111128-27-9Relevant articles and documents
Chemoenzymatic synthesis and cytotoxicity of oenanthotoxin and analogues
Sommerwerk, Sven,Heller, Lucie,Siewert, Bianka,Csuk, René
, p. 5595 - 5602 (2015/11/11)
We developed a synthetic scheme for the synthesis of naturally occurring (14R)-oenanthotoxin and several analogs. Key-steps of this synthesis were an efficient homo-coupling of alkynes and a chemoenzymatic resolution of racemic oenanthotoxin using novozyme 435 and vinyl acetate. The compounds were screened for their cytotoxic activity using a photometric sulforhodamine B assays and several human tumor cell lines. Oenanthotoxin and many derivatives thereof were cytotoxic to tumor cell lines as well as to non-malignant mouse fibroblasts. The highest activity was determined for human ovarian cancer cells A2780 with EC50 = 3.8 μM.