SYNTHETIC STUDIES ON QUINOCARCIN AND ITS RELATED-COMPOUNDS .5. SYNTHESIS AND ANTITUMOR-ACTIVITY OF VARIOUS STRUCTURAL TYPES OF QUINOCARCIN CONGENERS

被引:13
作者
KATOH, T
KIRIHARA, M
YOSHINO, T
TAMURA, O
IKEUCHI, F
NAKATANI, K
MATSUDA, F
YAMADA, K
GOMI, K
ASHIZAWA, T
TERASHIMA, S
机构
[1] SAGAMI CHEM RES CTR,SAGAMIHARA,KANAGAWA 229,JAPAN
[2] KYOWA HAKKO KOGYO CO LTD,PHARMACEUT RES LABS,NAGAIZUMI,SHIZUOKA 411,JAPAN
关键词
QUINOCARCIN; QUINOCARCIN CONGENERS; CYTOTOXICITY; ANTITUMOR ACTIVITY; STRUCTURE-ACTIVITY RELATIONSHIPS;
D O I
10.1016/S0040-4020(01)80645-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The antitumor activity of various structural types of quinocarcin congeners which had been previously prepared in the course of our synthetic studies or were originally synthesized by employing novel synthetic schemes, was primarily evaluated by in vitro cytotoxicity assay against P388 murine leukemia cells. Several compounds exhibiting prominent cytotoxicity were selected, and further subjected to in vitro cytotoxicity assay against HeLa S3 cells and to in vivo antitumor activity assay against P388 murine leukemia. These studies obviously disclosed novel aspects of the structure-activity relationships of quinocarcin congeners.
引用
收藏
页码:6259 / 6270
页数:12
相关论文
共 16 条
[1]  
ALLEY MC, 1988, CANCER RES, V48, P589
[2]  
Barton D. H. R., 1990, ALDRICHIM ACTA, V23, P3
[3]   NEW AND IMPROVED METHODS FOR THE RADICAL DECARBOXYLATION OF ACIDS [J].
BARTON, DHR ;
CRICH, D ;
MOTHERWELL, WB .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (17) :939-941
[4]  
BARTON DHR, 1987, TETRAHEDRON, V43, P4321
[5]  
HIRATA T, COMMUNICATION
[6]   ENANTIOSELECTIVE SYNTHESIS OF 5-SUBSTITUTED-2-FORMYLPYRROLIDINE AND 3,5-DISUBSTITUTED-2-FORMYLPYRROLIDINE DERIVATIVES, THE KEY D-RING FRAGMENTS OF (-)-QUINOCARCIN AND (-)-10-DECARBOXYQUINOCARCIN [J].
KATOH, T ;
NAGATA, Y ;
KOBAYASHI, Y ;
ARAI, K ;
MINAMI, J ;
TERASHIMA, S .
TETRAHEDRON LETTERS, 1993, 34 (36) :5743-5746
[7]   TOTAL SYNTHESIS OF (-)-QUINOCARCIN AND (-)-10-DECARBOXYQUINOCARCIN [J].
KATOH, T ;
KIRIHARA, M ;
NAGATA, Y ;
KOBAYASHI, Y ;
ARAI, K ;
MINAMI, J ;
TERASHIMA, S .
TETRAHEDRON LETTERS, 1993, 34 (36) :5747-5750
[8]   EXPEDITIOUS SYNTHESIS OF HIGHLY CYTOTOXIC 10-DECARBOXYQUINOCARCIN AND ITS 7-CYANO CONGENERS FROM QUINOCARCIN [J].
KATOH, T ;
KIRIHARA, M ;
YOSHINO, T ;
TERASHIMA, S .
TETRAHEDRON LETTERS, 1993, 34 (36) :5751-5752
[9]   SYNTHETIC STUDIES ON QUINOCARCIN AND ITS RELATED-COMPOUNDS .4. TOTAL SYNTHESIS OF ENANTIOMERIC PAIRS OF QUINOCARCIN AND 10-DECARBOXYQUINOCARCIN [J].
KATOH, T ;
KIRIHARA, M ;
NAGATA, Y ;
KOBAYASHI, Y ;
ARAI, K ;
MINAMI, J ;
TERASHIMA, S .
TETRAHEDRON, 1994, 50 (21) :6239-6258
[10]  
MORIMOTO M, 1991, CANCER RES, V51, P110