Total synthesis of neokotalanol, a potent α-glucosidase inhibitor isolated from Salacia reticulata
Neokotalanol, a potent α-glucosidase inhibitor isolated from Salacia reticulata, was synthesized through a key coupling reaction between a perbenzylated thiosugar and an appropriately protected perseitol triflate derived from D-mannose. This key step was found to be quite temperature dependent, and...
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| Veröffentlicht in: | Chinese journal of natural medicines 2013-11, Vol.11 (6), p.676-683 |
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| container_end_page | 683 |
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| container_issue | 6 |
| container_start_page | 676 |
| container_title | Chinese journal of natural medicines |
| container_volume | 11 |
| creator | XIE, Wei-Jia TANABE, Genzoh TSUTSUI, Nozomi WU, Xiao-Ming MURAOKA, Osamu |
| description | Neokotalanol, a potent α-glucosidase inhibitor isolated from Salacia reticulata, was synthesized through a key coupling reaction between a perbenzylated thiosugar and an appropriately protected perseitol triflate derived from D-mannose. This key step was found to be quite temperature dependent, and a simultaneous cyclization of the triflate leading to a characteristic 2,4,7-trioxabicyclo[4.2.1]nonane system was detected. |
| doi_str_mv | 10.1016/S1875-5364(13)60079-5 |
| format | Article |
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This key step was found to be quite temperature dependent, and a simultaneous cyclization of the triflate leading to a characteristic 2,4,7-trioxabicyclo[4.2.1]nonane system was detected.</description><identifier>ISSN: 1875-5364</identifier><identifier>EISSN: 1875-5364</identifier><identifier>DOI: 10.1016/S1875-5364(13)60079-5</identifier><identifier>PMID: 24345510</identifier><language>eng</language><publisher>China: Elsevier B.V</publisher><subject>alpha-glucosidase ; Celastraceae ; enzyme inhibitors ; Enzyme Inhibitors - chemical synthesis ; Enzyme Inhibitors - chemistry ; Glycoside Hydrolase Inhibitors ; medicinal plants ; Neokotalanol ; Plant Extracts - chemical synthesis ; Plant Extracts - chemistry ; Salacia - chemistry ; Salacia reticulata ; temperature ; Total synthesis ; α-glucosidase inhibitor</subject><ispartof>Chinese journal of natural medicines, 2013-11, Vol.11 (6), p.676-683</ispartof><rights>2013 China Pharmaceutical University</rights><rights>Copyright © 2013 China Pharmaceutical University. 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| fulltext | fulltext |
| identifier | ISSN: 1875-5364 |
| ispartof | Chinese journal of natural medicines, 2013-11, Vol.11 (6), p.676-683 |
| issn | 1875-5364 1875-5364 |
| language | eng |
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| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | alpha-glucosidase Celastraceae enzyme inhibitors Enzyme Inhibitors - chemical synthesis Enzyme Inhibitors - chemistry Glycoside Hydrolase Inhibitors medicinal plants Neokotalanol Plant Extracts - chemical synthesis Plant Extracts - chemistry Salacia - chemistry Salacia reticulata temperature Total synthesis α-glucosidase inhibitor |
| title | Total synthesis of neokotalanol, a potent α-glucosidase inhibitor isolated from Salacia reticulata |
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