Alkylidene branched lupane derivatives: Synthesis and antitumor activity

René Csuk; Sebastian Stark; Christoph Nitsche; Alexander Barthel; Bianka Siewert

doi:10.1016/j.ejmech.2012.04.023

Alkylidene branched lupane derivatives: Synthesis and antitumor activity

René Csuk^*, Sebastian Stark, Christoph Nitsche, Alexander Barthel, Bianka Siewert

^*Corresponding author for this work

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

32 Citations (Scopus)

Abstract

Several novel alkylidene branched lupane derivatives have been prepared. Many of these compounds showed a significant cytotoxicity. The most active compound, 2-methylene-betulonic acid, showed IC₅₀ values between 0.2 and 0.6 μM for 15 different human cancer cell lines. Cytotoxicity can be improved by encapsulation in liposomes. These compounds act by triggering apoptotic cell death as shown by DNA-laddering experiments and acridine orange/ethidium bromide staining.

Original language	English
Pages (from-to)	337-345
Number of pages	9
Journal	European Journal of Medicinal Chemistry
Volume	53
DOIs	https://doi.org/10.1016/j.ejmech.2012.04.023
Publication status	Published - Jul 2012
Externally published	Yes

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10.1016/j.ejmech.2012.04.023

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title = "Alkylidene branched lupane derivatives: Synthesis and antitumor activity",

abstract = "Several novel alkylidene branched lupane derivatives have been prepared. Many of these compounds showed a significant cytotoxicity. The most active compound, 2-methylene-betulonic acid, showed IC50 values between 0.2 and 0.6 μM for 15 different human cancer cell lines. Cytotoxicity can be improved by encapsulation in liposomes. These compounds act by triggering apoptotic cell death as shown by DNA-laddering experiments and acridine orange/ethidium bromide staining.",

keywords = "Antitumor activity, Apoptosis, Betulonic acid, Methylene compounds",

author = "Ren{\'e} Csuk and Sebastian Stark and Christoph Nitsche and Alexander Barthel and Bianka Siewert",

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T2 - Synthesis and antitumor activity

AU - Csuk, René

AU - Stark, Sebastian

AU - Nitsche, Christoph

AU - Barthel, Alexander

AU - Siewert, Bianka

PY - 2012/7

Y1 - 2012/7

N2 - Several novel alkylidene branched lupane derivatives have been prepared. Many of these compounds showed a significant cytotoxicity. The most active compound, 2-methylene-betulonic acid, showed IC50 values between 0.2 and 0.6 μM for 15 different human cancer cell lines. Cytotoxicity can be improved by encapsulation in liposomes. These compounds act by triggering apoptotic cell death as shown by DNA-laddering experiments and acridine orange/ethidium bromide staining.

AB - Several novel alkylidene branched lupane derivatives have been prepared. Many of these compounds showed a significant cytotoxicity. The most active compound, 2-methylene-betulonic acid, showed IC50 values between 0.2 and 0.6 μM for 15 different human cancer cell lines. Cytotoxicity can be improved by encapsulation in liposomes. These compounds act by triggering apoptotic cell death as shown by DNA-laddering experiments and acridine orange/ethidium bromide staining.

KW - Antitumor activity

KW - Apoptosis

KW - Betulonic acid

KW - Methylene compounds

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U2 - 10.1016/j.ejmech.2012.04.023

DO - 10.1016/j.ejmech.2012.04.023

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VL - 53

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JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

ER -

Alkylidene branched lupane derivatives: Synthesis and antitumor activity

Abstract

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