Synlett 2019; 30(01): 104-108
DOI: 10.1055/s-0037-1611342
letter
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Naphthoic Acids as Potential Anticancer Agents

Lorraine M. Deck*
a   Department of Chemistry and Chemical Biology, University of New Mexico, Albuquerque, NM 87131, USA   eMail: ldeck@unm.edu
,
Jacob A. Greenberg
a   Department of Chemistry and Chemical Biology, University of New Mexico, Albuquerque, NM 87131, USA   eMail: ldeck@unm.edu
,
Lisa J. Whalen
a   Department of Chemistry and Chemical Biology, University of New Mexico, Albuquerque, NM 87131, USA   eMail: ldeck@unm.edu
,
David L. Vander Jagt
b   Department of Biochemistry and Molecular Biology, University of New Mexico School of Medicine, Albuquerque, NM 87131, USA
,
Robert E. Royer
b   Department of Biochemistry and Molecular Biology, University of New Mexico School of Medicine, Albuquerque, NM 87131, USA
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Publikationsverlauf

Received: 12. September 2018

Accepted after revision: 02. November 2018

Publikationsdatum:
03. Dezember 2018 (online)


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Abstract

As part of ongoing research to investigate structural requirements for lactate dehydrogenase inhibition by highly substituted naphthoic acids, nine new aryl-substituted dihydroxynaphthoic acids were synthesized from three known precursors. Described here are efficient preparations of the 1-naphthoic acid target compounds by using Suzuki coupling reactions, formylations, oxidations, and demethylations. Lactate dehydrogenase inhibition studies conducted with five of the compounds revealed values of the inhibitory constant K i in the low micromolar range.

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