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Vol. 36 No. 9 (2024): Vol 36 Issue 9, 2024

Copyright (c) 2024 MR. MAYURESH SHINDE, Dr. SHITALKUMAR PATIL, DR.NEELA BHATIA, DR. MANISH BHATIA

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This work is licensed under a Creative Commons Attribution 4.0 International License.

Dual Tumor Targeting Ability of Fatty Acyl (Amide) Amino Acid Alkyl Ester Conjugates : In vitro Cytotoxicity and DNA Cleavage based Bioactivity

https://doi.org/10.14233/ajchem.2024.32064
Mayuresh Shinde
Department of Pharmaceutical Chemistry, SWVSM’s Tatyasaheb Kore College of Pharmacy, Warananagar-416113, India
https://orcid.org/0000-0002-1593-3722
Shitalkumar Patil
Dr. J.J. Magdum Trust’s Dr. J.J. Magdum Pharmacy College, Jaysingpur-416101, India
https://orcid.org/0000-0003-4761-5590
Neela Bhatia
Department of Pharmaceutical Chemistry, Bharati Vidyapeeth College of Pharmacy, Kolhapur-416004, India
https://orcid.org/0000-0002-0784-0518
Manish Bhatia
Department of Pharmaceutical Chemistry, Bharati Vidyapeeth College of Pharmacy, Kolhapur-416004, India
https://orcid.org/0000-0003-4045-5280

Corresponding Author(s) : Mayuresh Shinde

mvshinde.tkcp@gmail.com

Asian Journal of Chemistry, Vol. 36 No. 9 (2024): Vol 36 Issue 9, 2024

Abstract

In this work, the bioactivity of fatty acyl (amide) amino acid alkyl esters through cytotoxicity and DNA cleavage properties were assessed. The synthetic method utilized HBTU-catalyzed amide formation between the carboxyl group of stearic acid and linoleic acid and the amine group in L-glutamic acid dimethyl ester and L-methionine methyl ester. The conjugates were elucidated using FTIR, NMR and mass and evaluated for cytotoxicity (COLO-205, A549 cell lines). Conjugates 10a-c exhibited selective growth inhibitory effects on cancer cell lines, while no impact was detected on normal cells. Overall, there was a significant reduction in the proliferation of human colorectal (COLO-205) and lung cancer (A549) cancer cells. Conjugates 10a-c also exhibited favourable cytocompatibility on normal murine fibroblast (L929) cells. Conjugate 10c showed promiscuous in vitro cytotoxicity against colorectal (COLO-205) and lung (A549) cancer cells compared to conjugates 10a and 10b.

Keywords

Cytotoxicity DNA cleavage Fatty acid Amino acid methyl ester
Shinde, M., Patil, S., Bhatia, N., & Bhatia, M. (2024). Dual Tumor Targeting Ability of Fatty Acyl (Amide) Amino Acid Alkyl Ester Conjugates : In vitro Cytotoxicity and DNA Cleavage based Bioactivity. Asian Journal of Chemistry, 36(9), 2115–211. https://doi.org/10.14233/ajchem.2024.32064
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