Total synthesis and biological evaluation of fluorinated cryptophycins
Weiß C, Bogner T, Sammet B, Sewald N (2012)
Beilstein Journal of Organic Chemistry 8: 2060-2066.
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Einrichtung
Abstract / Bemerkung
Cryptophycins are cytotoxic natural products that exhibit considerable activities even against multi-drug-resistant tumor cell lines. As fluorinated pharmaceuticals have become more and more important during the past decades, fluorine-functionalized cryptophycins were synthesized and evaluated in cell-based cytotoxicity assays. The unit A trifluoromethyl-modified cryptophycin proved to be highly active against KB-3-1 cells and exhibited an IC50 value in the low picomolar range. However, the replacement of the 3-chloro-4-methoxyphenyl-substituent in unit B by a pentafluorophenyl moiety resulted in a significant loss of activity.
Stichworte
antimitotic drug;
cytotoxicity;
depsipeptide;
product analogues;
fluorinated natural;
structure-activity relationship
Erscheinungsjahr
2012
Zeitschriftentitel
Beilstein Journal of Organic Chemistry
Band
8
Seite(n)
2060-2066
eISSN
1860-5397
Page URI
https://pub.uni-bielefeld.de/record/2548451
Zitieren
Weiß C, Bogner T, Sammet B, Sewald N. Total synthesis and biological evaluation of fluorinated cryptophycins. Beilstein Journal of Organic Chemistry. 2012;8:2060-2066.
Weiß, C., Bogner, T., Sammet, B., & Sewald, N. (2012). Total synthesis and biological evaluation of fluorinated cryptophycins. Beilstein Journal of Organic Chemistry, 8, 2060-2066. doi:10.3762/bjoc.8.231
Weiß, Christine, Bogner, Tobias, Sammet, Benedikt, and Sewald, Norbert. 2012. “Total synthesis and biological evaluation of fluorinated cryptophycins”. Beilstein Journal of Organic Chemistry 8: 2060-2066.
Weiß, C., Bogner, T., Sammet, B., and Sewald, N. (2012). Total synthesis and biological evaluation of fluorinated cryptophycins. Beilstein Journal of Organic Chemistry 8, 2060-2066.
Weiß, C., et al., 2012. Total synthesis and biological evaluation of fluorinated cryptophycins. Beilstein Journal of Organic Chemistry, 8, p 2060-2066.
C. Weiß, et al., “Total synthesis and biological evaluation of fluorinated cryptophycins”, Beilstein Journal of Organic Chemistry, vol. 8, 2012, pp. 2060-2066.
Weiß, C., Bogner, T., Sammet, B., Sewald, N.: Total synthesis and biological evaluation of fluorinated cryptophycins. Beilstein Journal of Organic Chemistry. 8, 2060-2066 (2012).
Weiß, Christine, Bogner, Tobias, Sammet, Benedikt, and Sewald, Norbert. “Total synthesis and biological evaluation of fluorinated cryptophycins”. Beilstein Journal of Organic Chemistry 8 (2012): 2060-2066.
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