Y. Hayashi et al., EVALUATION OF THE CYTOTOXIC ACTIVITY OF CHIRAL (E)-13-HYDROXY-10-OXO-11-OCTADECENOIC ACID AND ITS LACTONE, Bioscience, biotechnology, and biochemistry, 62(9), 1998, pp. 1771-1773
Both the S and R enantiomers of (E)-13-hydroxy-10-oxo-11-octadecenoic
acid (1) and (E)-10-oxo-11-octadecen-13-olide (2) had similar IC50 val
ues against P388 mouse leukemia cells; i.e. the stereochemistry of the
asymmetric center of 1 and 2 had no influence on the cytotoxic activi
ty. Bioassay results of various compounds related to 1 and 2 suggests
that the 10-oxo and lactone moieties of 2 were important for enhancing
the cytotoxicity.