The first indoleamine-2,3-dioxygenase-1 (IDO1) inhibitors containing carborane

Christopher J D Austin, Jan Kahlert, Fatiah Issa, John H. Reed, Jason R. Smith, Joseph A. Ioppolo, Jennifer A. Ong, Joanne F. Jamie, David Hibbs, Louis M. Rendina

Research output: Contribution to journalArticleResearchpeer-review

Abstract

Indoleamine-2,3-dioxygenase-1 (IDO1) is a critical immunoregulatory enzyme responsible for the metabolism of tryptophan during inflammation and disease. Based upon a pyranonaphthoquinone framework, the first examples of indoleamine-2,3-dioxygenase-1 (IDO1) inhibitors containing a carborane cage are reported. The novel closo-1,2-carboranyl-N-pyranonaphthoquinone derivatives display low μM binding affinity for the human recombinant enzyme, with IC50 values ranging from 0.78 to 1.77 μM.

LanguageEnglish
Pages10719-10724
Number of pages6
JournalDalton Transactions
Volume43
Issue number28
DOIs
Publication statusPublished - 28 Jul 2014

Fingerprint

Indoleamine-Pyrrole 2,3,-Dioxygenase
Enzymes
Metabolism
Tryptophan
Inhibitory Concentration 50
Inflammation
Derivatives

Cite this

Austin, C. J. D., Kahlert, J., Issa, F., Reed, J. H., Smith, J. R., Ioppolo, J. A., ... Rendina, L. M. (2014). The first indoleamine-2,3-dioxygenase-1 (IDO1) inhibitors containing carborane. Dalton Transactions, 43(28), 10719-10724. https://doi.org/10.1039/c4dt00444b
Austin, Christopher J D ; Kahlert, Jan ; Issa, Fatiah ; Reed, John H. ; Smith, Jason R. ; Ioppolo, Joseph A. ; Ong, Jennifer A. ; Jamie, Joanne F. ; Hibbs, David ; Rendina, Louis M. / The first indoleamine-2,3-dioxygenase-1 (IDO1) inhibitors containing carborane. In: Dalton Transactions. 2014 ; Vol. 43, No. 28. pp. 10719-10724.
@article{bc7ae353d002491199c73458725e6626,
title = "The first indoleamine-2,3-dioxygenase-1 (IDO1) inhibitors containing carborane",
abstract = "Indoleamine-2,3-dioxygenase-1 (IDO1) is a critical immunoregulatory enzyme responsible for the metabolism of tryptophan during inflammation and disease. Based upon a pyranonaphthoquinone framework, the first examples of indoleamine-2,3-dioxygenase-1 (IDO1) inhibitors containing a carborane cage are reported. The novel closo-1,2-carboranyl-N-pyranonaphthoquinone derivatives display low μM binding affinity for the human recombinant enzyme, with IC50 values ranging from 0.78 to 1.77 μM.",
author = "Austin, {Christopher J D} and Jan Kahlert and Fatiah Issa and Reed, {John H.} and Smith, {Jason R.} and Ioppolo, {Joseph A.} and Ong, {Jennifer A.} and Jamie, {Joanne F.} and David Hibbs and Rendina, {Louis M.}",
year = "2014",
month = "7",
day = "28",
doi = "10.1039/c4dt00444b",
language = "English",
volume = "43",
pages = "10719--10724",
journal = "Journal of the Chemical Society - Dalton Transactions",
issn = "1477-9226",
publisher = "Royal Society of Chemistry",
number = "28",

}

Austin, CJD, Kahlert, J, Issa, F, Reed, JH, Smith, JR, Ioppolo, JA, Ong, JA, Jamie, JF, Hibbs, D & Rendina, LM 2014, 'The first indoleamine-2,3-dioxygenase-1 (IDO1) inhibitors containing carborane', Dalton Transactions, vol. 43, no. 28, pp. 10719-10724. https://doi.org/10.1039/c4dt00444b

The first indoleamine-2,3-dioxygenase-1 (IDO1) inhibitors containing carborane. / Austin, Christopher J D; Kahlert, Jan; Issa, Fatiah; Reed, John H.; Smith, Jason R.; Ioppolo, Joseph A.; Ong, Jennifer A.; Jamie, Joanne F.; Hibbs, David; Rendina, Louis M.

In: Dalton Transactions, Vol. 43, No. 28, 28.07.2014, p. 10719-10724.

Research output: Contribution to journalArticleResearchpeer-review

TY - JOUR

T1 - The first indoleamine-2,3-dioxygenase-1 (IDO1) inhibitors containing carborane

AU - Austin, Christopher J D

AU - Kahlert, Jan

AU - Issa, Fatiah

AU - Reed, John H.

AU - Smith, Jason R.

AU - Ioppolo, Joseph A.

AU - Ong, Jennifer A.

AU - Jamie, Joanne F.

AU - Hibbs, David

AU - Rendina, Louis M.

PY - 2014/7/28

Y1 - 2014/7/28

N2 - Indoleamine-2,3-dioxygenase-1 (IDO1) is a critical immunoregulatory enzyme responsible for the metabolism of tryptophan during inflammation and disease. Based upon a pyranonaphthoquinone framework, the first examples of indoleamine-2,3-dioxygenase-1 (IDO1) inhibitors containing a carborane cage are reported. The novel closo-1,2-carboranyl-N-pyranonaphthoquinone derivatives display low μM binding affinity for the human recombinant enzyme, with IC50 values ranging from 0.78 to 1.77 μM.

AB - Indoleamine-2,3-dioxygenase-1 (IDO1) is a critical immunoregulatory enzyme responsible for the metabolism of tryptophan during inflammation and disease. Based upon a pyranonaphthoquinone framework, the first examples of indoleamine-2,3-dioxygenase-1 (IDO1) inhibitors containing a carborane cage are reported. The novel closo-1,2-carboranyl-N-pyranonaphthoquinone derivatives display low μM binding affinity for the human recombinant enzyme, with IC50 values ranging from 0.78 to 1.77 μM.

UR - http://www.scopus.com/inward/record.url?scp=84903464291&partnerID=8YFLogxK

U2 - 10.1039/c4dt00444b

DO - 10.1039/c4dt00444b

M3 - Article

VL - 43

SP - 10719

EP - 10724

JO - Journal of the Chemical Society - Dalton Transactions

T2 - Journal of the Chemical Society - Dalton Transactions

JF - Journal of the Chemical Society - Dalton Transactions

SN - 1477-9226

IS - 28

ER -

Austin CJD, Kahlert J, Issa F, Reed JH, Smith JR, Ioppolo JA et al. The first indoleamine-2,3-dioxygenase-1 (IDO1) inhibitors containing carborane. Dalton Transactions. 2014 Jul 28;43(28):10719-10724. https://doi.org/10.1039/c4dt00444b