Main Article Content
β-carbolines constitute a vast group of indole alkaloids and exhibit various biochemical effects and pharmacological properties. With the recent emergence of β-carboline in the field of cancer, this study investigated the synthesis, characterization, and potential anticancer activity of β-carboline derivative. An efficient method was described for the synthesis of new 2,9-bis(2-fluorobenzyl)-β-carbolinium bromide from L-tryptophan through the Pictet-Spengler reaction and oxidation of K2Cr2O7 by a sequential one-pot synthesis method then followed by N2, N9-benzylated using 2-fluorobezyl with good yield (92%). The structure of the compound was established by 1H-, 13C-NMR, and mass spectroscopy (ESI-MS) as well as single-crystal X-ray crystallographic analysis. The compound was tested for anticancer activity against Hela, HT-29, Hep-G2, and K562 cell lines by using MTT assay. 2,9-bis(2-fluorobenzyl)-β-carbolinium bromide exerted promising anticancer activities with IC50 values ranging between 0.97 to 6.00 μM as compared to doxorubicin which was employed as the positive control (0.77 μM). The results suggested that new, 2,9-bis(2-fluorobenzyl)-β-carbolinium bromide could potentially be developed as a novel anticancer agent.
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.