Leptosperols A and B, Two Cinnamoylphloroglucinol–Sesquiterpenoid Hybrids from Leptospermum scoparium : Structural Elucidation and Biomimetic Synthesis

作者：Ji‐Hong Gu, Wen‐Jing Wang, Jun-Zi Chen, Jun-Shan Liu, Ni-Ping Li, Min-Jing Cheng, Lijun Hu, Chuang‐Chuang Li, Wen‐Cai Ye, Lei Wang · 发表于：Organic Letters · 年份：2020 · DOI：10.1021/acs.orglett.0c00109 · 被引用次数：48 · 研究领域：Natural Compound Pharmacology Studies、Bioactive Compounds and Antitumor Agents、Biological Activity of Diterpenoids and Biflavonoids

Leptosperols A and B ( 1 and 2 ), two cinnamoylphloroglucinol–sesquiterpenoid hybrids featuring unprecedented 1-benzyl-2-(2-phenylethyl) cyclodecane and 2-benzyl-3-phenylethyl decahydronaphthalene backbones, along with their biosynthetic precursor ( 3 ), were isolated from Leptospermum scoparium . Compounds 1 and 2 represent the first example of phloroglucinol derivatives biogenetically constructed by a De Mayo reaction. The biomimetic synthesis of leptosperol B ( 2 ) was achieved using the proposed biosynthetic pathway. In addition, compounds 1 and 2 showed significant anti-inflammatory effects in zebrafish acute inflammatory models.