title: Synthesis and biological evaluation of novel tryptoline derivatives as indoleamine 2,3-dioxygenase (IDO) inhibitors.
abstract: Indoleamine 2,3-dioxygenase (IDO) plays a significant role in several disorders such as Alzheimer's disease, age-related cataracts and tumors. A series of novel tryptoline derivatives were synthesized and evaluated for their inhibitory activity against IDO. Substituted tryptoline derivatives (11a, 11c, 11e, 12b and 12c) were demonstrated to be more potent than known inhibitor MTH-Trp. Suzuki-Miyaura cross-coupling reaction of 11a-d with phenylboronic acid proceeded in high yields. In most cases, C5 and C6 substitutions on the corresponding indole ring were well tolerated. The tryptoline derivative 11c is a promising chemical lead for the discovery of novel IDO inhibitors.
authors: Faculty of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan.
authors: Minoru
authors: M
authors: Tanaka
authors: Xin
authors: X
authors: Li
authors: Hidemasa
authors: H
authors: Hikawa
authors: Takafumi
authors: T
authors: Suzuki
authors: Katsuhiko
authors: K
authors: Tsutsumi
authors: Masashi
authors: M
authors: Sato
authors: Osamu
authors: O
authors: Takikawa
authors: Hideharu
authors: H
authors: Suzuki
authors: Yuusaku
authors: Y
authors: Yokoyama
mesh_terms: D002243:Carbolines / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D004353:Drug Evaluation, Preclinical; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D006801:Humans; D050503:Indoleamine-Pyrrole 2,3,-Dioxygenase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D011485:Protein Binding; D013237:Stereoisomerism; D014364:Tryptophan / Q000737:chemistry
chemical_list: D002243:Carbolines; D004791:Enzyme Inhibitors; D050503:Indoleamine-Pyrrole 2,3,-Dioxygenase; C009804:tryptoline; D014364:Tryptophan