SYNTHESIS, CHEMICAL-PROPERTY, AND CYTOTOXICITY OF THE CARZINOPHILIN CONGENERS CARRYING A 2-(1-ACYLAMINO-1-ALKOXYCARBONYL)METHYLIDENE-1-AZABICYCLO[3.1.0]HEXANE SYSTEM
被引:40
作者:
HASHIMOTO, M
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机构:
SAGAMI CHEM RES CTR,SAGAMIHARA 229,JAPANSAGAMI CHEM RES CTR,SAGAMIHARA 229,JAPAN
HASHIMOTO, M
[1
]
MATSUMOTO, M
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h-index: 0
机构:
SAGAMI CHEM RES CTR,SAGAMIHARA 229,JAPANSAGAMI CHEM RES CTR,SAGAMIHARA 229,JAPAN
MATSUMOTO, M
[1
]
YAMADA, K
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h-index: 0
机构:
SAGAMI CHEM RES CTR,SAGAMIHARA 229,JAPANSAGAMI CHEM RES CTR,SAGAMIHARA 229,JAPAN
YAMADA, K
[1
]
TERASHIMA, S
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机构:
SAGAMI CHEM RES CTR,SAGAMIHARA 229,JAPANSAGAMI CHEM RES CTR,SAGAMIHARA 229,JAPAN
CARZINOPHILIN CONGENERS;
SYNTHESIS;
CHEMICAL PROPERTY;
REACTION WITH NUCLEOPHILES;
CYTOTOXICITY;
D O I:
10.1016/S0040-4039(00)76798-0
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
Synthesis of the title compounds was achieved by employing condensation of the 2-methoxy-1-pyrroline with ethyl nitroacetate and construction of 1-azabicyclo[3.1.0]hexane systems from 5-mesyloxymethylpyrrolidines as key steps. Some of these congeners which carry a C-6-C-11 unit involving the naphthalene part, were found to exhibit prominent cytotoxicity and effectively alkylate nucleophiles at both the aziridine and epoxide moieties.