"Clicktophycin-52": a bioactive cryptophycin-52 triazole analogue.
An endocyclic trans-amide linkage within the macrocyclic antitumor agent cryptophycin-52 was replaced by a 1,4-disubstituted 1H-1,2,3-triazole ring. Macrocyclisation of the triazole analogue was accomplished by macrolactamization as well as by Cu(I)-mediated "click"-cyclization. Compared to cryptophycin-52, in vitro cytotoxicity of "clicktophycin-52" against the multidrug resistant human cancer cell line KB-V1 is only slightly reduced.
Nahrwold
Markus
M
Bielefeld University, Department of Chemistry, Organic and Bioorganic Chemistry, Universitatsstrasse 25, 33615 Bielefeld, Germany.
Bogner
Tobias
T
Eissler
Stefan
S
Verma
Spart
S
Sewald
Norbert
N
D045744:Cell Line, Tumor; D047630:Depsipeptides / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D020128:Inhibitory Concentration 50; D007769:Lactams / Q000737:chemistry* / Q000494:pharmacology*; D007783:Lactones / Q000737:chemistry* / Q000494:pharmacology*; D014230:Triazoles / Q000737:chemistry*
D047630:Depsipeptides; D007769:Lactams; D007783:Lactones; D014230:Triazoles; C114033:cryptophycin 52