Novel 2-[(benzylamino)methyl]pyrrolidine-3,4-diol derivatives as α-mannosidase inhibitors and with antitumor activities against hematological and solid malignancies

Claudia Bello; Michele Cea; Giovanna Dal Bello; Anna Garuti; Ilaria Rocco; Gabriella Cirmena; Eva Moran; Aimable Nahimana; Michel A. Duchosal; Floriana Fruscione; Paolo Pronzato; Francesco Grossi; Franco Patrone; Alberto Ballestrero; Marc Dupuis; Bernard Sordat; Alessio Nencioni; Pierre Vogel

doi:10.1016/j.bmc.2010.03.009

Novel 2-[(benzylamino)methyl]pyrrolidine-3,4-diol derivatives as α-mannosidase inhibitors and with antitumor activities against hematological and solid malignancies

Claudia Bello, Michele Cea, Giovanna Dal Bello, Anna Garuti, Ilaria Rocco, Gabriella Cirmena, Eva Moran, Aimable Nahimana, Michel A. Duchosal, Floriana Fruscione, Paolo Pronzato, Francesco Grossi, Franco Patrone, Alberto Ballestrero, Marc Dupuis, Bernard Sordat, Alessio Nencioni, Pierre Vogel

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

Abstract

Novel α-mannosidase inhibitors of the type (2R,3R,4S)-2-({[(1R)-2-hydroxy-1-arylethyl]amino}methyl)pyrrolidine-3,4-diol have been prepared and assayed for their anticancer activities. Compound 30 with the aryl group = 4-trifluoromethylbiphenyl inhibits the proliferation of primary cells and cell lines of different origins, irrespective of Bcl-2 expression levels, inducing a G2/Mcell cycle arrest and by modification of genes involved in cell cycle progression and survival.

Original language	English
Pages (from-to)	3320-3334
Number of pages	15
Journal	Bioorganic and Medicinal Chemistry
Volume	18
Issue number	9
DOIs	https://doi.org/10.1016/j.bmc.2010.03.009
Publication status	Published - May 1 2010

Keywords

α-Mannosidase inhibitors
Antiproliferative effects
Cell cycle
Glycosylation
Haematological malignances

ASJC Scopus subject areas

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

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10.1016/j.bmc.2010.03.009

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Bello, C., Cea, M., Bello, G. D., Garuti, A., Rocco, I., Cirmena, G., Moran, E., Nahimana, A., Duchosal, M. A., Fruscione, F., Pronzato, P., Grossi, F., Patrone, F., Ballestrero, A., Dupuis, M., Sordat, B., Nencioni, A., & Vogel, P. (2010). Novel 2-[(benzylamino)methyl]pyrrolidine-3,4-diol derivatives as α-mannosidase inhibitors and with antitumor activities against hematological and solid malignancies. Bioorganic and Medicinal Chemistry, 18(9), 3320-3334. https://doi.org/10.1016/j.bmc.2010.03.009

Novel 2-[(benzylamino)methyl]pyrrolidine-3,4-diol derivatives as α-mannosidase inhibitors and with antitumor activities against hematological and solid malignancies. / Bello, Claudia; Cea, Michele; Bello, Giovanna Dal; Garuti, Anna; Rocco, Ilaria; Cirmena, Gabriella; Moran, Eva; Nahimana, Aimable; Duchosal, Michel A.; Fruscione, Floriana; Pronzato, Paolo ; Grossi, Francesco; Patrone, Franco; Ballestrero, Alberto; Dupuis, Marc; Sordat, Bernard; Nencioni, Alessio; Vogel, Pierre.

In: Bioorganic and Medicinal Chemistry, Vol. 18, No. 9, 01.05.2010, p. 3320-3334.

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

Bello, C, Cea, M, Bello, GD, Garuti, A, Rocco, I, Cirmena, G, Moran, E, Nahimana, A, Duchosal, MA, Fruscione, F, Pronzato, P , Grossi, F, Patrone, F, Ballestrero, A, Dupuis, M, Sordat, B, Nencioni, A & Vogel, P 2010, 'Novel 2-[(benzylamino)methyl]pyrrolidine-3,4-diol derivatives as α-mannosidase inhibitors and with antitumor activities against hematological and solid malignancies', Bioorganic and Medicinal Chemistry, vol. 18, no. 9, pp. 3320-3334. https://doi.org/10.1016/j.bmc.2010.03.009

Bello, Claudia ; Cea, Michele ; Bello, Giovanna Dal ; Garuti, Anna ; Rocco, Ilaria ; Cirmena, Gabriella ; Moran, Eva ; Nahimana, Aimable ; Duchosal, Michel A. ; Fruscione, Floriana ; Pronzato, Paolo ; Grossi, Francesco ; Patrone, Franco ; Ballestrero, Alberto ; Dupuis, Marc ; Sordat, Bernard ; Nencioni, Alessio ; Vogel, Pierre. / Novel 2-[(benzylamino)methyl]pyrrolidine-3,4-diol derivatives as α-mannosidase inhibitors and with antitumor activities against hematological and solid malignancies. In: Bioorganic and Medicinal Chemistry. 2010 ; Vol. 18, No. 9. pp. 3320-3334.

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abstract = "Novel α-mannosidase inhibitors of the type (2R,3R,4S)-2-({[(1R)-2-hydroxy-1-arylethyl]amino}methyl)pyrrolidine-3,4-diol have been prepared and assayed for their anticancer activities. Compound 30 with the aryl group = 4-trifluoromethylbiphenyl inhibits the proliferation of primary cells and cell lines of different origins, irrespective of Bcl-2 expression levels, inducing a G2/Mcell cycle arrest and by modification of genes involved in cell cycle progression and survival.",

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AU - Garuti, Anna

AU - Rocco, Ilaria

AU - Cirmena, Gabriella

AU - Moran, Eva

AU - Nahimana, Aimable

AU - Duchosal, Michel A.

AU - Fruscione, Floriana

AU - Pronzato, Paolo

AU - Grossi, Francesco

AU - Patrone, Franco

AU - Ballestrero, Alberto

AU - Dupuis, Marc

AU - Sordat, Bernard

AU - Nencioni, Alessio

AU - Vogel, Pierre

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KW - Glycosylation

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Novel 2-[(benzylamino)methyl]pyrrolidine-3,4-diol derivatives as α-mannosidase inhibitors and with antitumor activities against hematological and solid malignancies

Abstract

Keywords

ASJC Scopus subject areas

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