PMID: 3761322Oct 1, 1986Paper

Nucleoside conjugates. 7. Synthesis and antitumor activity of 1-beta-D-arabinofuranosylcytosine conjugates of ether lipids

Journal of Medicinal Chemistry
C I HongW E Berdel

Abstract

Three new 1-beta-D-arabinofuranosylcytosine conjugates of ether lipids (alkyl glycerols) linked by a pyrophosphate diester bond have been prepared and evaluated against mouse leukemia L1210 and P388. These include ara-CDP-rac-1-O-hexadecyl-2-O-palmitoylglycerol (9a) (ara-CDP = 1-beta-D-arabinofuranosylcytosine 5'-diphosphate), ara-CDP-rac-1-O-octadecyl-2-O-palmitoylglycerol (9b), and ara-CDP-rac-1-O-octadecyl-2-O-methylglycerol (9c). Among them, conjugate 9a produced significant increase in life span (200-293%) in mice bearing ip and ic implanted L1210 lymphoic leukemia at a total dose of 400-500 mg (406-508 mumol/kg). Significant schedule dependence was not observed when the conjugate was given ip once daily on day 1, days 1, 5, and 9, and days 1-5. The new conjugates are water soluble by sonication.

Citations

May 1, 1995·Medicinal Research Reviews·W J HoulihanS H Cheon
Nov 1, 1987·Lipids·H K Mangold, N Weber
Nov 1, 1987·Lipids·A NosedaE J Modest
Oct 1, 1991·Chemistry and Physics of Lipids·A N PinchukV I Shvets
Jan 1, 1988·Cancer Investigation·C P Burns
Aug 22, 2014·Chemical Reviews·Ugo PradereRaymond F Schinazi
Jan 1, 1994·Progress in Lipid Research·F Paltauf, A Hermetter

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