Synthesis and biological characterization of 3-(imidazol-1-ylmethyl)piperidine sulfonamides as aromatase inhibitors

Mauro Di Matteo; Alessandra Ammazzalorso; Federico Andreoli; Irene Caffa; Barbara De Filippis; Marialuigia Fantacuzzi; Letizia Giampietro; Cristina Maccallini; Alessio Nencioni; Marco Parenti; Debora Soncini; Alberto Del Rio; Rosa Amoroso

doi:10.1016/j.bmcl.2016.04.078

Synthesis and biological characterization of 3-(imidazol-1-ylmethyl)piperidine sulfonamides as aromatase inhibitors

Mauro Di Matteo, Alessandra Ammazzalorso, Federico Andreoli, Irene Caffa, Barbara De Filippis, Marialuigia Fantacuzzi, Letizia Giampietro, Cristina Maccallini, Alessio Nencioni, Marco Parenti, Debora Soncini, Alberto Del Rio, Rosa Amoroso

A.O.U. San Martino - IST, Istituto Nazionale Ricerca sul Cancro (GENOVA)

Research output: Contribution to journal › Article › peer-review

Abstract

The most frequently used treatment for hormone receptor positive breast cancer in post-menopausal women are aromatase inhibitors. In order to develop new aromatase inhibitors, we designed and synthesized new imidazolylmethylpiperidine sulfonamides using the structure of the previously identified aromatase inhibitor SYN 20028567 as starting lead. By this approach, three new aromatase inhibitors with IC₅₀ values that are similar to that of letrozole and SYN 20028567 were identified.

Original language	English
Journal	Bioorganic and Medicinal Chemistry Letters
DOIs	https://doi.org/10.1016/j.bmcl.2016.04.078
Publication status	Accepted/In press - Mar 17 2016

Keywords

Anticancer agents
Aromatase inhibitor
Imidazole
Sulfonamide
Synthesis

ASJC Scopus subject areas

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

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10.1016/j.bmcl.2016.04.078

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Di Matteo, M., Ammazzalorso, A., Andreoli, F., Caffa, I., De Filippis, B., Fantacuzzi, M., Giampietro, L., Maccallini, C., Nencioni, A., Parenti, M., Soncini, D., Del Rio, A., & Amoroso, R. (Accepted/In press). Synthesis and biological characterization of 3-(imidazol-1-ylmethyl)piperidine sulfonamides as aromatase inhibitors. Bioorganic and Medicinal Chemistry Letters. https://doi.org/10.1016/j.bmcl.2016.04.078

Synthesis and biological characterization of 3-(imidazol-1-ylmethyl)piperidine sulfonamides as aromatase inhibitors. / Di Matteo, Mauro; Ammazzalorso, Alessandra; Andreoli, Federico; Caffa, Irene; De Filippis, Barbara; Fantacuzzi, Marialuigia; Giampietro, Letizia; Maccallini, Cristina; Nencioni, Alessio; Parenti, Marco; Soncini, Debora; Del Rio, Alberto; Amoroso, Rosa.

In: Bioorganic and Medicinal Chemistry Letters, 17.03.2016.

Research output: Contribution to journal › Article › peer-review

Di Matteo, M, Ammazzalorso, A, Andreoli, F, Caffa, I, De Filippis, B, Fantacuzzi, M, Giampietro, L, Maccallini, C, Nencioni, A, Parenti, M, Soncini, D, Del Rio, A & Amoroso, R 2016, 'Synthesis and biological characterization of 3-(imidazol-1-ylmethyl)piperidine sulfonamides as aromatase inhibitors', Bioorganic and Medicinal Chemistry Letters. https://doi.org/10.1016/j.bmcl.2016.04.078

Di Matteo, Mauro ; Ammazzalorso, Alessandra ; Andreoli, Federico ; Caffa, Irene ; De Filippis, Barbara ; Fantacuzzi, Marialuigia ; Giampietro, Letizia ; Maccallini, Cristina ; Nencioni, Alessio ; Parenti, Marco ; Soncini, Debora ; Del Rio, Alberto ; Amoroso, Rosa. / Synthesis and biological characterization of 3-(imidazol-1-ylmethyl)piperidine sulfonamides as aromatase inhibitors. In: Bioorganic and Medicinal Chemistry Letters. 2016.

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abstract = "The most frequently used treatment for hormone receptor positive breast cancer in post-menopausal women are aromatase inhibitors. In order to develop new aromatase inhibitors, we designed and synthesized new imidazolylmethylpiperidine sulfonamides using the structure of the previously identified aromatase inhibitor SYN 20028567 as starting lead. By this approach, three new aromatase inhibitors with IC50 values that are similar to that of letrozole and SYN 20028567 were identified.",

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AU - Caffa, Irene

AU - De Filippis, Barbara

AU - Fantacuzzi, Marialuigia

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AU - Nencioni, Alessio

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AU - Amoroso, Rosa

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Synthesis and biological characterization of 3-(imidazol-1-ylmethyl)piperidine sulfonamides as aromatase inhibitors

Abstract

Keywords

ASJC Scopus subject areas

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