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Open AccessArticle

Application of the Crystalline Sponge Method to Revise the Structure of the Phenalenone Fuliginone

School of Science (Applied Chemistry and Environmental Science), RMIT University, GPO Box 2476, Melbourne, Victoria 3001, Australia
Max‐Planck‐Institute for Chemical Ecology, Beutenberg Campus, Hans‐Knöll‐Str. 8, D‐07745 Jena, Germany
Instituto de Química, Síntesis y Biosíntesis de Metabolitos Naturales, Universidad de Antioquia, AA 1226, Medellín, Colombia
Department of Applied Chemistry, School of Engineering, The University of Tokyo, Hongo, Bunkyo‐ku, Tokyo, 113‐8656, Japan
Author to whom correspondence should be addressed.
Molecules 2017, 22(2), 211;
Received: 13 December 2016 / Accepted: 25 January 2017 / Published: 30 January 2017
The structure of fuliginone was revised from a phenyl substituted phenalenone to a hydroxyl substituted phenalenone as a result of its re‐purification via HPLC with subsequent NMR analysis together with an independent synthesis and analysis of the crystal structure, which was secured via the crystalline sponge method. On‐flow High Performance Liquid Chromatography coupled to Nuclear Magnetic Resonance spectroscopy (HPLC‐NMR) was employed to confirm the presence of the natural product in the plant extract and to monitor for any possible degradation or conversion of the compound. View Full-Text
Keywords: fuliginone; phenylphenalenone; synthesis; crystalline sponge method; HPLC‐NMR fuliginone; phenylphenalenone; synthesis; crystalline sponge method; HPLC‐NMR
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MDPI and ACS Style

Brkljača, R.; Schneider, B.; Hidalgo, W.; Otálvaro, F.; Ospina, F.; Lee, S.; Hoshino, M.; Fujita, M.; Urban, S. Application of the Crystalline Sponge Method to Revise the Structure of the Phenalenone Fuliginone. Molecules 2017, 22, 211.

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