Synthesis and anticancer activity of polyhydroxylated 18-membered analogue of antimycin A3

• DOI: 10.1016/j.tet.2012.01.080
• Publication Date: 2012-02-02T17:09:39Z
• Authors: Ade Arsianti; Hiroki Tanimoto; Tsumoru Morimoto; Anton Bahtiar; Tatsuo Takeya; Kiyomi Kakiuchi
• Keywords: Dihydroxylation; HeLa; Antimycin A

Abstract A novel polyhydroxylated 18-membered analogue of antimycin A3 was synthesized. Our synthesis commenced with Boc- l -threonine and was achieved by way of one-pot homocoupling/ring-closing olefin metathesis reaction cascade and Sharpless asymmetric dihydroxylation. The analogue exhibited a greater anticancer activity against HeLa cells, breast MDA-MB-231 cells, and prostate PC-3 cells compared to the original antimycin A3.