Synthesis and multidrug resistance reversal activity of 1,2-disubstituted tetrahydroisoquinoline derivatives

Background: Cancer treatment often fails due to multidrug resistance (MDR) of the tumor cells. One of the major causes is overexpression of P-glycoprotein (P-gp). Materials and Methods: By N-substitution reactions of diamine, amino acid and amino alcohol derivatives with 1-substituted tetrahydroisoq...

Teljes leírás

Elmentve itt :
Bibliográfiai részletek
Szerzők: Mihályi Attila
Gáspár Róbert
Zalán Zita
Lázár László
Fülöp Ferenc
Dokumentumtípus: Cikk
Megjelent: 2004
Sorozat:ANTICANCER RESEARCH 24 No. 3A
mtmt:1013245
Online Access:http://publicatio.bibl.u-szeged.hu/16161
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490 0 |a ANTICANCER RESEARCH  |v 24 No. 3A 
520 3 |a Background: Cancer treatment often fails due to multidrug resistance (MDR) of the tumor cells. One of the major causes is overexpression of P-glycoprotein (P-gp). Materials and Methods: By N-substitution reactions of diamine, amino acid and amino alcohol derivatives with 1-substituted tetrahydroisoquinoline skeleton, structurally diverse 1,2-disubstituted 1,2,3,4-tetrahydroisoquinolines were synthesized. The compounds were assayed as P-gp inhibitors using a standard functional assay with rhodamine (6G) on MCF-7/Adr cells. Cytotoxicily was investigated on HeLa cells using an antiproliferative assay. Results: Five of the 24 compounds showed greater P-gp inhibition than the control compound verapamil with AC(50) values (concentration of the compound eliciting 50% of the maximal rhodamine 6G accumulation) significantly lower than that of verapamil. Conclusion: Novel compounds were synthesized that showed MDR-reversal effect. One of them, (1'R*,2R*)-2-{2'-[2"-hydroxy-3"-(alpha-naphthyloxy)propyl]-6',7'-dimetho xy-1',2',3',4'-tetrahydro-1'- isoquinolyl}propan-1-ol hydrochloride, showed two times higher efficacy than verapamil at 10 times lower concentrations. The outcome makes this molecule an attractive subject for further investigation and development. 
700 0 1 |a Gáspár Róbert  |e aut 
700 0 1 |a Zalán Zita  |e aut 
700 0 1 |a Lázár László  |e aut 
700 0 1 |a Fülöp Ferenc  |e aut 
856 4 0 |u http://publicatio.bibl.u-szeged.hu/16161/1/MihalyiAnticancerRes2004.pdf  |z Dokumentum-elérés