Synthesis of [26- 2H 3]brassinosteroids
A number of [26- 2H 3]brassinosteroids were prepared for biochemical studies. The parent, nondeuterated compounds were considered to be biosynthetic intermediates in brassinosteroid biosynthesis. Claisen rearrangement was used to construct the steroidal side chain. Deuterium was introduced by reduci...
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| Veröffentlicht in: | Steroids 2002-06, Vol.67 (7), p.587-595 |
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| container_title | Steroids |
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| creator | Khripach, Vladimir A Zhabinskii, Vladimir N Konstantinova, Olga V Antonchick, Andrey P Schneider, Bernd |
| description | A number of [26-
2H
3]brassinosteroids were prepared for biochemical studies. The parent, nondeuterated compounds were considered to be biosynthetic intermediates in brassinosteroid biosynthesis. Claisen rearrangement was used to construct the steroidal side chain. Deuterium was introduced by reducing the corresponding intermediates with lithium aluminium deuteride. |
| doi_str_mv | 10.1016/S0039-128X(02)00004-1 |
| format | Article |
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2H
3]brassinosteroids were prepared for biochemical studies. The parent, nondeuterated compounds were considered to be biosynthetic intermediates in brassinosteroid biosynthesis. Claisen rearrangement was used to construct the steroidal side chain. Deuterium was introduced by reducing the corresponding intermediates with lithium aluminium deuteride.</description><subject>Alicyclic compounds, terpenoids, prostaglandins, steroids</subject><subject>Brassinolide</subject><subject>Brassinosteroids</subject><subject>Chemistry</subject><subject>Cholestanols - chemical synthesis</subject><subject>Claisen rearrangement</subject><subject>Exact sciences and technology</subject><subject>Hydroxylation</subject><subject>Labeled compounds</subject><subject>Molecular Structure</subject><subject>Organic chemistry</subject><subject>Plant growth hormone</subject><subject>Plant Growth Regulators - chemical synthesis</subject><subject>Preparations and properties</subject><subject>Steroids</subject><subject>Steroids, Heterocyclic - chemical synthesis</subject><issn>0039-128X</issn><issn>1878-5867</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkF1LwzAUhoMobk5_gtIbvy6qOUmbNFciQ50w8GIKgkhI0xQjXas5nbB_b7cVd-m5OTfPez4eQo6BXgEFcT2jlKsYWPZ6Qdkl7SqJYYcMIZNZnGZC7pLhHzIgB4ifHSO4YvtkAKCUUByG5Hy2rNsPhx6jpozemIgjNon4ex4Moq8bbF1ofIGHZK80Fbqjvo_Iy_3d83gST58eHse309hyBW0MHBIJeW7KPKOidIVlueBWMJFKUEVhjbAuNQISYQTPmOleATDKFJAYA5yPyNlm7ldovhcOWz33aF1Vmdo1C9QShOA0Szow3YA2NIjBlfor-LkJSw1UrwzptSG9el9TpteGNHS5k37BIp-7YpvqlXTAaQ8YtKYqg6mtxy3HZSIlox13s-Fcp-PHu6DReldbV_jgbKuLxv9zyi80OIBC</recordid><startdate>20020601</startdate><enddate>20020601</enddate><creator>Khripach, Vladimir A</creator><creator>Zhabinskii, Vladimir N</creator><creator>Konstantinova, Olga V</creator><creator>Antonchick, Andrey P</creator><creator>Schneider, Bernd</creator><general>Elsevier Inc</general><general>Elsevier Science</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20020601</creationdate><title>Synthesis of [26- 2H 3]brassinosteroids</title><author>Khripach, Vladimir A ; Zhabinskii, Vladimir N ; Konstantinova, Olga V ; Antonchick, Andrey P ; Schneider, Bernd</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c391t-131471bbafb806fedc2b63c6265719ddca6ce5a6146a6382a01611a9ad14aa133</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>Alicyclic compounds, terpenoids, prostaglandins, steroids</topic><topic>Brassinolide</topic><topic>Brassinosteroids</topic><topic>Chemistry</topic><topic>Cholestanols - chemical synthesis</topic><topic>Claisen rearrangement</topic><topic>Exact sciences and technology</topic><topic>Hydroxylation</topic><topic>Labeled compounds</topic><topic>Molecular Structure</topic><topic>Organic chemistry</topic><topic>Plant growth hormone</topic><topic>Plant Growth Regulators - chemical synthesis</topic><topic>Preparations and properties</topic><topic>Steroids</topic><topic>Steroids, Heterocyclic - chemical synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Khripach, Vladimir A</creatorcontrib><creatorcontrib>Zhabinskii, Vladimir N</creatorcontrib><creatorcontrib>Konstantinova, Olga V</creatorcontrib><creatorcontrib>Antonchick, Andrey P</creatorcontrib><creatorcontrib>Schneider, Bernd</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Steroids</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Khripach, Vladimir A</au><au>Zhabinskii, Vladimir N</au><au>Konstantinova, Olga V</au><au>Antonchick, Andrey P</au><au>Schneider, Bernd</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of [26- 2H 3]brassinosteroids</atitle><jtitle>Steroids</jtitle><addtitle>Steroids</addtitle><date>2002-06-01</date><risdate>2002</risdate><volume>67</volume><issue>7</issue><spage>587</spage><epage>595</epage><pages>587-595</pages><issn>0039-128X</issn><eissn>1878-5867</eissn><coden>STEDAM</coden><abstract>A number of [26-
2H
3]brassinosteroids were prepared for biochemical studies. The parent, nondeuterated compounds were considered to be biosynthetic intermediates in brassinosteroid biosynthesis. Claisen rearrangement was used to construct the steroidal side chain. Deuterium was introduced by reducing the corresponding intermediates with lithium aluminium deuteride.</abstract><cop>New York, NY</cop><pub>Elsevier Inc</pub><pmid>11996931</pmid><doi>10.1016/S0039-128X(02)00004-1</doi><tpages>9</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0039-128X |
| ispartof | Steroids, 2002-06, Vol.67 (7), p.587-595 |
| issn | 0039-128X 1878-5867 |
| language | eng |
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| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Alicyclic compounds, terpenoids, prostaglandins, steroids Brassinolide Brassinosteroids Chemistry Cholestanols - chemical synthesis Claisen rearrangement Exact sciences and technology Hydroxylation Labeled compounds Molecular Structure Organic chemistry Plant growth hormone Plant Growth Regulators - chemical synthesis Preparations and properties Steroids Steroids, Heterocyclic - chemical synthesis |
| title | Synthesis of [26- 2H 3]brassinosteroids |
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