Hosoi Hayato, Kawai Nobuyuki, Hagiwara Hideki, Suzuki Takahiro, Nakazaki Atsuo, Takao Ken-Ichi, Umezawa Kazuo, Kobayashi Susumu
Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI), 2641 Yamazaki, Noda, Chiba 278- 8510, Japan.
Chem Pharm Bull (Tokyo). 2012;60(1):137-43. doi: 10.1248/cpb.60.137.
We describe the total synthesis and structural determination of (+)-akaterpin (1), an inhibitor of phosphatidylinositol-specific phospholipase C (PI-PLC). The key features of the synthetic strategy include the resolution of β,γ-unsaturated ketone (±)-2a with chiral sulfoximine 6. The absolute stereochemistry was determined by comparison of the specific optical rotation data of (+)-1 and (-)-1 with that of natural akaterpin.
我们描述了磷脂酰肌醇特异性磷脂酶C（PI-PLC）抑制剂（+）-akaterpin（1）的全合成及结构测定。合成策略的关键特征包括使用手性亚砜亚胺6拆分β，γ-不饱和酮（±）-2a。通过比较（+）-1和（-）-1与天然akaterpin的比旋光度数据确定了绝对立体化学。
