Design, synthesis, and biological evaluation of achiral analogs of duocarmycin SA

ACS Citation

Daniell, K.; Stewart, M.; Madsen, E. C.; Le, M.; Handl, H. L.; Brooks, N.; Kiakos, K.; Hartley, J. A.; Lee, M. Design, synthesis, and biological evaluation of achiral analogs of duocarmycin SA. Bioorg. Med. Chem. Lett. 2005, 15, 177-80.

Abstract

The design, synthesis, as well as biochemical and biological evaluation of two novel achiral analogs of duocarmycin SA (DUMSA), 1 and 2, are described. Like CC-1065 and adozelesin, compounds 1 and 2 covalently reacted with adenine-N3 in AT-rich sequences and led to the formation of DNA strand breaks upon heating. The cytotoxicity of compounds 1 and 2 against human cancer cells (K562, LS174T) was determined using a MTT assay giving IC(50) values in the low nanomolar. Further cytotoxicity screening of compound 2 conducted by the NCI against a panel of 60 different human cancer cell lines indicated that it was particularly active against several solid tumor cells lines derived from the lung, colon, CNS, skin, and breast.

Source Name

Bioorganic & Medicinal Chemistry Letters

Publication Date

1-1-2005

Volume

15

Issue

1

Page(s)

143-146

Document Type

Citation

Citation Type

Article

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