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Abstract

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.

Keywords

L-Tryptophan β-carboline 2,9-bis(2-fluorobenzyl)-β-carbolinium bromide derivatives Anticancer activities

Article Details

How to Cite
Mazlin Mohideen, Wan Mohamad Hafiz Wan Hamid, Nur Damia Zaidi, Adibah Akmal, Nuramanina Othman, Danda Aieshah Ghazali, Umi Izzati Azhar, Alyaa Mathirah Mohamad, Faizan Naeem Razali, & Nur Azzalia Kamaruzaman. (2019). Synthesis, Characterization and Cytotoxic Activity of New 2,9-BIS(2-Fluorobenzyl)-β-Carbolinium Bromide as a potential compound for anti-cancer agents. International Journal of Research in Pharmaceutical Sciences, 10(SPL1). https://doi.org/10.26452/ijrps.v10iSPL1.1683

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