3-arylamino and 3-alkoxy-nor-beta-lapachone derivatives: synthesis and cytotoxicity against cancer cell lines

Journal of Medicinal Chemistry
Eufrânio N da SilvaAntônio V Pinto

Abstract

Several 3-arylamino and 3-alkoxy-nor-beta-lapachone derivatives were synthesized in moderate to high yields and found to be highly potent against cancer cells SF295 (central nervous system), HCT8 (colon), MDA-MB435 (melanoma), and HL60 (leukemia), with IC(50) below 2 microM. The arylamino para-nitro and the 2,4-dimethoxy substituted naphthoquinones showed the best cytoxicity profile, while the ortho-nitro and the 2,4-dimethoxy substituted ones were more selective than doxorubicin and similar to the precursor lapachones, thus emerging as promising new lead compounds in anticancer drug development.

References

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Citations

Jan 29, 2013·European Journal of Medicinal Chemistry·Suthananda N SunasseeMichael T Davies-Coleman
Oct 8, 2013·European Journal of Medicinal Chemistry·Solange L de CastroEufrânio N da Silva Júnior
Aug 13, 2011·Chemical Research in Toxicology·Bruno C CavalcantiCláudia Pessoa
Jan 1, 2014·PloS One·Emmerson C B da CostaSabrina B Ferreira
Feb 9, 2010·Chemico-biological Interactions·Raquel Carvalho MontenegroLetícia Veras Costa-Lotufo
Mar 6, 2012·Toxicology in Vitro : an International Journal Published in Association with BIBRA·A J AraújoM O F Goulart
Feb 18, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Mariana F do C CardosoJosé A S Cavaleiro
Jul 6, 2015·European Journal of Medicinal Chemistry·André A VieiraEufrânio N da Silva
May 7, 2015·Chemical Communications : Chem Comm·Gleiston G DiasEufrânio N da Silva Júnior
Dec 14, 2011·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ludmila G de OliveiraCynthia Demicheli
Jun 17, 2010·Rapid Communications in Mass Spectrometry : RCM·Ricardo VessecchiNorberto P Lopes
Aug 31, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Michelle H LeeAshkan Emadi
Jan 24, 2013·Bioinformatics·Sebastian Thieme, Philip Groth
Mar 24, 2012·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Nanci C de LucasMiguel A Miranda
Dec 1, 2012·Organic & Biomolecular Chemistry·Kenneth O EyongSundarababu Baskaran
Jul 8, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Marcilia P CostaValder N Freire
Dec 5, 2020·Microbial Drug Resistance : MDR : Mechanisms, Epidemiology, and Disease·Andressa Lorena IequeRegiane Bertin de Lima Scodro
Nov 8, 2020·European Journal of Medicinal Chemistry·Qijie GongXiaojin Zhang
Jul 19, 2020·European Journal of Medicinal Chemistry·Liqiang WuChong Zhang
Dec 1, 2010·European Journal of Medicinal Chemistry·Eufrânio N da SilvaAntonio V Pinto

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