Application of the Crystalline Sponge Method to Revise the Structure of the Phenalenone Fuliginone
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 crystal...
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MDPI AG
2017-01-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/22/2/211 |
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doaj-4d198044c12e47eab0019dd3e526fb4a2020-11-25T01:03:39ZengMDPI AGMolecules1420-30492017-01-0122221110.3390/molecules22020211molecules22020211Application of the Crystalline Sponge Method to Revise the Structure of the Phenalenone FuliginoneRobert Brkljača0Bernd Schneider1William Hidalgo2Felipe Otálvaro3Felipe Ospina4Shoukou Lee5Manabu Hoshino6Makoto Fujita7Sylvia Urban8School of Science (Applied Chemistry and Environmental Science), RMIT University, GPO Box 2476, Melbourne, Victoria 3001, AustraliaMax‐Planck‐Institute for Chemical Ecology, Beutenberg Campus, Hans‐Knöll‐Str. 8, D‐07745 Jena, GermanyMax‐Planck‐Institute for Chemical Ecology, Beutenberg Campus, Hans‐Knöll‐Str. 8, D‐07745 Jena, GermanyInstituto de Química, Síntesis y Biosíntesis de Metabolitos Naturales, Universidad de Antioquia, AA 1226, Medellín, ColombiaInstituto de Química, Síntesis y Biosíntesis de Metabolitos Naturales, Universidad de Antioquia, AA 1226, Medellín, ColombiaDepartment of Applied Chemistry, School of Engineering, The University of Tokyo, Hongo, Bunkyo‐ku, Tokyo, 113‐8656, JapanDepartment of Applied Chemistry, School of Engineering, The University of Tokyo, Hongo, Bunkyo‐ku, Tokyo, 113‐8656, JapanDepartment of Applied Chemistry, School of Engineering, The University of Tokyo, Hongo, Bunkyo‐ku, Tokyo, 113‐8656, JapanSchool of Science (Applied Chemistry and Environmental Science), RMIT University, GPO Box 2476, Melbourne, Victoria 3001, AustraliaThe 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.http://www.mdpi.com/1420-3049/22/2/211fuliginone phenylphenalenone synthesis crystalline sponge method HPLC‐NMR |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Robert Brkljača Bernd Schneider William Hidalgo Felipe Otálvaro Felipe Ospina Shoukou Lee Manabu Hoshino Makoto Fujita Sylvia Urban |
| spellingShingle |
Robert Brkljača Bernd Schneider William Hidalgo Felipe Otálvaro Felipe Ospina Shoukou Lee Manabu Hoshino Makoto Fujita Sylvia Urban Application of the Crystalline Sponge Method to Revise the Structure of the Phenalenone Fuliginone Molecules fuliginone phenylphenalenone synthesis crystalline sponge method HPLC‐NMR |
| author_facet |
Robert Brkljača Bernd Schneider William Hidalgo Felipe Otálvaro Felipe Ospina Shoukou Lee Manabu Hoshino Makoto Fujita Sylvia Urban |
| author_sort |
Robert Brkljača |
| title |
Application of the Crystalline Sponge Method to Revise the Structure of the Phenalenone Fuliginone |
| title_short |
Application of the Crystalline Sponge Method to Revise the Structure of the Phenalenone Fuliginone |
| title_full |
Application of the Crystalline Sponge Method to Revise the Structure of the Phenalenone Fuliginone |
| title_fullStr |
Application of the Crystalline Sponge Method to Revise the Structure of the Phenalenone Fuliginone |
| title_full_unstemmed |
Application of the Crystalline Sponge Method to Revise the Structure of the Phenalenone Fuliginone |
| title_sort |
application of the crystalline sponge method to revise the structure of the phenalenone fuliginone |
| publisher |
MDPI AG |
| series |
Molecules |
| issn |
1420-3049 |
| publishDate |
2017-01-01 |
| description |
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. |
| topic |
fuliginone phenylphenalenone synthesis crystalline sponge method HPLC‐NMR |
| url |
http://www.mdpi.com/1420-3049/22/2/211 |
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