Cytotoxic betulin-derived hydroxypropargylamines trigger apoptosis

René Csuk; Ronny Sczepek; Bianka Siewert; Christoph Nitsche

doi:10.1016/j.bmc.2012.11.016

Cytotoxic betulin-derived hydroxypropargylamines trigger apoptosis

René Csuk^*, Ronny Sczepek, Bianka Siewert, Christoph Nitsche

^*Corresponding author for this work

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

32 Citations (Scopus)

Abstract

Several novel betulin derivatives were prepared and evaluated for their antitumor activity. Among others, 3-O-acetylbetulinic aldehyde served as an ideal starting material for the synthesis of 28-acetylenic derivatives that were further transformed into Mannich bases. These hydroxypropargylamines were screened for their antitumor activity in a panel of nine human cancer cell lines in a sulforhodamine B (SRB) assay. Several compounds showed a noteworthy antitumor activity. The results from acridine orange/propidium iodide staining and annexinV-FITC assays as well as DNA laddering experiments provided evidence for an apoptotic cell death.

Original language	English
Pages (from-to)	425-435
Number of pages	11
Journal	Bioorganic and Medicinal Chemistry
Volume	21
Issue number	2
DOIs	https://doi.org/10.1016/j.bmc.2012.11.016
Publication status	Published - 15 Jan 2013
Externally published	Yes

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10.1016/j.bmc.2012.11.016

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title = "Cytotoxic betulin-derived hydroxypropargylamines trigger apoptosis",

abstract = "Several novel betulin derivatives were prepared and evaluated for their antitumor activity. Among others, 3-O-acetylbetulinic aldehyde served as an ideal starting material for the synthesis of 28-acetylenic derivatives that were further transformed into Mannich bases. These hydroxypropargylamines were screened for their antitumor activity in a panel of nine human cancer cell lines in a sulforhodamine B (SRB) assay. Several compounds showed a noteworthy antitumor activity. The results from acridine orange/propidium iodide staining and annexinV-FITC assays as well as DNA laddering experiments provided evidence for an apoptotic cell death.",

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T1 - Cytotoxic betulin-derived hydroxypropargylamines trigger apoptosis

AU - Csuk, René

AU - Sczepek, Ronny

AU - Siewert, Bianka

AU - Nitsche, Christoph

PY - 2013/1/15

Y1 - 2013/1/15

N2 - Several novel betulin derivatives were prepared and evaluated for their antitumor activity. Among others, 3-O-acetylbetulinic aldehyde served as an ideal starting material for the synthesis of 28-acetylenic derivatives that were further transformed into Mannich bases. These hydroxypropargylamines were screened for their antitumor activity in a panel of nine human cancer cell lines in a sulforhodamine B (SRB) assay. Several compounds showed a noteworthy antitumor activity. The results from acridine orange/propidium iodide staining and annexinV-FITC assays as well as DNA laddering experiments provided evidence for an apoptotic cell death.

AB - Several novel betulin derivatives were prepared and evaluated for their antitumor activity. Among others, 3-O-acetylbetulinic aldehyde served as an ideal starting material for the synthesis of 28-acetylenic derivatives that were further transformed into Mannich bases. These hydroxypropargylamines were screened for their antitumor activity in a panel of nine human cancer cell lines in a sulforhodamine B (SRB) assay. Several compounds showed a noteworthy antitumor activity. The results from acridine orange/propidium iodide staining and annexinV-FITC assays as well as DNA laddering experiments provided evidence for an apoptotic cell death.

KW - Annexin V assay

KW - Antitumor

KW - Apoptosis

KW - Betulin

KW - Cancer

KW - DNA laddering

KW - Hydroxypropargylamines

KW - Mannich reaction

KW - SRB assay

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AN - SCOPUS:84871629620

SN - 0968-0896

VL - 21

SP - 425

EP - 435

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

IS - 2

ER -

Cytotoxic betulin-derived hydroxypropargylamines trigger apoptosis

Abstract

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