Merck
  • Início
  • Resultados da busca
  • Synthesis of novel tetrahydrobenzazepine derivatives and their cytoprotective effect on human lymphocytes.

Synthesis of novel tetrahydrobenzazepine derivatives and their cytoprotective effect on human lymphocytes.

Archiv der Pharmazie (2015-02-11)
Milena R Simic, Miroslava Stankovic, Boris M Mandic, Vele V Tesevic, Vladimir M Savic
RESUMO

Cytoprotective compounds such as amifostine play an important role in chemo- and radiotherapy due to their ability to reduce the side effects of these treatments. Our work was initiated with the intention to design, synthesise and test a new class of heterocyclic compounds that would have an antioxidative profile with the potential to be further developed as cytoprotective agents. The design was based on the privileged tetrahydrobenzazepine scaffold found in many natural products with a wide range of biological properties. This structure was further functionalised with moieties known to possess antioxidative features such as tertiary amine and styrene double bond. A series of eight tetrahydrobenzazepine derivatives of isoquinoline, 3,4-dihydro-β-carboline and pyridine were synthesised employing the Heck reaction as a key transformation. Some of the prepared compounds were tested for their in vitro effects on chromosome aberrations in peripheral human lymphocytes using the cytochalasin-B blocked micronucleus (MN) assay. Three tetrahydrobenzoazepine derivatives showed significant cytoprotective properties, comparable or even better to those of the radioprotective agent amifostine.

MATERIAIS
Número do produto
Marca
Descrição do produto

Sigma-Aldrich
Aluminum oxide, activated, acidic, Brockmann I
Sigma-Aldrich
Aluminum oxide, activated, neutral, Brockmann I
Sigma-Aldrich
Aluminum oxide, powder, primarily α phase, ≤10 μm avg. part. size, 99.5% trace metals basis
Sigma-Aldrich
Aluminum oxide, activated, basic, Brockmann I
Sigma-Aldrich
Aluminum oxide, pore size 58 Å, ~150 mesh
Sigma-Aldrich
Aluminum oxide, Type WN-6, Neutral, Activity Grade Super I
Sigma-Aldrich
Aluminum oxide, fused, powder, primarily α-phase, -325 mesh
Sigma-Aldrich
Aluminum oxide, calcined, powder, primarily α-phase, 100-325 mesh
Sigma-Aldrich
Aluminum oxide, fused, powder, primarily α-phase, 100-200 mesh
Sigma-Aldrich
Aluminum oxide, powder, 99.99% trace metals basis
Sigma-Aldrich
Aluminum oxide, Corundum, α-phase, -100 mesh
Sigma-Aldrich
Aluminum oxide, pellets, 3 mm
Sigma-Aldrich
Aluminum oxide, activated, acidic, Brockmann I, free-flowing, Redi-Dri
Sigma-Aldrich
Aluminum oxide, activated, neutral, Brockmann I, free-flowing, Redi-Dri
Supelco
Methanol solution, NMR reference standard, 4% in methanol-d4 (99.8 atom % D), NMR tube size 5 mm × 8 in.
Sigma-Aldrich
Methanol solution, NMR reference standard, 4% in methanol-d4 (99.8 atom % D), NMR tube size 3 mm × 8 in.
Sigma-Aldrich
Aluminum oxide, nanoparticles, <50 nm particle size (DLS), 20 wt. % in isopropanol
Sigma-Aldrich
Aluminum oxide, nanoparticles, 30-60 nm particle size (TEM), 20 wt. % in H2O
Sigma-Aldrich
Aluminum oxide, single crystal substrate, <0001>
Sigma-Aldrich
Aluminum oxide, nanopowder, 13 nm primary particle size (TEM), 99.8% trace metals basis
Sigma-Aldrich
Mitomycin C from Streptomyces caespitosus, ≥98% (HPLC), potency: ≥970 μg per mg (USP XXIV), γ-irradiated, suitable for cell culture
Sigma-Aldrich
Aluminum oxide, 99.997% trace metals basis
Sigma-Aldrich
Aluminum oxide, nanowires, diam. × L 2-6 nm × 200-400 nm
Sigma-Aldrich
Methanol-12C, 99.95 atom % 12C
Sigma-Aldrich
Aluminum oxide, nanopowder, <50 nm particle size (TEM)
Sigma-Aldrich
Mitomycin C from Streptomyces caespitosus, powder, BioReagent, suitable for cell culture
Sigma-Aldrich
Mitomycin C from Streptomyces caespitosus, powder, contains NaCl as solubilizer
Supelco
Aluminum oxide, for the determination of hydrocarbons
Supelco
Aluminum oxide, activated, neutral, Brockmann Activity I
Sigma-Aldrich
Mitomycin C from Streptomyces caespitosus, ≥970 μg/mg (USP XXIV)