巴布亚酰胺的一种成分β-甲氧基酪氨酸所有立体异构体的非对映选择性合成。

Diastereoselective synthesis of all stereoisomers of beta-methoxytyrosine, a component of papuamides.

作者信息

Okamoto Naoki, Hara Osamu, Makino Kazuishi, Hamada Yasumasa

机构信息

Graduate School of Pharmaceutical Sciences, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.

出版信息

J Org Chem. 2002 Dec 27;67(26):9210-5. doi: 10.1021/jo0258352.

DOI:10.1021/jo0258352

PMID:12492322

Abstract

beta-Methoxytyrosine (beta-OMeTyr) is a stereoundefined component of papuamides A and B, novel cyclodepsipeptides, with anti-HIV and cytotoxic activities. For structural determination and total synthesis of papuamides, all stereoisomers of beta-OMeTyr were stereoselectively prepared from (S)- and (R)-serine, respectively.

摘要

β-甲氧基酪氨酸（β-OMeTyr）是巴布亚酰胺A和B（两种具有抗HIV和细胞毒性活性的新型环缩肽）的一种立体构型未明确的成分。为了对巴布亚酰胺进行结构测定和全合成，分别从（S）-和（R）-丝氨酸立体选择性地制备了β-OMeTyr的所有立体异构体。