A Stereoselective Synthesis of C4-C18 Fragment of Arenicolide A

摘要

Arenicolide A (1) and B (2), isolated from the large-scale fermentation of the S. arenicola strain CNR-005 in 2007, displayed cytotoxicity toward the human colon adenocarcinoma cell line HCT-116 (IC_(50) = 30 μg/mL) and three cell lines in the National Cancer Institute. Arenicolide A (1) is a 26-ring macrolide with three conjugated dienes, nine chiral centers, and one side chain, and its molecular formula is consistent with the high-resolution ESI-FTMS data of the [M+Na]~+ peak at m/z 827.4916. Regarding the synthesis of arenicolide A (1), our group published the synthesis of C26-C36 fragment of arenicolide A (1) in 2009 and Miyashita group reported another synthesis of C25-C36 fragment in 2010.