Abstract
A series of 22 furanocoumarin derivatives were synthesized and evaluated for cytotoxicity against breast cancer (MCF-7 and MDA-MB-231) and prostate cancer (PC-3) cell lines along with normal cell line. Several analogs were synthesized by replacing prenyl moiety with alkyl, aromatic, and heteroaromatic functionality to study the structure–activity relationship. Compounds 20 and 22 with adamantoylamino, diprenylamino and substituted benzene sulfonamide substituents showed potent antiproliferative activity in MCF-7 cell line with IC50 values of 0.48 and 0.53 µM, respectively. Both the compounds showed higher IC50 value in MCF-10A cell lines indicating nontoxicity in normal cell lines.
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Abbreviations
- TBAB:
-
Tetrabutylammonium bromide
- FBS:
-
Fetal bovine serum
- MTT:
-
Methylthiazolyl tetrazolium assay
- SAR:
-
Structure–activity relationship
- DMEM:
-
Dulbecco’s modified Eagle medium
- EDTA:
-
Ethylenediaminetetraacetic acid
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Acknowledgments
SKC is thankful to the Council of Scientific and Industrial Research, India for fellowship. The authors are thankful to the Director of NIPER for extending support to this work.
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44_2014_1312_MOESM1_ESM.doc
Supplementary material 1.Spectral data for the compounds 6–11, 14–17, and 24 are provided in supplementary information. (DOC 3370 kb)
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Chauthe, S.K., Mahajan, S., Rachamalla, M. et al. Synthesis and evaluation of linear furanocoumarins as potential anti-breast and anti-prostate cancer agents. Med Chem Res 24, 2476–2484 (2015). https://doi.org/10.1007/s00044-014-1312-6
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DOI: https://doi.org/10.1007/s00044-014-1312-6