Electronic Supplementary Material (ESI) for ChemComm. This journal is © The Royal Society of Chemistry 2016 Supplementary Information Novel fluorescent lapachone-based BODIPY: Synthesis, computational and electrochemical aspects, and subcellular localisation of a potent antitumour hybrid quinone Talita B. Gontijo,a Rossimiriam P. de Freitas,a Guilherme F. de Lima,a Lucas C. D. de Rezende,b Leandro F. Pedrosa,c Thaissa L. Silva,d Marilia O. F. Goulart,d Bruno C. Cavalcanti,e Claudia Pessoa,e,f Marina P. Bruno,g José R. Correia,g Flavio S. Emeryb* and Eufrânio N. da Silva Júniora* aInstitute of Exact Sciences, Department of Chemistry, Federal University of Minas Gerais, CEP 31270-901, Belo Horizonte, MG, Brazil; bFaculty of Pharmaceutical Sciences, University of São Paulo, CEP 14040-903, Ribeirão Preto, SP, Brazil; cInstitute of Exact Sciences, Department of Chemistry, Fluminense Federal University, CEP 27213-145, Volta Redonda, RJ, Brazil; dInstitute of Chemistry and Biotechnology, Federal University of Alagoas, CEP 57072-970, Maceió, AL, Brazil; eDepartment of Physiology and Pharmacology, Federal University of Ceará, CEP 60180-900, Fortaleza, CE, Brazil; fFiocruz-Ceará, CEP 60180-900, Fortaleza, CE, Brazil; gInstitute of Chemistry, University of Brasília, CEP 70904970, Brasília, DF, Brazil. E-mail:
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[email protected] Contents Chemistry S2 NMR spectra of compounds S6 HRMS spectra S14 Photophysical Parameters S15 Cell Staining Procedure S18 Cytotoxicity against cancer cell lines – MTT assay S27 Analysis of reduced glutathione content and TBARS assay S29 Electrochemical studies S31 Computational details S35 S1 Chemistry Materials and methods Melting points were obtained on Thomas Hoover and are uncorrected. Analytical grade solvents were used.