The impact of 9-azaglycophymine and phenylguanidine derivatives on the proliferation of various breast cancer cell lines in vitro and in vivo

Abstract Quinazolinones, particularly 9-azaglycophymines, and closely related derivatives and precursors were tested in vitro against various breast cancer cell lines representing the major types of breast tumors. Among the 49 compounds tested, azaglycophymine derivative 19 with an electron-withdraw...

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Main Authors: Ibrahim Morgan, Robert Rennert, Robert Berger, Sanja Jelača, Danijela Maksimović-Ivanić, Duško Dunđerović, Sanja Mijatović, Goran N. Kaluđerović, Ludger A. Wessjohann
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Language:English
Published: Nature Portfolio 2024-11-01
Series:Scientific Reports
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Online Access:https://doi.org/10.1038/s41598-024-71624-8
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author Ibrahim Morgan
Robert Rennert
Robert Berger
Sanja Jelača
Danijela Maksimović-Ivanić
Duško Dunđerović
Sanja Mijatović
Goran N. Kaluđerović
Ludger A. Wessjohann
author_facet Ibrahim Morgan
Robert Rennert
Robert Berger
Sanja Jelača
Danijela Maksimović-Ivanić
Duško Dunđerović
Sanja Mijatović
Goran N. Kaluđerović
Ludger A. Wessjohann
author_sort Ibrahim Morgan
collection DOAJ
description Abstract Quinazolinones, particularly 9-azaglycophymines, and closely related derivatives and precursors were tested in vitro against various breast cancer cell lines representing the major types of breast tumors. Among the 49 compounds tested, azaglycophymine derivative 19 with an electron-withdrawing substituent demonstrated the most significant anti-proliferative effects, with IC50 values of around 4 µM. Extensive cell-based investigations revealed that compound 19 induced caspase-dependent apoptosis in HCC1937 (human TNBC), BT-474 (human HER2+/HR+), and 4T1 (mouse TNBC) cells. In contrast, in MDA-MB-468 (human TNBC) and MCF-7 (human HR+) cells, the cell death was induced via a non-apoptotic pathway. The in vivo efficacy of compound 19 was validated using a syngeneic orthotopic 4T1 model in BALB/c mice, resulting in significant reduction of 4T1 breast tumor growth upon intraperitoneal (i.p.) application of doses of 5 or 20 mg/kg. These findings highlight the potential of compound 19 as a promising scaffold for the development of new therapeutic agents for various types of breast cancer and a first structure-activity insight.
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spelling doaj-art-2fdd28e738254df49dc85c1aba319de42024-11-17T12:24:20ZengNature PortfolioScientific Reports2045-23222024-11-0114111310.1038/s41598-024-71624-8The impact of 9-azaglycophymine and phenylguanidine derivatives on the proliferation of various breast cancer cell lines in vitro and in vivoIbrahim Morgan0Robert Rennert1Robert Berger2Sanja Jelača3Danijela Maksimović-Ivanić4Duško Dunđerović5Sanja Mijatović6Goran N. Kaluđerović7Ludger A. Wessjohann8Department of Bioorganic Chemistry, Leibniz Institute of Plant BiochemistryDepartment of Bioorganic Chemistry, Leibniz Institute of Plant BiochemistryDepartment of Bioorganic Chemistry, Leibniz Institute of Plant BiochemistryDepartment of Immunology, Institute for Biological Research “Siniša Stanković” – National Institute of the Republic of Serbia (IBISS), University of BelgradeDepartment of Immunology, Institute for Biological Research “Siniša Stanković” – National Institute of the Republic of Serbia (IBISS), University of BelgradeInstitute of Pathology, Faculty of Medicine, University of BelgradeDepartment of Immunology, Institute for Biological Research “Siniša Stanković” – National Institute of the Republic of Serbia (IBISS), University of BelgradeDepartment of Bioorganic Chemistry, Leibniz Institute of Plant BiochemistryDepartment of Bioorganic Chemistry, Leibniz Institute of Plant BiochemistryAbstract Quinazolinones, particularly 9-azaglycophymines, and closely related derivatives and precursors were tested in vitro against various breast cancer cell lines representing the major types of breast tumors. Among the 49 compounds tested, azaglycophymine derivative 19 with an electron-withdrawing substituent demonstrated the most significant anti-proliferative effects, with IC50 values of around 4 µM. Extensive cell-based investigations revealed that compound 19 induced caspase-dependent apoptosis in HCC1937 (human TNBC), BT-474 (human HER2+/HR+), and 4T1 (mouse TNBC) cells. In contrast, in MDA-MB-468 (human TNBC) and MCF-7 (human HR+) cells, the cell death was induced via a non-apoptotic pathway. The in vivo efficacy of compound 19 was validated using a syngeneic orthotopic 4T1 model in BALB/c mice, resulting in significant reduction of 4T1 breast tumor growth upon intraperitoneal (i.p.) application of doses of 5 or 20 mg/kg. These findings highlight the potential of compound 19 as a promising scaffold for the development of new therapeutic agents for various types of breast cancer and a first structure-activity insight.https://doi.org/10.1038/s41598-024-71624-8QuinazolineQuinazolinoneAnticancerApoptosisBreast cancerStructure-activity-relationship
spellingShingle Ibrahim Morgan
Robert Rennert
Robert Berger
Sanja Jelača
Danijela Maksimović-Ivanić
Duško Dunđerović
Sanja Mijatović
Goran N. Kaluđerović
Ludger A. Wessjohann
The impact of 9-azaglycophymine and phenylguanidine derivatives on the proliferation of various breast cancer cell lines in vitro and in vivo
Scientific Reports
Quinazoline
Quinazolinone
Anticancer
Apoptosis
Breast cancer
Structure-activity-relationship
title The impact of 9-azaglycophymine and phenylguanidine derivatives on the proliferation of various breast cancer cell lines in vitro and in vivo
title_full The impact of 9-azaglycophymine and phenylguanidine derivatives on the proliferation of various breast cancer cell lines in vitro and in vivo
title_fullStr The impact of 9-azaglycophymine and phenylguanidine derivatives on the proliferation of various breast cancer cell lines in vitro and in vivo
title_full_unstemmed The impact of 9-azaglycophymine and phenylguanidine derivatives on the proliferation of various breast cancer cell lines in vitro and in vivo
title_short The impact of 9-azaglycophymine and phenylguanidine derivatives on the proliferation of various breast cancer cell lines in vitro and in vivo
title_sort impact of 9 azaglycophymine and phenylguanidine derivatives on the proliferation of various breast cancer cell lines in vitro and in vivo
topic Quinazoline
Quinazolinone
Anticancer
Apoptosis
Breast cancer
Structure-activity-relationship
url https://doi.org/10.1038/s41598-024-71624-8
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