The synthesis and evaluation of 12,13-benzodesoxyepothilone B: a highly convergent route

被引:12
作者
Glunz, PW
He, LF
Horwitz, SB
Chakravarty, S
Ojima, I
Chou, TC
Danishefsky, SJ
机构
[1] Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10021 USA
[2] Sloan Kettering Inst Canc Res, Mol Pharmacol & Therapeut Program, New York, NY 10021 USA
[3] Albert Einstein Coll Med, Dept Mol Pharmacol, Bronx, NY 10461 USA
[4] SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA
[5] Columbia Univ, Dept Chem, New York, NY 10027 USA
关键词
D O I
10.1016/S0040-4039(99)01433-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The title compound retains some of the affinity for microtubule assemblies as does 12, 13-desoxyepothilone B. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6895 / 6898
页数:4
相关论文
共 20 条
[1]   Total synthesis of (-)-epothilone A [J].
Balog, A ;
Meng, DF ;
Kamenecka, T ;
Bertinato, P ;
Su, DS ;
Sorensen, EJ ;
Danishefsky, S .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (23-24) :2801-2803
[2]   GENERAL-APPROACH TO HIGHLY FUNCTIONALIZED BENZYLIC ORGANOMETALLICS OF ZINC AND COPPER [J].
BERK, SC ;
KNOCHEL, P ;
YEH, MCP .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (24) :5789-5791
[3]  
BOLLAG DM, 1995, CANCER RES, V55, P2325
[4]   Desoxyepothilone B is curative against human tumor xenografts that are refractory to paclitaxel [J].
Chou, TC ;
Zhang, XG ;
Harris, CR ;
Kuduk, SD ;
Balog, A ;
Savin, KA ;
Bertino, JR ;
Danishefsky, SJ .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1998, 95 (26) :15798-15802
[5]   Desoxyepothilone B:: An efficacious microtubule-targeted antitumor agent with a promising in vivo profile relative to epothilone B [J].
Chou, TC ;
Zhang, XG ;
Balog, A ;
Su, DS ;
Meng, DF ;
Savin, K ;
Bertino, JR ;
Danishefsky, SJ .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1998, 95 (16) :9642-9647
[6]  
Corey EJ, 1998, ANGEW CHEM INT EDIT, V37, P1987, DOI 10.1002/(SICI)1521-3773(19980817)37:15<1986::AID-ANIE1986>3.0.CO
[7]  
2-Z
[8]   Dianion equivalents corresponding to the polypropionate domain of epothilone B [J].
Harris, CR ;
Kuduk, SD ;
Savin, K ;
Balog, A ;
Danishefsky, SJ .
TETRAHEDRON LETTERS, 1999, 40 (12) :2263-2266
[9]   SYNTHESIS OF THIAZOLO[4,3-A]ISOINDOLES BY INTRAMOLECULAR CYCLOADDITION-ELIMINATION REACTIONS OF 4-METHYL-5-(SUBSTITUTED)IMINO-DELTA-2-1,2,3,4-THIATRIZOLINES [J].
LABBE, G ;
LEURS, S ;
SANNEN, I ;
DEHAEN, W .
TETRAHEDRON, 1993, 49 (20) :4439-4446
[10]   Eleutherobin, a new cytotoxin that mimics paclitaxel (Taxol) by stabilizing microtubules [J].
Lindel, T ;
Jensen, PR ;
Fenical, W ;
Long, BH ;
Casazza, AM ;
Carboni, J ;
Fairchild, CR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (37) :8744-8745