Synthesis and potential antitumor activities of mandelic acid linked 2-aryl-1,3-thiazolidin-4-ones
Abstract
In our pursuit to discover new anticancer agents, we have synthesized a new series of 2-aryl-1,3-
thiazolidin-4-one derivatives carrying a mandelic acid part. Compounds 3a-h and 4a-j have been synthesized with the
cyclization of mandelic acid-derived Schiff bases, their structures have been elucidated with spectral methods (1H-NMR,
13C-NMR, and LC/MS-APCI) and elemental analyzes (C, H, N). Five compounds 3d, 3e, 4e, 4f, and 4g chosen as
prototypes were evaluated against the full panel of 58 human tumor cell lines in the National Cancer Institute’s in vitro
primary cytotoxicity assay (Bethesda, Maryland). Among the tested compound, 3e showed good cytotoxic effects
against melanoma cell line UACC-62. Compounds 3d, 4e, 4f, and 4g showed moderate cytotoxic effects, especially
against leukemia cell line, RPMI-8226, non-small cell lung cancer cell lines NCI-H23 and HOP-92, central nervous
system (CNS) cancer cell lines SF-295 and SNB-75, melanoma cell line UACC-62, and ovarian cancer cell line IGROV1.
It is considered that the in vitro test results of selected compounds are promising and an additional mandelic acid moiety
to core structure 2-aryl-1,3-thiazolidin-4-one and different modifications may result in effective agents in anticancer
treatment.
Keywords
References
- [1] Krieghoff-Henning E, Folkerts J, Penzkofer A, Weg-Remers S. Cancer – an overview. Med Monatsschr Pharm.2017; 40(2): 48—54.
- [2] Peate I. Understanding cancer. Br J Healthc Assist. 2018; 12(7): 350–355. [CrossRef]
- [3] Ferlay J, Colombet M, Soerjomataram I, Parkin DM, Piñeros M, Znaor A, Bray F. Cancer statistics for the year 2020: An overview. Int J Cancer 2021; 149(4): 778–789. [CrossRef]
- [4] Gottesman MM. Mechanisms of cancer drug resistance. Annu Rev Med. 2002; 53: 615–627. [CrossRef]
- [5] Nikolaou M, Pavlopoulou A, Georgakilas AG, Kyrodimos E. The challenge of drug resistance in cancer treatment: a current overview. Clin Exp Metastasis 2018; 35(4): 309–318. [CrossRef]
- [6] Love RR, Leventhal H, Easterling D V, Nerenz DR. Side effects and emotional distress during cancer chemotherapy. Cancer 1989; 63(3): 604–612. [CrossRef]
- [7] Samadhiya P, Sharma R, Srivastava SK, Srivastava SD. Synthesis and biological evaluation of 4-thiazolidinonederivatives as antitubercular and antimicrobial agents. Arab J Chem. 2014; 7(5): 657–665. [CrossRef]
- [8] Desai NC, Jadeja KA, Jadeja DJ, Khedkar VM, Jha PC. Design, synthesis, antimicrobial evaluation, and molecular docking study of some 4-thiazolidinone derivatives containing pyridine and quinazoline moiety. Synth Commun. 2021; 51(6): 952–963. [CrossRef]
Details
Primary Language
English
Subjects
Pharmaceutical Chemistry
Journal Section
Research Article
Authors
Publication Date
June 28, 2025
Submission Date
February 11, 2022
Acceptance Date
April 4, 2022
Published in Issue
Year 2022 Volume: 26 Number: 4
APA
Demir-yazıcı, K., & Güzel Akdemir, Ö. (2025). Synthesis and potential antitumor activities of mandelic acid linked 2-aryl-1,3-thiazolidin-4-ones. Journal of Research in Pharmacy, 26(4), 931-940. https://izlik.org/JA45GX62LJ
AMA
1.Demir-yazıcı K, Güzel Akdemir Ö. Synthesis and potential antitumor activities of mandelic acid linked 2-aryl-1,3-thiazolidin-4-ones. J. Res. Pharm. 2025;26(4):931-940. https://izlik.org/JA45GX62LJ
Chicago
Demir-yazıcı, Kübra, and Özlen Güzel Akdemir. 2025. “Synthesis and Potential Antitumor Activities of Mandelic Acid Linked 2-Aryl-1,3-Thiazolidin-4-Ones”. Journal of Research in Pharmacy 26 (4): 931-40. https://izlik.org/JA45GX62LJ.
EndNote
Demir-yazıcı K, Güzel Akdemir Ö (June 1, 2025) Synthesis and potential antitumor activities of mandelic acid linked 2-aryl-1,3-thiazolidin-4-ones. Journal of Research in Pharmacy 26 4 931–940.
IEEE
[1]K. Demir-yazıcı and Ö. Güzel Akdemir, “Synthesis and potential antitumor activities of mandelic acid linked 2-aryl-1,3-thiazolidin-4-ones”, J. Res. Pharm., vol. 26, no. 4, pp. 931–940, June 2025, [Online]. Available: https://izlik.org/JA45GX62LJ
ISNAD
Demir-yazıcı, Kübra - Güzel Akdemir, Özlen. “Synthesis and Potential Antitumor Activities of Mandelic Acid Linked 2-Aryl-1,3-Thiazolidin-4-Ones”. Journal of Research in Pharmacy 26/4 (June 1, 2025): 931-940. https://izlik.org/JA45GX62LJ.
JAMA
1.Demir-yazıcı K, Güzel Akdemir Ö. Synthesis and potential antitumor activities of mandelic acid linked 2-aryl-1,3-thiazolidin-4-ones. J. Res. Pharm. 2025;26:931–940.
MLA
Demir-yazıcı, Kübra, and Özlen Güzel Akdemir. “Synthesis and Potential Antitumor Activities of Mandelic Acid Linked 2-Aryl-1,3-Thiazolidin-4-Ones”. Journal of Research in Pharmacy, vol. 26, no. 4, June 2025, pp. 931-40, https://izlik.org/JA45GX62LJ.
Vancouver
1.Kübra Demir-yazıcı, Özlen Güzel Akdemir. Synthesis and potential antitumor activities of mandelic acid linked 2-aryl-1,3-thiazolidin-4-ones. J. Res. Pharm. [Internet]. 2025 Jun. 1;26(4):931-40. Available from: https://izlik.org/JA45GX62LJ