Browsing by Author "Dobrowolski, JC"
Now showing 1 - 5 of 5
Results Per Page
Sort Options
- ItemEfficient access to chromeno[4,3-b]quinolines related to dependensin(© Georg Thieme Verlag Stuttgart, 2017-08-08) Dobrowolski, JC; Fraser, BH; Bhadbhade, MM; Black, DS; Kumar, NWe report a robust synthesis of novel chromeno[4,3-b]quinoline derivatives structurally similar to the natural product dependensin. The target compounds are accessed through the acid-catalysed condensation of 2-aminoacetophenones or 2-aminochalcones with substituted flavanones, which are in turn obtained from 2-hydroxyacetophenones and benzaldehydes. © 2017 Georg Thieme Verlag Stuttgart
- ItemEvaluation of the antidepressant therapeutic potential of isocyanine and pseudoisocyanine analogues of the organic cation decynium-22(Elsevier B. V., 2017-09-08) Krause-Heuer, AM; Fraser-Spears, R; Dobrowolski, JC; Ashford, ME; Wyatt, NA; Roberts, MP; Gould, GG; Cheah, WC; Ng, CKL; Bhadbhade, MM; Zhang, B; Greguric, I; Wheate, NJ; Kumar, N; Koek, W; Callaghan, PD; Daws, LC; Fraser, BHAntidepressant-like activity Herein we describe the synthesis and evaluation of antidepressant properties of seven analogues (1–7) of the low affinity/high capacity transporter blocker decynium-22 (D-22). All analogues (1–7) were synthesized via base promoted coupling reactions between N-alkylated-2-methylquinolinium iodides or N-alkylated-4-methylquinolinium iodides and electrophilic N-alkylated-2-iodoquinolinium iodides. All final compounds were purified by re-crystallization or preparative HPLC and initial evaluation studies included; 1) screening for in vitro α1-adrenoceptor activity (a property that can lead to unwanted side-effects), 2) measuring antidepressant-like activity in a mouse tail suspension test (TST), and 3) measuring effects upon mouse locomotion. The results showed some analogues have lower affinities at α1-adrenoceptors compared to D-22 and showed antidepressant-like activity without the need for co-administration of SSRIs. Additionally, many analogues did not affect mouse locomotion to the same extent as D-22. Plans for additional evaluations of these promising analogues, including measurement of antidepressant-like activity with co-administration of selective serotonin re-uptake inhibitors (SSRIs), are outlined. © 2017 Elsevier B.V.
- ItemA general and efficient synthesis of 5,6-dihydrodibenzo[b,h][1,6]naphthyridine derivatives(Elsevier B. V., 2016-12-07) Dobrowolski, JC; Katen, A; Fraser, BH; Bhadbhade, MM; Black, DS; Kumar, NA two-step procedure for the synthesis of dihydrodibenzonaphthyridine derivatives from benzaldehydes and 2-aminoacetophenones, proceeding through a substituted dihydroquinolone intermediate, is described. The synthetic protocol allows for a versatile and robust coupling method between a range of 2-aminoacetophenones or 2-aminobenzophenones and a selection of substituted dihydroquinolones. © 2016 Elsevier B.V.
- ItemA general synthesis of 7-Phenyl-7,13-dihydro-8H-benzo[6,7]azepino[3,2-c]quinolin-8-ones(Thieme, 2019-02-13) Dobrowolski, JC; Nguyen, DHT; Fraser, BH; Bhadbhade, MM; Black, DS; Kumar, NComplex benzazepinoquinolone scaffolds can be accessed from the reaction of 2-aminoacetophenones and oxindole derivatives and feature the seven-membered azepine ring moiety commonly found in a range of drug molecules. The described reaction is generally applicable and allows for rapid access to a diverse range of new structures with further potential to build more elaborate molecules. © 2021 Georg Thieme Verlag KG
- ItemA general synthesis of benzoazepinoindoles – a new class of heterocycles(Thieme, 2019-10-09) Dobrowolski, JC; Nguyen, DHT; Fraser, BH; Bhadbhade, MM; Black, DS; Kumar, NA new class of heterocyclic compounds, namely the benzoazepinoindolones, has been synthesised through a base-catalysed cyclisation reaction of 1,4-bis(2-aminophenyl)-2-phenylbutane-1,4-dione derivatives and features the prominent seven-membered azepine ring moiety. This synthesis has considerable scope for the rapid generation of more complex structures and is inexpensive and generally applicable. © 2019 Georg Thieme Verlag