Total synthesis of the antitumor natural product polycarcin V and evaluation of its DNA binding profile.
(2014) Total synthesis of the antitumor natural product polycarcin V and evaluation of its DNA binding profile. Org Lett 16(11), 2962-2965.
The convergent total synthesis of polycarcin V, a gilvocarcin-type natural product that shows significant cytotoxicity with selectivity for nonsmall-cell lung cancer, breast cancer, and melanoma cells, has been achieved in 13 steps from 7, 8, and 22; the sequence features a stereoselective α-C-glycosylation reaction for the union of protected carbohydrate 7 and naphthol 8. The association constant for the binding of polycarcin V to duplex DNA is similar to that previously reported for gilvocarcin V.
doi: 10.1021/ol501095w PMID: 24824354