Synthesis and antileukemic activity of chymotrypsin-activated derivatives of 3'-amino-2',3'-dideoxycytidine. (Synthetic nucleosides and nucleotides. XXXIII.
Chem Pharm Bull (Tokyo)
; 43(3): 501-4, 1995 Mar.
Article
de En
| MEDLINE
| ID: mdl-7774034
ABSTRACT
3'-Amino-2',3'-dideoxycytidine (8) was directly synthesized from 2'-deoxycytidine. 2',3'-Dideoxy-3'-(N-acyl-L-phenylalanylamino)cytidines (acyl = butoxycarbonyl (9a), acetyl (9b), benzoyl (9c), and n-hexanoyl (9d)) were synthesized as chymotrypsin-activated prodrugs of 8. This N-protection was required for activation by chymotrypsin to 8. In vitro, compound 8 showed high cytotoxic activity against P388 cells, but the prodrugs 9a-d were ineffective. In vivo, however, these prodrugs showed much higher activity than 8 in mice bearing P388 cells.
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Collection:
01-internacional
Base de données:
MEDLINE
Sujet principal:
Chymotrypsine
/
Zalcitabine
/
Antinéoplasiques
Limites:
Animals
Langue:
En
Journal:
Chem Pharm Bull (Tokyo)
Année:
1995
Type de document:
Article
Pays d'affiliation:
Japon