM range for selected human tumor cell lines. While other compounds elicited moderate activity with GI50 values in the 10–20 μM range for most human tumor cell lines.

Keywords: Adamantan-1-yl-methylphenol, Cytotoxic activity, 2, 6, 9-substituted purines, 1, 4, 5-substituted pyrimidines, acid-catalyzed Friedel–Crafts alkylation, MEL-TEMP, Clofarabine, 3-adamantan-1-yl-4-hydroxybenzyl, Clofarabine, divergent fluorinated


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