Synthesis and cytotoxic activity evaluation of 2,3-thiazolidin-4-one derivatives on human breast cancer cell lines

Marina Sala; Adele Chimento; Carmela Saturnino; Isabel M. Gomez-Monterrey; Simona Musella; Alessia Bertamino; Ciro Milite; Maria Stefania Sinicropi; Anna Caruso; Rosa Sirianni; Paolo Tortorella; Ettore Novellino; Pietro Campiglia; Vincenzo Pezzi

doi:10.1016/j.bmcl.2013.06.051

Synthesis and cytotoxic activity evaluation of 2,3-thiazolidin-4-one derivatives on human breast cancer cell lines

Marina Sala, Adele Chimento, Carmela Saturnino, Isabel M. Gomez-Monterrey, Simona Musella, Alessia Bertamino, Ciro Milite, Maria Stefania Sinicropi, Anna Caruso, Rosa Sirianni, Paolo Tortorella, Ettore Novellino, Pietro Campiglia, Vincenzo Pezzi

Pediatrics

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Abstract

It is well known that resveratrol (RSV) displayed cancer-preventing and anticancer properties but its clinical application is limited because of a low bioavailability and a rapid clearance from the circulation. Aim of this work was to synthesize pharmacologically active resveratrol analogs with an enhanced structural rigidity and bioavailability. In particular, we have synthesized a library of 2,3-thiazolidin-4-one derivatives in which a thiazolidinone nucleus connects two aromatic rings. Some of these compounds showed strong inhibitory effects on breast cancer cell growth. Our results indicate that some of thiazolidin-based resveratrol derivatives may become a new potent alternative tool for the treatment of human breast cancer.

Original language	English (US)
Pages (from-to)	4990-4995
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	23
Issue number	17
DOIs	https://doi.org/10.1016/j.bmcl.2013.06.051
State	Published - Sep 1 2013

Keywords

2,3-Thiazolidin-4-one derivatives
Breast cancer cells
MCF-7
Polyphenol
Resveratrol analogs anticancer drugs
SKBR3

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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Sala, M., Chimento, A., Saturnino, C., Gomez-Monterrey, I. M., Musella, S., Bertamino, A., Milite, C., Sinicropi, M. S., Caruso, A., Sirianni, R., Tortorella, P., Novellino, E., Campiglia, P., & Pezzi, V. (2013). Synthesis and cytotoxic activity evaluation of 2,3-thiazolidin-4-one derivatives on human breast cancer cell lines. Bioorganic and Medicinal Chemistry Letters, 23(17), 4990-4995. https://doi.org/10.1016/j.bmcl.2013.06.051

Sala, M, Chimento, A, Saturnino, C, Gomez-Monterrey, IM, Musella, S, Bertamino, A, Milite, C, Sinicropi, MS, Caruso, A, Sirianni, R, Tortorella, P, Novellino, E, Campiglia, P & Pezzi, V 2013, 'Synthesis and cytotoxic activity evaluation of 2,3-thiazolidin-4-one derivatives on human breast cancer cell lines', Bioorganic and Medicinal Chemistry Letters, vol. 23, no. 17, pp. 4990-4995. https://doi.org/10.1016/j.bmcl.2013.06.051

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title = "Synthesis and cytotoxic activity evaluation of 2,3-thiazolidin-4-one derivatives on human breast cancer cell lines",

abstract = "It is well known that resveratrol (RSV) displayed cancer-preventing and anticancer properties but its clinical application is limited because of a low bioavailability and a rapid clearance from the circulation. Aim of this work was to synthesize pharmacologically active resveratrol analogs with an enhanced structural rigidity and bioavailability. In particular, we have synthesized a library of 2,3-thiazolidin-4-one derivatives in which a thiazolidinone nucleus connects two aromatic rings. Some of these compounds showed strong inhibitory effects on breast cancer cell growth. Our results indicate that some of thiazolidin-based resveratrol derivatives may become a new potent alternative tool for the treatment of human breast cancer.",

keywords = "2,3-Thiazolidin-4-one derivatives, Breast cancer cells, MCF-7, Polyphenol, Resveratrol analogs anticancer drugs, SKBR3",

author = "Marina Sala and Adele Chimento and Carmela Saturnino and Gomez-Monterrey, {Isabel M.} and Simona Musella and Alessia Bertamino and Ciro Milite and Sinicropi, {Maria Stefania} and Anna Caruso and Rosa Sirianni and Paolo Tortorella and Ettore Novellino and Pietro Campiglia and Vincenzo Pezzi",

note = "Funding Information: This work was supported by grants from the Italian Ministry of Education (MIUR) (PRIN n° 20098SJX4F ) and by Associazione Italiana per la Ricerca sul Cancro (AIRC) project n. IG10344 .",

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doi = "10.1016/j.bmcl.2013.06.051",

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T1 - Synthesis and cytotoxic activity evaluation of 2,3-thiazolidin-4-one derivatives on human breast cancer cell lines

AU - Sala, Marina

AU - Chimento, Adele

AU - Saturnino, Carmela

AU - Gomez-Monterrey, Isabel M.

AU - Musella, Simona

AU - Bertamino, Alessia

AU - Milite, Ciro

AU - Sinicropi, Maria Stefania

AU - Caruso, Anna

AU - Sirianni, Rosa

AU - Tortorella, Paolo

AU - Novellino, Ettore

AU - Campiglia, Pietro

AU - Pezzi, Vincenzo

N1 - Funding Information: This work was supported by grants from the Italian Ministry of Education (MIUR) (PRIN n° 20098SJX4F ) and by Associazione Italiana per la Ricerca sul Cancro (AIRC) project n. IG10344 .

PY - 2013/9/1

Y1 - 2013/9/1

N2 - It is well known that resveratrol (RSV) displayed cancer-preventing and anticancer properties but its clinical application is limited because of a low bioavailability and a rapid clearance from the circulation. Aim of this work was to synthesize pharmacologically active resveratrol analogs with an enhanced structural rigidity and bioavailability. In particular, we have synthesized a library of 2,3-thiazolidin-4-one derivatives in which a thiazolidinone nucleus connects two aromatic rings. Some of these compounds showed strong inhibitory effects on breast cancer cell growth. Our results indicate that some of thiazolidin-based resveratrol derivatives may become a new potent alternative tool for the treatment of human breast cancer.

AB - It is well known that resveratrol (RSV) displayed cancer-preventing and anticancer properties but its clinical application is limited because of a low bioavailability and a rapid clearance from the circulation. Aim of this work was to synthesize pharmacologically active resveratrol analogs with an enhanced structural rigidity and bioavailability. In particular, we have synthesized a library of 2,3-thiazolidin-4-one derivatives in which a thiazolidinone nucleus connects two aromatic rings. Some of these compounds showed strong inhibitory effects on breast cancer cell growth. Our results indicate that some of thiazolidin-based resveratrol derivatives may become a new potent alternative tool for the treatment of human breast cancer.

KW - 2,3-Thiazolidin-4-one derivatives

KW - Breast cancer cells

KW - MCF-7

KW - Polyphenol

KW - Resveratrol analogs anticancer drugs

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Synthesis and cytotoxic activity evaluation of 2,3-thiazolidin-4-one derivatives on human breast cancer cell lines

Abstract

Keywords

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