NUCLEOSIDES AND NUCLEOTIDES .150. ENZYMATIC-SYNTHESIS OF 5'-PHOSPHATIDYL DERIVATIVES OF -(2-C-CYANO-2-DEOXY-BETA-D-ARABINO-PENTOFURANOSYL) (CNDAC) AND THEIR NOTABLE ANTITUMOR EFFECTS IN MICE

Authors
SHUTO S AWANO H SHIMAZAKI N HANAOKA K MATSUDA A
Citation
S. Shuto et al., NUCLEOSIDES AND NUCLEOTIDES .150. ENZYMATIC-SYNTHESIS OF 5'-PHOSPHATIDYL DERIVATIVES OF -(2-C-CYANO-2-DEOXY-BETA-D-ARABINO-PENTOFURANOSYL) (CNDAC) AND THEIR NOTABLE ANTITUMOR EFFECTS IN MICE, Bioorganic & medicinal chemistry letters, 6(9), 1996, pp. 1021-1024
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
6
Issue
9
Year of publication
1996
Pages
1021 - 1024
Database
ISI
SICI code
0960-894X(1996)6:9<1021:NAN.EO>2.0.ZU;2-E
Abstract
ano-2-deoxy-beta-D-arabino-pentofuranosyl)cytosine (CNDAC, 1) is a pot ent antitumor nucleoside developed by us. A series of 5'-phosphatidyl derivatives of CNDAC bearing various fatty acyl residues, namely dimyr istoyl derivative 3a, dipalmitoyl derivative 3b, distearoyl 3c, dioleo yl derivative 3d, and dilinoleoyl derivative 3e, was synthesized by ph ospholipase D-catalyzed transphosphatidylation. All of these 5'-phosph atidyl-CNDACs (3a-e) administered ip almost perfectly inhibited the gr owth of sc-implanted M5076 sarcoma in mice, and the effects were clear ly superior to that of CNDAC. (C) 1996 Elsevier Science Ltd.