The total synthesis of streptonigrin and related antitumor antibiotic natural products

被引:167
作者
Bringmann, G [1 ]
Reichert, Y [1 ]
Kane, VV [1 ]
机构
[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
关键词
streptonigrin; total synthesis; antibiotic compounds; antitumor compounds;
D O I
10.1016/j.tet.2004.02.060
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:3539 / 3574
页数:36
相关论文
共 147 条
[1]   Assignment of the 13C and 15N NMR spectra of the antitumour antibiotic streptonigrin [J].
Anderberg, PI ;
Luck, IJ ;
Harding, MM .
MAGNETIC RESONANCE IN CHEMISTRY, 2002, 40 (04) :313-315
[2]   Empirical model for the molar rotations of syn-2,2-dimethyl-1 3-dioxanes [J].
Anderson, CD ;
Rychnovsky, SD .
ORGANIC LETTERS, 2002, 4 (18) :3075-3078
[3]   ISOLATION OF LAVENDAMYCIN A NEW ANTIBIOTIC FROM STREPTOMYCES-LAVENDULAE [J].
BALITZ, DM ;
BUSH, JA ;
BRADNER, WT ;
DOYLE, TW ;
OHERRON, FA ;
NETTLETON, DE .
JOURNAL OF ANTIBIOTICS, 1982, 35 (03) :259-265
[4]   TOTAL SYNTHESIS OF STREPTONIGRIN [J].
BASHA, FZ ;
HIBINO, S ;
KIM, D ;
PYE, WE ;
WU, TT ;
WEINREB, SM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (11) :3962-3964
[5]   Role of NAD(P)H:quinone oxidoreductase (DT-diaphorase) in cytotoxicity and induction of DNA damage by streptonigrin [J].
Beall, HD ;
Liu, YF ;
Siegel, D ;
Bolton, EM ;
Gibson, NW ;
Ross, D .
BIOCHEMICAL PHARMACOLOGY, 1996, 51 (05) :645-652
[6]   Highly efficient and practical syntheses of lavendamycin methyl ester and related novel quinolindiones [J].
Behforouz, M ;
Haddad, J ;
Cai, W ;
Arnold, MB ;
Mohammadi, F ;
Sousa, AC ;
Horn, MA .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (19) :6552-6555
[7]   A HIGHLY CONCISE SYNTHESIS OF LAVENDAMYCIN METHYL-ESTER [J].
BEHFOROUZ, M ;
GU, ZX ;
CAI, W ;
HORN, MA ;
AHMADIAN, M .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (25) :7089-7091
[8]   PYRIDINE CONSTRUCTION VIA THERMAL CYCLOADDITION OF 1,2,4-TRIAZINES WITH ENAMINES - STUDIES ON THE PREPARATION OF THE BI-ARYL CD RINGS OF STREPTONIGRIN [J].
BOGER, DL ;
PANEK, JS .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (19) :3763-3765
[9]   TOTAL SYNTHESIS OF LAVENDAMYCIN METHYL-ESTER [J].
BOGER, DL ;
DUFF, SR ;
PANEK, JS ;
YASUDA, M .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (26) :5790-5795
[10]   DIELS-ALDER REACTIONS OF HETEROCYCLIC AZADIENES - SCOPE AND APPLICATIONS [J].
BOGER, DL .
CHEMICAL REVIEWS, 1986, 86 (05) :781-793