Yoon S H, Moon H S, Hwang S K, Choi S, Kang S K
Department of Applied Chemistry, Ajou University, Suwon, Korea.
Bioorg Med Chem. 1998 Jul;6(7):1043-9. doi: 10.1016/s0968-0896(98)00062-5.
Four stereoisomers of muricatacin 1a-d were prepared by the reaction of corresponding aldehydes 4a-d, which in turn were prepared from D-glucose, with the anion of triethylphosphonoacetate followed by reduction and cyclization under acidic conditions. Cytotoxicities of four stereoisomers were tested against in vitro A-549 cell line as well as MCF-7 cell line. Stereochemistry at C4 and C5 position of muricatacin did not affect the cytotoxicities significantly.