Synthesis of acyclic precursors to (3S,4S)-4-hydroxy-2,3,4,5-tetrahydro-pyridazine-3-carboxylic acid and incorporation into a luzopeptin/quinoxapeptin dipeptide

被引:27
作者
Boger, DL
Schüle, G
机构
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
[2] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
关键词
D O I
10.1021/jo980765d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:6421 / 6424
页数:4
相关论文
共 25 条
[1]   CRYSTAL AND MOLECULAR-STRUCTURE OF BBM-928-A, A NOVEL ANTI-TUMOR ANTIBIOTIC FROM ACTINOMADURA-LUZONENSIS [J].
ARNOLD, E ;
CLARDY, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (05) :1243-1244
[2]   (-)-Sandramycin: Total synthesis and characterization of DNA binding properties [J].
Boger, DL ;
Chen, JH ;
Saionz, KW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (07) :1629-1644
[3]   Synthesis of key sandramycin analogs: systematic examination of the intercalation chromophore [J].
Boger, DL ;
Chen, JH ;
Saionz, KW ;
Jin, Q .
BIOORGANIC & MEDICINAL CHEMISTRY, 1998, 6 (01) :85-102
[4]   An exceptionally potent analog of sandramycin [J].
Boger, DL ;
Chen, JH .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1997, 7 (07) :919-922
[5]   (-)-SANDRAMYCIN - TOTAL SYNTHESIS AND PRELIMINARY DNA-BINDING PROPERTIES [J].
BOGER, DL ;
CHEN, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (24) :11624-11625
[6]   SELECTIVE TRANSFORMATIONS OF THREO-2,3-DIHYDROXY ESTERS [J].
FLEMING, PR ;
SHARPLESS, KB .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (08) :2869-2875
[7]   SEQUENCE-SPECIFIC BINDING OF LUZOPEPTIN TO DNA [J].
FOX, KR ;
DAVIES, H ;
ADAMS, GR ;
PORTUGAL, J ;
WARING, MJ .
NUCLEIC ACIDS RESEARCH, 1988, 16 (06) :2489-2507
[8]   THE STRONG BINDING OF LUZOPEPTIN TO DNA [J].
FOX, KR ;
WOOLLEY, C .
BIOCHEMICAL PHARMACOLOGY, 1990, 39 (05) :941-948
[9]   SYNTHESIS OF (3S,4S)-4-HYDROXY-2,3,4,5-TETRAHYDROPYRIDAZINE-3-CARBOXYLIC ACID, COMPONENT OF LUZOPEPTIN-A [J].
GRECK, C ;
BISCHOFF, L ;
GENET, JP .
TETRAHEDRON-ASYMMETRY, 1995, 6 (08) :1989-1994
[10]  
HUANG CH, 1983, CANCER RES, V43, P2718