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duocarmycin SA

Known as: Cyclopropa(c)pyrrolo(3,2-e)indole-6-carboxylic acid, 1,2,4,5,8,8a-hexahydro-4-oxo-2-((5,6,7-trimethoxy-1H-indol-2-yl)carbonyl)-, methyl ester, (7bR)- 
National Institutes of Health

Related topics

Related topics

3 relations

Broader (3)

Alkylating AgentsIndolesPyrroles

Papers overview

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2009
2009
Synthesis and evaluation of a thio analogue of duocarmycin SA.
2008
2008
An additional spirocyclization for duocarmycin SA.
A unique alternative to the p-spirocyclization for activation of compounds containing the duocarmycin SA alkylation subunit was… 
Highly Cited
2006
Highly Cited
2006
Alkylation of duplex DNA in nucleosome core particles by duocarmycin SA and yatakemycin
Abstract(+)-Yatakemycin (1, Fig. 1) and (+)-duocarmycin SA (2) are exceptionally potent, naturally occurring antitumor agents… 
2004
2004
Nucleophilic cyclopropane ring opening in duocarmycin SA derivatives by methanol under acid conditions: a quantum mechanical study in the gas-phase and in solution.
We present a quantum-mechanical study of the S(N)2 acid-catalyzed solvolysis with methanol of seven simplified duocarmycin SA… 
2004
2004
Regioselectivity and nucleophilic control in the cyclopropane ring opening of duocarmycin SA derivatives under neutral and acid conditions: a quantum mechanical study in the gas phase and in solution…
We present a quantum mechanical investigation of the nucleophilic addition to the cyclopropane ring of a representative member of… 
2002
2002
Investigation of a novel reductively-activatable anticancer prodrug of seco -CBI-TMI, an analog of duocarmycin SA
A bioreductively-activated prodrug of seco-CBI-TMI, compound 1, was designed to take advantage of the reductive environment… 
2000
2000
Preparation of benzene, furan, and thiophene analogs of duocarmycin SA employing a newly-devised phenol-forming reaction.
Five A-ring analogs of duocarmycin SA 9a-e were synthesized in racemic form modifying our second synthetic route toward… 
2000
2000
Synthesis and evaluation of 1,2,8, 8a-Tetrahydrocyclopropa[c]pyrrolo[3,2-e]indol-4(5H)-one, the parent alkylation subunit of CC-1065 and the duocarmycins: impact of the alkylation subunit…
The synthesis of 1,2,8,8a-tetrahydrocyclopropa[c]pyrrolo[3, 2-e]indol-4(5H)-one (CPI), the parent CC-1065 and duocarmycin SA… 
1997
1997
In vitro Enhancement of Antitumor Activity of a Water‐soluble Duocarmycin Derivative, KW‐2189, by Caffeine‐mediated DNA‐repair Inhibition in Human Lung Cancer Cells
Duocarmycins, including KW‐2189, bind in the minor groove of double‐stranded DNA at A‐T‐rich sequences, followed by covalent… 
1995
1995
1,2,9,9a-Tetrahydrocyclopropa[c]benz[e]indol-4-one (CBI) analogs of CC-1065 and the duocarmycins: synthesis and evaluation.
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