Bioinspired synthesis and structural elucidation of natural naphthoquinone dimers

2014 Fiscal Year Final Research Report

• Project/Area Number: 25850083
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Bioorganic chemistry
• Research Institution: Kyoto Prefectural University
• Principal Investigator: KURAMOCHI Kouji 京都府立大学, 生命環境科学研究科(系), 准教授 (90408708)
• Project Period (FY): 2013-04-01 – 2015-03-31
• Keywords: 天然物合成 / 生合成模倣 / 1,4-ナフトキノン / 二量化 / 絶対立体配置

Outline of Final Research Achievements

Juglorubin, which was isolated from Streptomyces sp., is a red ionic dye. It has been proposed that the biosynthetic pathway to juglorubin might include dimerization of juglomycin C and formation of juglocombin A as a key biosynthetic intermediate. The relative configuration of juglorubin has been determined by X-ray crystallography. However, the absolute configuration of this compound as well as juglocombin A still remains unknown. The aims of this research are 1) total synthesis of natural 1,4-naphthoquinone dimers based on the plausible biogenetic pathway, 2) determination of the absolute configuration of these compounds.

Free Research Field

有機合成化学