150109-62-9Relevant academic research and scientific papers
Synthesis and antitumor activities of 5′-O-aminoacyl-3′-O-benzyl derivatives of 2′-deoxy-5-fluorouridine and related compounds
Uemura, Atsuhiko,Tada, Yukio,Takeda, Setsuo,Uchida, Junji,Yamashita, Jun-Ichi
, p. 150 - 155 (2007/10/03)
Various O-alkyl derivatives of 2′-deoxy-5-fluorouridine (FUdR) were synthesized and their antitumor activities in mice bearing sarcoma 180 (s.c.-p.o.) were evaluated in terms of the ED50 values (mg/kg/d). Most of these compounds were superior to FUdR in antitumor activity. In particular, the antitumor activity of 3′-O-(p-chlorobenzyl)-FUdR (3e) (ED50 = 0.87 mg/kg/d) was as much as 100 times that of FUdR (ED50 = 84 mg/kg/d). Further, various 5′-O-aminoacyl derivatives of 3e were synthesized and evaluated in terms of ED50 value and therapeutic index (T.I.). Both the ED50 value (0.41 mg/kg/d) and the T.I. (4.18) of 3′-O-(p-chlorobenzyl)-5′-O-glycyl-FUdR hydrochloride (6a) were significantly improved, compared with those of 3e and FUdR. FUdR plasma concentration after a single p.o. dosing of 6a was maintained for as long as 24 h.
Synthesis and biological activity of O-alkyl-3-N-aminoacyloxymethyl-5- fluoro-2'-deoxyuridine derivatives
Harada, Naoyuki,Hongu, Mitsuya,Kawaguchi, Takayuki,Ohohashi, Motoaki,Oda, Kouji,Hashiyama, Tomiki,Tsujihara, Kenji
, p. 1196 - 1201 (2007/10/03)
In an attempt to improve the effectiveness of action of 5-fluoro-2'- deoxyuridine (FUdR), various kinds of O-alkylated water-soluble analogues were synthesized. Antitumor activities against sarcoma 180 (solid) were also evaluated. Some compounds exhibited potent activities. In particular, 3'-O- p-chlorobenzyl-3-N-aminoacyloxy-methylester derivatives were effective over a very wide range of dose and gave extremely large therapeutic ratios compared with known 5-fluorouracil (5-FU) derivatives.
