Synthesis and potential antitumor activities of mandelic acid linked 2-aryl-1,3-thiazolidin-4-ones

Kübra Demir-yazıcı; Özlen Güzel Akdemir

Makale detayları

Synthesis and potential antitumor activities of mandelic acid linked 2-aryl-1,3-thiazolidin-4-ones

Yazarlar:

Kübra Demir-yazıcı | Özlen Güzel Akdemir

Yayıncı:

Marmara University

Ana Başlıklar:

Pharmaceutical Chemistry

Dergi:

Journal of Research in Pharmacy Vol.26 Issue 4, pp.931-940

Belge Tipi:

Makale

Yayın Tarihi:

6/2025

Belge Dili:

İngilizce

Document ID (Org No.):

2001347285

pISSN:

2630-6344

Anahtar kelimeler:

Özet:

 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 LCMS-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 Institutes 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.

 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 LCMS-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 Institutes 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.

 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 LCMS-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 Institutes 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.

 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 LCMS-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 Institutes 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.

Makale detayları

Synthesis and potential antitumor activities of mandelic acid linked 2-aryl-1,3-thiazolidin-4-ones

Yazarlar:

Kübra Demir-yazıcı | Özlen Güzel Akdemir

Yayıncı:

Marmara University

Ana Başlıklar:

Pharmaceutical Chemistry

Dergi:

Journal of Research in Pharmacy Vol.26 Issue 4, pp.931-940

Belge Tipi:

Makale

Yayın Tarihi:

6/2025

Belge Dili:

İngilizce

Document ID (Org No.):

2001347285

pISSN:

2630-6344

1

3-Thiazolidin-4-one

mandelic acid

synthesis

anticancer agents

in vitro cytotoxicity assay

Sayı

Makale detayları

Synthesis and potential antitumor activities of mandelic acid linked 2-aryl-1,3-thiazolidin-4-ones

Yazarlar: Kübra Demir-yazıcı | Özlen Güzel Akdemir

Yayıncı: Marmara University

Ana Başlıklar: Pharmaceutical Chemistry

Dergi: Journal of Research in Pharmacy Vol.26 Issue 4, pp.931-940

Belge Tipi: Makale

Yayın Tarihi: 6/2025

Belge Dili: İngilizce

Document ID (Org No.): 2001347285

pISSN: 2630-6344

1

3-Thiazolidin-4-one

mandelic acid

synthesis

anticancer agents

in vitro cytotoxicity assay

Sayı

Yazarlar:

Kübra Demir-yazıcı | Özlen Güzel Akdemir

Yayıncı:

Marmara University

Ana Başlıklar:

Pharmaceutical Chemistry

Dergi:

Journal of Research in Pharmacy Vol.26 Issue 4, pp.931-940

Belge Tipi:

Makale

Yayın Tarihi:

6/2025

Belge Dili:

İngilizce

Document ID (Org No.):

2001347285

pISSN:

2630-6344