School of Chemistry, The University of Sydney, Sydney, New South Wales 2006, Australia.
Swiss Tropical and Public Health Institute, Socinstrasse 57, 4051 Basel, Switzerland.
Org Lett. 2020 Apr 17;22(8):3089-3093. doi: 10.1021/acs.orglett.0c00840. Epub 2020 Apr 6.
Janadolide is a cyclic depsipeptide natural product isolated from the marine cyanobacterium . Herein, we describe the total synthesis of janadolide, along with eight simplified analogues, via an efficient solid-phase strategy. Crucial to the synthesis of the natural product was the construction of a key polyketide fragment via an enantioselective (-)--chlorodiisopinocampheylborane-mediated reduction and a alkyl Suzuki reaction. Janadolide and the simplified analogues exhibited antitrypanosomal activity against pathogenic and parasites.
简多醇是一种从海洋蓝细菌中分离得到的环二肽天然产物。本文通过高效的固相策略，对简多醇及其 8 种简化类似物进行了全合成，并对其进行了描述。该天然产物合成的关键是通过对映选择性（-）--氯代二异松蒎基硼烷介导的还原和烷基 Suzuki 反应构建关键聚酮片段。简多醇及其简化类似物对致病性 和 寄生虫具有抗变形虫活性。
