Cookies on this website

We use cookies to ensure that we give you the best experience on our website. If you click 'Accept all cookies' we'll assume that you are happy to receive all cookies and you won't see this message again. If you click 'Reject all non-essential cookies' only necessary cookies providing core functionality such as security, network management, and accessibility will be enabled. Click 'Find out more' for information on how to change your cookie settings.

Indoleamine 2,3-dioxygenase (IDO1) and tryptophane 2,3-dioxygenase (TDO) are two heme-containing enzymes which catalyze the conversion of tryptophan to N-formylkynurenine. Both enzymes are well establish therapeutic targets as important factors in the tumor immune evasion mechanism. A number of analogues of the marine pyrroloquinoline alkaloids tsitsikammamines or wakayin have been synthesized, two of them were synthesized using an original method to build the bispyrroloquinone framework. All the derivatives were evaluated in a cellular assay for their capacity to inhibit the enzymes. Six compounds have shown a significant potency on HEK 293-EBNA cell lines expressing hIDO1 or hTDO.

More information Original publication

DOI

10.1016/j.bmcl.2021.127910

Type

Journal article

Publication Date

2021-05-01T00:00:00+00:00

Volume

40

Addresses

U, n, i, v, e, r, s, i, t, é, , P, a, u, l, , S, a, b, a, t, i, e, r, ,, , U, M, R, , C, N, R, S, , 5, 0, 6, 8, ,, , L, a, b, o, r, a, t, o, i, r, e, , d, e, , S, y, n, t, h, è, s, e, , e, t, , P, h, y, s, i, c, o, c, h, i, m, i, e, , d, e, , M, o, l, é, c, u, l, e, s, , d, ', I, n, t, é, r, ê, t, , B, i, o, l, o, g, i, q, u, e, ,, , 1, 1, 8, , R, o, u, t, e, , d, e, , N, a, r, b, o, n, n, e, ,, , 3, 1, 0, 6, 2, , T, o, u, l, o, u, s, e, , C, é, d, e, x, , 9, ,, , F, r, a, n, c, e, .

Keywords

Humans, Pyrroloiminoquinones, Alkaloids, Indole Alkaloids, Pyrroles, Quinolines, Tryptophan Oxygenase, Enzyme Inhibitors, Protein Conformation, Protein Binding, Structure-Activity Relationship, Indoleamine-Pyrrole 2,3,-Dioxygenase, Small Molecule Libraries, HEK293 Cells, Aquatic Organisms, Molecular Docking Simulation