Journal
ORGANIC LETTERS
Volume 22, Issue 5, Pages 1796-1800Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c00109
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Funding
- National Key R&D Program of China [2017YFC1703800]
- Program for the National Natural Science Foundation of China [81822042, 81630095]
- Local Innovative and Research Teams Project of Guangdong Pearl River Talents Program [2017BT01Y036]
- high-performance computing platform of Jinan University
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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.
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