Center for Green Chemistry and Green Engineering at Yale University, 225 Prospect Street, New Haven, Connecticut 06511, USA.
J Nat Prod. 2010 May 28;73(5):811-3. doi: 10.1021/np900667h.
Naturally occurring arylnaphthalene lactone lignans have demonstrated a variety of valuable medicinal chemistry properties and have therefore been of continued interest to drug discovery research. Our group has demonstrated a silver-catalyzed one-pot synthesis of the arylnaphthalene lactone core using carbon dioxide, phenylpropargyl chloride, and phenylacetylene. This new approach has been employed in the synthesis of six arylnaphthalene lactone natural products: retrochinensin (1), justicidin B (2), retrojusticidin B (3), chinensin (4), justicidin E (5), and taiwanin C (6). Additionally, an arylnaphthalene lactone regioisomer was isolated (9), which we refer to as isoretrojusticidin B.
天然存在的芳基萘内酯木脂素表现出多种有价值的药物化学特性，因此一直是药物发现研究的持续关注点。我们小组已经证明了使用二氧化碳、苯丙炔基氯和苯乙炔可以实现芳基萘内酯核心的银催化一锅合成。这种新方法已用于合成六种芳基萘内酯天然产物：返型琴宁（1）、正义丁素 B（2）、返型正义丁素 B（3）、琴宁（4）、正义丁素 E（5）和台湾新木脂素 C（6）。此外，还分离到一种芳基萘内酯的区域异构体（9），我们称之为异返型正义丁素 B。
