SYNTHESIS, CHEMICAL-REACTIVITY, AND CYTOTOXICITY OF 2-BIS(ALKOXYCARBONYL)METHYLIDEN-1-AZABICYCLO[3.1.0]HEXANE SYSTEMS RELATED TO ANTITUMOR ANTIBIOTIC CARZINOPHILIN-A

被引：22

作者：

HASHIMOTO, M ^{[1
]}

YAMADA, K ^{[1
]}

TERASHIMA, S ^{[1
]}

机构：

[1] SAGAMI CHEM RES CTR, SAGAMIHARA, KANAGAWA 229, JAPAN

来源：

CHEMISTRY LETTERS | 1992年 / 06期

关键词：

D O I：

10.1246/cl.1992.975

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enantiomeric pairs of the title compounds were synthesized starting from (S)- and (R)-pyroglutamic acid. They were found to be susceptible to nucleophilic ring opening of aziridine moieties and to exhibit weak in vitro cytotoxicity.

引用

页码：975 / 978

页数：4

共 14 条

[1] STEREOSELECTIVE SYNTHESIS OF A 1-AZABICYCLO[3.1.0]HEX-2-YLIDENE DEHYDROAMINO ACID-DERIVATIVE RELATED TO THE AZINOMYCIN ANTITUMOR ANTIBIOTICS [J].

ARMSTRONG, RW ;

MORAN, EJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (01) :371-372

[2]

HATA T, 1959, TANPAKUSHITU KAKUSAN, V4, P96

[3]

HATA TOJU, 1954, JOUR ANTIBIOTICS [TOKYO], V7, P107

[4]

KAMADA H, 1955, J ANTIBIOT, V8, P187

[5] STUDIES RELATED TO ANTI-TUMOR ANTIBIOTICS .28. STRUCTURE AND FUNCTION OF THE ANTI-TUMOR ANTIBIOTIC CARZINOPHILIN A - THE 1ST NATURAL INTERCALATIVE BISALKYLATOR [J].

LOWN, JW ;

HANSTOCK, CC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (11) :3213-3214

[6] HIGHLY CONVERGENT APPROACH TO THE SYNTHESIS OF THE EPOXY-AMIDE FRAGMENT OF THE AZINOMYCINS [J].

MORAN, EJ ;

ARMSTRONG, RW .

TETRAHEDRON LETTERS, 1991, 32 (31) :3807-3810

[7] AZINOMYCIN-A AND AZINOMYCIN-B, NEW ANTITUMOR ANTIBIOTICS .1. PRODUCING ORGANISM, FERMENTATION, ISOLATION, AND CHARACTERIZATION [J].

NAGAOKA, K ;

MATSUMOTO, M ;

OONO, J ;

YOKOI, K ;

ISHIZEKI, S ;

NAKASHIMA, T .

JOURNAL OF ANTIBIOTICS, 1986, 39 (11) :1527-1532

[8] STRUCTURE OF CARZINOPHILIN .3. STRUCTURE ELUCIDATION BY NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY .1. [J].

ONDA, M ;

KONDA, Y ;

HATANO, A ;

HATA, T ;

OMURA, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (20) :6311-6312

[9]

ONDA M, 1971, CHEM PHARM BULL, V19, P2103

[10] STUDIES ON ORGANOPHOSPHORUS COMPOUNDS .28. SYNTHESES OF 3H-1,2-DITHIOLE-3-THIONES AND 4H-1,3,2,-OXAZAPHOSPHORINE DERIVATIVES FROM THE DIMER OF PARA-METHOXYPHENYLTHIONOPHOSPHINE SULFIDE AND DERIVATIVES OF 3-OXO CARBOXYLIC-ACIDS [J].

PEDERSEN, BS ;

LAWESSON, SO .

TETRAHEDRON, 1979, 35 (20) :2433-2437

← 1 2 →