Ye Yue Qi, Koshino Hiroyuki, Onose Jun-ichi, Yoshikawa Kunie, Abe Naoki, Takahashi Shunya
RIKEN, Wako, Saitama, Japan.
Biosci Biotechnol Biochem. 2010;74(1):140-6. doi: 10.1271/bbb.90661. Epub 2010 Jan 7.
A powerful inhibitor of TNF-alpha production, vialinin A, was synthesized from sesamol through a series of reactions involving double Suzuki-Miyaura coupling, 2,3-dichloro-5,6-dicyano-1,4-benzoquino (DDQ) mediated de-methoxymethylation and oxidative removal of methylene acetal by lead tetraacetate. The synthetic method also made it possible to prepare a related compound, terrestrin B.
一种强大的肿瘤坏死因子-α(TNF-α)生成抑制剂——紫铆灵A,是由芝麻酚通过一系列反应合成的,这些反应包括双铃木-宫浦偶联、2,3-二氯-5,6-二氰基-1,4-苯醌(DDQ)介导的去甲氧基甲基化以及四乙酸铅对亚甲基缩醛的氧化去除。该合成方法还使得制备相关化合物土曲霉素B成为可能。