Natural product-inspired pyranonaphthoquinone inhibitors of indoleamine 2,3-dioxygenase-1 (IDO-1)*

David J A Bridewell, Jonathan Sperry, Jason R. Smith, Priambudi Kosim-Satyaputra, Lai Ming Ching, Joanne F. Jamie, Margaret A. Brimble

Research output: Contribution to journalArticleResearchpeer-review

Abstract

A series of pyranonaphthoquinone derivatives possessing structural features present in both natural products annulin B and exiguamine A have been shown to exhibit low micromolar inhibition of indoleamine 2,3-dioxygenase-1 (IDO-1). These inhibitors retain activity against the enzyme in a cellular context with an approximate one-log loss of dose potency against IDO-1 in cells. One particular analogue, triazole 8 shows good inhibition of IDO-1 along with little loss of cell viability at low drug concentrations. These results have extended the naphthoquinone series of novel IDO-1 inhibitors based on lead compounds from nature. Journal compilation

LanguageEnglish
Pages40-49
Number of pages10
JournalAustralian Journal of Chemistry
Volume66
Issue number1
DOIs
Publication statusPublished - 2013

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Indoleamine-Pyrrole 2,3,-Dioxygenase
Biological Products
Lead compounds
Naphthoquinones
Triazoles
Cells
Derivatives
Enzymes
Pharmaceutical Preparations

Cite this

Bridewell, D. J. A., Sperry, J., Smith, J. R., Kosim-Satyaputra, P., Ching, L. M., Jamie, J. F., & Brimble, M. A. (2013). Natural product-inspired pyranonaphthoquinone inhibitors of indoleamine 2,3-dioxygenase-1 (IDO-1)*. Australian Journal of Chemistry, 66(1), 40-49. https://doi.org/10.1071/CH12393
Bridewell, David J A ; Sperry, Jonathan ; Smith, Jason R. ; Kosim-Satyaputra, Priambudi ; Ching, Lai Ming ; Jamie, Joanne F. ; Brimble, Margaret A. / Natural product-inspired pyranonaphthoquinone inhibitors of indoleamine 2,3-dioxygenase-1 (IDO-1)*. In: Australian Journal of Chemistry. 2013 ; Vol. 66, No. 1. pp. 40-49.
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abstract = "A series of pyranonaphthoquinone derivatives possessing structural features present in both natural products annulin B and exiguamine A have been shown to exhibit low micromolar inhibition of indoleamine 2,3-dioxygenase-1 (IDO-1). These inhibitors retain activity against the enzyme in a cellular context with an approximate one-log loss of dose potency against IDO-1 in cells. One particular analogue, triazole 8 shows good inhibition of IDO-1 along with little loss of cell viability at low drug concentrations. These results have extended the naphthoquinone series of novel IDO-1 inhibitors based on lead compounds from nature. Journal compilation",
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Bridewell, DJA, Sperry, J, Smith, JR, Kosim-Satyaputra, P, Ching, LM, Jamie, JF & Brimble, MA 2013, 'Natural product-inspired pyranonaphthoquinone inhibitors of indoleamine 2,3-dioxygenase-1 (IDO-1)*', Australian Journal of Chemistry, vol. 66, no. 1, pp. 40-49. https://doi.org/10.1071/CH12393

Natural product-inspired pyranonaphthoquinone inhibitors of indoleamine 2,3-dioxygenase-1 (IDO-1)*. / Bridewell, David J A; Sperry, Jonathan; Smith, Jason R.; Kosim-Satyaputra, Priambudi; Ching, Lai Ming; Jamie, Joanne F.; Brimble, Margaret A.

In: Australian Journal of Chemistry, Vol. 66, No. 1, 2013, p. 40-49.

Research output: Contribution to journalArticleResearchpeer-review

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