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Molecules 2011, 16(7), 5840-5860; doi:10.3390/molecules16075840

Synthesis and Cytotoxic Activity of Some New 2,6-Substituted Purines

Division of Basic Pharmaceutical Sciences, College of Pharmacy, Xavier University of Louisiana, 1 Drexel Drive, New Orleans, LA 70125, USA
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Author to whom correspondence should be addressed.
Received: 20 June 2011 / Accepted: 29 June 2011 / Published: 11 July 2011
(This article belongs to the Section Medicinal Chemistry)
Download PDF [433 KB, 18 June 2014; original version 18 June 2014]

Abstract

A seriesof twenty four acyclic unsaturated 2,6-substututed purines 5a-20b were synthesized. These compounds were evaluated for cytotoxic activity against NCI-60 DTP human tumor cell line screen at 10µMconcentration. N9-[(Z)-4'-chloro-2'-butenyl-1'-yl]-2,6-dichloropurine(5a), N9-[4'-chloro-2'-butynyl-1'-yl]-2,6-dichloropurine(10a), N9-[(E)-2',3'-dibromo-4'-chloro-2'-butenyl-1'-yl]-6-methoxypurine(14)and N9-[4'-chloro-2'-butynyl-1'-yl]-6-(4-methoxyphenyl)-purine(19)exhibited highly potent cytotoxic activity with GI50 values in the 1–5 µM range for most human tumor cell lines. Other compounds exhibited moderate activity.
Keywords: Suzuki-Miyaura cross coupling reaction; pyridiniumtribromide bromination; 2,6-substituted purines; cytotoxic activity Suzuki-Miyaura cross coupling reaction; pyridiniumtribromide bromination; 2,6-substituted purines; cytotoxic activity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Kode, N.R.; Phadtare, S. Synthesis and Cytotoxic Activity of Some New 2,6-Substituted Purines. Molecules 2011, 16, 5840-5860.

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