Preprint Article Version 2 This version is not peer-reviewed

Synthesis and Cytotoxicity Evaluation of Novel Asymmetrical Mono-carbonyl Analogs of Curcumin (AMACs) against Vero, HeLa, and MCF7 Cell Lines

Version 1 : Received: 14 November 2017 / Approved: 14 November 2017 / Online: 14 November 2017 (10:26:47 CET)
Version 2 : Received: 1 June 2018 / Approved: 4 June 2018 / Online: 4 June 2018 (08:19:03 CEST)

How to cite: Wiji Prasetyaningrum, P.; Bahtiar, A.; Hayun, H. Synthesis and Cytotoxicity Evaluation of Novel Asymmetrical Mono-carbonyl Analogs of Curcumin (AMACs) against Vero, HeLa, and MCF7 Cell Lines. Preprints 2017, 2017110091 (doi: 10.20944/preprints201711.0091.v2). Wiji Prasetyaningrum, P.; Bahtiar, A.; Hayun, H. Synthesis and Cytotoxicity Evaluation of Novel Asymmetrical Mono-carbonyl Analogs of Curcumin (AMACs) against Vero, HeLa, and MCF7 Cell Lines. Preprints 2017, 2017110091 (doi: 10.20944/preprints201711.0091.v2).

Abstract

A series of novel asymmetrical mono-carbonyl analogs of curcumin (AMACs) were synthesized and evaluated for cytotoxic activity using the brine shrimp lethality test (BSLT) and the methyl thiazolyl tetrazolium assay against Vero, HeLa, and MCF7 cell lines. The structures of the synthesized compounds were confirmed by Fourier transform infrared spectrophotometry (FTIR), 1H-nuclear magnetic resonance (NMR), 13C-NMR, and mass spectral data. The results of the cytotoxicity evaluation showed that the synthesized compounds exhibited moderate to very high toxic activity in BSLT, requiring a concentration of 13.06–714.49 µg/mL to kill half the population. Most of the compound exhibited cytotoxic activity against HeLa cell lines, comparable to the activity of cisplatin with a concentration of the synthesized compounds required to inhibit 50% of the growth of the cell lines (IC50) value of 40.65–95.55 µM, and most of the compounds tested against MCF7 cell lines exhibited moderate to very high cytotoxic activity (IC50 value 7.86–35.88 µM). However, the selectivity index of the compounds was low, less than 1–1.96. Among the synthesized compounds, compound 1b showed the highest cytotoxicity and selectivity against MCF7 cell lines. Compound 1b could be considered for further development to obtain more active and selective chemotherapeutic agents against breast cancer.

Subject Areas

asymmetrical mono-carbonyl analogs of curcumin (AMACs); synthesis; cytotoxicity, Vero; HeLa; MCF7; cell lines

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