Synthesis and evaluation of duocarmycin SA analogs incorporating the methyl 1,2,8,8a-tetrahydrocyclopropa[c]imidazolo[4,5-e]indol-4-one-6-carboxylate (CImI) alkylation subunit

Prem B. Chanda; Kristopher E. Boyle; Daniel M. Brody; Vyom Shukla; Dale L. Boger

doi:10.1016/j.bmc.2016.04.050

Synthesis and evaluation of duocarmycin SA analogs incorporating the methyl 1,2,8,8a-tetrahydrocyclopropa[c]imidazolo[4,5-e]indol-4-one-6-carboxylate (CImI) alkylation subunit

Prem B. Chanda
, Kristopher E. Boyle
, Daniel M. Brody
, Vyom Shukla
, Dale L. Boger

Research output: Contribution to journal › Article › peer-review

Abstract

The design, synthesis, and evaluation of methyl 1,2,8,8a-tetrahydrocyclopropa[c]imidazolo[4,5-e]indol-4-one-6-carboxylate (CImI) derivatives are detailed representing analogs of duocarmycin SA and yatakemycin containing an imidazole replacement for the fused pyrrole found in the DNA alkylation subunit.

Original language	English
Pages (from-to)	4779-4786
Number of pages	8
Journal	Bioorganic and Medicinal Chemistry
Volume	24
Issue number	20
DOIs	https://doi.org/10.1016/j.bmc.2016.04.050
State	Published - 2016

ASJC Scopus Subject Areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

Keywords

CC-1065
DNA alkylation
Duocarmycin
Yatakemycin

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10.1016/j.bmc.2016.04.050

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Synthesis and evaluation of duocarmycin SA analogs incorporating the methyl 1,2,8,8a-tetrahydrocyclopropa[c]imidazolo[4,5-e]indol-4-one-6-carboxylate (CImI) alkylation subunit. / Chanda, Prem B.; Boyle, Kristopher E.; Brody, Daniel M. et al.
In: Bioorganic and Medicinal Chemistry, Vol. 24, No. 20, 2016, p. 4779-4786.

Research output: Contribution to journal › Article › peer-review

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title = "Synthesis and evaluation of duocarmycin SA analogs incorporating the methyl 1,2,8,8a-tetrahydrocyclopropa[c]imidazolo[4,5-e]indol-4-one-6-carboxylate (CImI) alkylation subunit",

abstract = "The design, synthesis, and evaluation of methyl 1,2,8,8a-tetrahydrocyclopropa[c]imidazolo[4,5-e]indol-4-one-6-carboxylate (CImI) derivatives are detailed representing analogs of duocarmycin SA and yatakemycin containing an imidazole replacement for the fused pyrrole found in the DNA alkylation subunit.",

keywords = "CC-1065, DNA alkylation, Duocarmycin, Yatakemycin",

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AU - Chanda, Prem B.

AU - Boyle, Kristopher E.

AU - Brody, Daniel M.

AU - Shukla, Vyom

AU - Boger, Dale L.

PY - 2016

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N2 - The design, synthesis, and evaluation of methyl 1,2,8,8a-tetrahydrocyclopropa[c]imidazolo[4,5-e]indol-4-one-6-carboxylate (CImI) derivatives are detailed representing analogs of duocarmycin SA and yatakemycin containing an imidazole replacement for the fused pyrrole found in the DNA alkylation subunit.

AB - The design, synthesis, and evaluation of methyl 1,2,8,8a-tetrahydrocyclopropa[c]imidazolo[4,5-e]indol-4-one-6-carboxylate (CImI) derivatives are detailed representing analogs of duocarmycin SA and yatakemycin containing an imidazole replacement for the fused pyrrole found in the DNA alkylation subunit.

KW - CC-1065

KW - DNA alkylation

KW - Duocarmycin

KW - Yatakemycin

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UR - https://www.scopus.com/pages/publications/84969528878#tab=citedBy

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IS - 20

ER -

Synthesis and evaluation of duocarmycin SA analogs incorporating the methyl 1,2,8,8a-tetrahydrocyclopropa[c]imidazolo[4,5-e]indol-4-one-6-carboxylate (CImI) alkylation subunit

Abstract

ASJC Scopus Subject Areas

Keywords

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