Synthesis of Natural Homoisoflavonoids Having Either 5,7-Dihydroxy-6-methoxy or 7-Hydroxy-5,6-dimethoxy Groups
Naturally occurring homoisoflavonoids containing either 5,7-dihydroxy-6-methoxy or 7-hydroxy-5,6-dimethoxy groups such as the antiangiogenic homoisoflavanone, cremastranone, were synthesized via three or four linear steps from the known 4-chromenone. This facile synthesis includes chemoselective 1,4...
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MDPI AG
2016-08-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/21/8/1058 |
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| author | Hyungjun Lee Yue Yuan Inmoo Rhee Timothy W. Corson Seung-Yong Seo |
| author_facet | Hyungjun Lee Yue Yuan Inmoo Rhee Timothy W. Corson Seung-Yong Seo |
| author_sort | Hyungjun Lee |
| collection | DOAJ |
| description | Naturally occurring homoisoflavonoids containing either 5,7-dihydroxy-6-methoxy or 7-hydroxy-5,6-dimethoxy groups such as the antiangiogenic homoisoflavanone, cremastranone, were synthesized via three or four linear steps from the known 4-chromenone. This facile synthesis includes chemoselective 1,4-reduction of 4-chromenone and selective deprotection of 3-benzylidene-4-chromanone a containing C7-benzyloxy group. |
| first_indexed | 2024-04-13T19:26:03Z |
| format | Article |
| id | doaj.art-c105b51618a94e498b406e07a0fe9267 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-04-13T19:26:03Z |
| publishDate | 2016-08-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-c105b51618a94e498b406e07a0fe92672022-12-22T02:33:23ZengMDPI AGMolecules1420-30492016-08-01218105810.3390/molecules21081058molecules21081058Synthesis of Natural Homoisoflavonoids Having Either 5,7-Dihydroxy-6-methoxy or 7-Hydroxy-5,6-dimethoxy GroupsHyungjun Lee0Yue Yuan1Inmoo Rhee2Timothy W. Corson3Seung-Yong Seo4College of Pharmacy and Gachon Institute of Pharmaceutical Sciences, Gachon University, Incheon 21936, KoreaCollege of Pharmacy and Gachon Institute of Pharmaceutical Sciences, Gachon University, Incheon 21936, KoreaDepartment of Bioscience and Biotechnology, Sejong University, Seoul 05006, KoreaDepartments of Ophthalmology, Eugene and Marilyn Glick Eye Institute, Biochemistry and Molecular Biology, and Pharmacology and Toxicology, Indiana University School of Medicine, Indianapolis, IN 46202, USACollege of Pharmacy and Gachon Institute of Pharmaceutical Sciences, Gachon University, Incheon 21936, KoreaNaturally occurring homoisoflavonoids containing either 5,7-dihydroxy-6-methoxy or 7-hydroxy-5,6-dimethoxy groups such as the antiangiogenic homoisoflavanone, cremastranone, were synthesized via three or four linear steps from the known 4-chromenone. This facile synthesis includes chemoselective 1,4-reduction of 4-chromenone and selective deprotection of 3-benzylidene-4-chromanone a containing C7-benzyloxy group.http://www.mdpi.com/1420-3049/21/8/1058homoisoflavanonecremastranone4-chromanone4-chromenone 1,4-reduction |
| spellingShingle | Hyungjun Lee Yue Yuan Inmoo Rhee Timothy W. Corson Seung-Yong Seo Synthesis of Natural Homoisoflavonoids Having Either 5,7-Dihydroxy-6-methoxy or 7-Hydroxy-5,6-dimethoxy Groups Molecules homoisoflavanone cremastranone 4-chromanone 4-chromenone 1,4-reduction |
| title | Synthesis of Natural Homoisoflavonoids Having Either 5,7-Dihydroxy-6-methoxy or 7-Hydroxy-5,6-dimethoxy Groups |
| title_full | Synthesis of Natural Homoisoflavonoids Having Either 5,7-Dihydroxy-6-methoxy or 7-Hydroxy-5,6-dimethoxy Groups |
| title_fullStr | Synthesis of Natural Homoisoflavonoids Having Either 5,7-Dihydroxy-6-methoxy or 7-Hydroxy-5,6-dimethoxy Groups |
| title_full_unstemmed | Synthesis of Natural Homoisoflavonoids Having Either 5,7-Dihydroxy-6-methoxy or 7-Hydroxy-5,6-dimethoxy Groups |
| title_short | Synthesis of Natural Homoisoflavonoids Having Either 5,7-Dihydroxy-6-methoxy or 7-Hydroxy-5,6-dimethoxy Groups |
| title_sort | synthesis of natural homoisoflavonoids having either 5 7 dihydroxy 6 methoxy or 7 hydroxy 5 6 dimethoxy groups |
| topic | homoisoflavanone cremastranone 4-chromanone 4-chromenone 1,4-reduction |
| url | http://www.mdpi.com/1420-3049/21/8/1058 |
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