STUDIES TOWARD STRUCTURE-ACTIVITY-RELATIONSHIPS OF TAXOL(R) - SYNTHESIS AND CYTOTOXICITY OF TAXOL(R) ANALOGS WITH C-2' MODIFIED PHENYLISOSERINE SIDE-CHAINS

被引:50
作者
KANT, J
HUANG, S
WONG, H
FAIRCHILD, C
VYAS, D
FARINA, V
机构
[1] Bristol-Myers Squibb, Pharmaceutical Research Institute, Wallingford, CT 06492-7660
关键词
D O I
10.1016/S0960-894X(01)80980-X
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Analogues of taxol with a modified phenylisoserine side chains were synthesized and evaluated as potential cytotoxic agents.
引用
收藏
页码:2471 / 2474
页数:4
相关论文
共 26 条
[1]   THE STEREOSELECTIVE SYNTHESIS OF 3-FLUORO-AZETIDINONES [J].
ARAKI, K ;
WICHTOWSKI, JA ;
WELCH, JT .
TETRAHEDRON LETTERS, 1991, 32 (40) :5461-5464
[2]   NEW METHOD FOR DEOXYGENATION OF SECONDARY ALCOHOLS [J].
BARTON, DHR ;
MCCOMBIE, SW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (16) :1574-1585
[3]   A HIGHLY EFFICIENT, PRACTICAL APPROACH TO NATURAL TAXOL [J].
DENIS, JN ;
GREENE, AE ;
GUENARD, D ;
GUERITTEVOEGELEIN, F ;
MANGATAL, L ;
POTIER, P .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (17) :5917-5919
[4]   SYNTHESIS OF CONGENERS AND PRODRUGS .3. WATER-SOLUBLE PRODRUGS OF TAXOL WITH POTENT ANTITUMOR-ACTIVITY [J].
DEUTSCH, HM ;
GLINSKI, JA ;
HERNANDEZ, M ;
HAUGWITZ, RD ;
NARAYANAN, VL ;
SUFFNESS, M ;
ZALKOW, LH .
JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (04) :788-792
[5]   CHARACTERIZATION OF TAXOL IN METHYLENE-CHLORIDE BY NMR-SPECTROSCOPY [J].
FALZONE, CJ ;
BENESI, AJ ;
LECOMTE, JTJ .
TETRAHEDRON LETTERS, 1992, 33 (09) :1169-1172
[6]   SYNTHESIS OF BIOLOGICALLY-ACTIVE TAXOL ANALOGS WITH MODIFIED PHENYLISOSERINE SIDE-CHAINS [J].
GEORG, GI ;
CHERUVALLATH, ZS ;
HIMES, RH ;
MEJILLANO, MR ;
BURKE, CT .
JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (22) :4230-4237
[7]  
GEORG GI, 1992, BIOORG MED CHEM LETT, V2, P1751
[8]   STRUCTURE OF A SYNTHETIC TAXOL PRECURSOR - N-TERT-BUTOXYCARBONYL-10-DEACETYL-N-DEBENZOYLTAXOL [J].
GUERITTEVOEGELEIN, F ;
GUENARD, D ;
MANGATAL, L ;
POTIER, P ;
GUILHEM, J ;
CESARIO, M ;
PASCARD, C .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1990, 46 :781-784
[9]   RELATIONSHIPS BETWEEN THE STRUCTURE OF TAXOL ANALOGS AND THEIR ANTIMITOTIC ACTIVITY [J].
GUERITTEVOEGELEIN, F ;
GUENARD, D ;
LAVELLE, F ;
LEGOFF, MT ;
MANGATAL, L ;
POTIER, P .
JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (03) :992-998
[10]   CHEMICAL STUDIES OF 10-DEACETYL BACCATIN .3. HEMISYNTHESIS OF TAXOL DERIVATIVES [J].
GUERITTEVOEGELEIN, F ;
SENILH, V ;
DAVID, B ;
GUENARD, D ;
POTIER, P .
TETRAHEDRON, 1986, 42 (16) :4451-4460