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Semi-Synthesis of new glycosidic triazole derivatives of dihydrocucurbitacin B
[Display omitted] Cucurbitacins are natural triterpenoids to which several biological activities are attributed. These molecules can be isolated as free aglycones or as glycosides, despite cucurbitacin glycosides being difficult to be obtained from natural sources. In this work, we report the synthe...
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| Published in: | Tetrahedron letters 2015-01, Vol.56 (2), p.303-307 |
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| Main Authors: | , , , , |
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| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c661t-943ca538fda5b3539cb4aa9a5da3def66ba58890bad82db5e89b050820d8cddf3 |
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| cites | cdi_FETCH-LOGICAL-c661t-943ca538fda5b3539cb4aa9a5da3def66ba58890bad82db5e89b050820d8cddf3 |
| container_end_page | 307 |
| container_issue | 2 |
| container_start_page | 303 |
| container_title | Tetrahedron letters |
| container_volume | 56 |
| creator | Morotti, Ana L.M. Lang, Karen L. Carvalho, Ivone Schenkel, Eloir P. Bernardes, Lílian S.C. |
| description | [Display omitted]
Cucurbitacins are natural triterpenoids to which several biological activities are attributed. These molecules can be isolated as free aglycones or as glycosides, despite cucurbitacin glycosides being difficult to be obtained from natural sources. In this work, we report the synthesis of a new 2-β-O-galactoside of dihydrocucurbitacin B and also the synthesis of eight new glycosides containing triazole moiety between the cucurbitane skeleton and the monosaccharidic unit. |
| doi_str_mv | 10.1016/j.tetlet.2014.11.049 |
| format | article |
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Cucurbitacins are natural triterpenoids to which several biological activities are attributed. These molecules can be isolated as free aglycones or as glycosides, despite cucurbitacin glycosides being difficult to be obtained from natural sources. In this work, we report the synthesis of a new 2-β-O-galactoside of dihydrocucurbitacin B and also the synthesis of eight new glycosides containing triazole moiety between the cucurbitane skeleton and the monosaccharidic unit.</description><identifier>ISSN: 0040-4039</identifier><identifier>EISSN: 1873-3581</identifier><identifier>DOI: 10.1016/j.tetlet.2014.11.049</identifier><language>eng</language><publisher>Elsevier Ltd</publisher><subject>Biological ; Cucurbitacin ; Cucurbitacin glycosides ; Cycloaddition reaction ; Derivatives ; Glycosides ; Molecular modification ; Synthesis (chemistry) ; Tetrahedrons ; Triazole derivatives ; Triazoles</subject><ispartof>Tetrahedron letters, 2015-01, Vol.56 (2), p.303-307</ispartof><rights>2014 Elsevier Ltd</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c661t-943ca538fda5b3539cb4aa9a5da3def66ba58890bad82db5e89b050820d8cddf3</citedby><cites>FETCH-LOGICAL-c661t-943ca538fda5b3539cb4aa9a5da3def66ba58890bad82db5e89b050820d8cddf3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27905,27906</link.rule.ids></links><search><creatorcontrib>Morotti, Ana L.M.</creatorcontrib><creatorcontrib>Lang, Karen L.</creatorcontrib><creatorcontrib>Carvalho, Ivone</creatorcontrib><creatorcontrib>Schenkel, Eloir P.</creatorcontrib><creatorcontrib>Bernardes, Lílian S.C.</creatorcontrib><title>Semi-Synthesis of new glycosidic triazole derivatives of dihydrocucurbitacin B</title><title>Tetrahedron letters</title><description>[Display omitted]
Cucurbitacins are natural triterpenoids to which several biological activities are attributed. These molecules can be isolated as free aglycones or as glycosides, despite cucurbitacin glycosides being difficult to be obtained from natural sources. In this work, we report the synthesis of a new 2-β-O-galactoside of dihydrocucurbitacin B and also the synthesis of eight new glycosides containing triazole moiety between the cucurbitane skeleton and the monosaccharidic unit.</description><subject>Biological</subject><subject>Cucurbitacin</subject><subject>Cucurbitacin glycosides</subject><subject>Cycloaddition reaction</subject><subject>Derivatives</subject><subject>Glycosides</subject><subject>Molecular modification</subject><subject>Synthesis (chemistry)</subject><subject>Tetrahedrons</subject><subject>Triazole derivatives</subject><subject>Triazoles</subject><issn>0040-4039</issn><issn>1873-3581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNp9kDtPwzAUhS0EEqXwDxgysiTY9aPOggQVL6mCoTBbjn1DXaVxsZ2i8OtJCTN3Oct3jnQ_hC4JLggm4npTJEgNpGKGCSsIKTArj9CEyDnNKZfkGE0wZjhnmJan6CzGDR5OSDxBLyvYunzVt2kN0cXM11kLX9lH0xsfnXUmS8Hpb99AZiG4vU5uD7-YdeveBm8604XKJW1cm92do5NaNxEu_nKK3h_u3xZP-fL18Xlxu8yNECTlJaNGcyprq3lFOS1NxbQuNbeaWqiFqDSXssSVtnJmKw6yrDDHcoatNNbWdIquxt1d8J8dxKS2LhpoGt2C76Iic8bEXAjKBpSNqAk-xgC12gW31aFXBKuDPrVRoz510KcIUYO-oXYz1mB4Y-8gqGgctAasC2CSst79P_ADWIV89A</recordid><startdate>20150108</startdate><enddate>20150108</enddate><creator>Morotti, Ana L.M.</creator><creator>Lang, Karen L.</creator><creator>Carvalho, Ivone</creator><creator>Schenkel, Eloir P.</creator><creator>Bernardes, Lílian S.C.</creator><general>Elsevier Ltd</general><scope>6I.</scope><scope>AAFTH</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20150108</creationdate><title>Semi-Synthesis of new glycosidic triazole derivatives of dihydrocucurbitacin B</title><author>Morotti, Ana L.M. ; Lang, Karen L. ; Carvalho, Ivone ; Schenkel, Eloir P. ; Bernardes, Lílian S.C.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c661t-943ca538fda5b3539cb4aa9a5da3def66ba58890bad82db5e89b050820d8cddf3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Biological</topic><topic>Cucurbitacin</topic><topic>Cucurbitacin glycosides</topic><topic>Cycloaddition reaction</topic><topic>Derivatives</topic><topic>Glycosides</topic><topic>Molecular modification</topic><topic>Synthesis (chemistry)</topic><topic>Tetrahedrons</topic><topic>Triazole derivatives</topic><topic>Triazoles</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Morotti, Ana L.M.</creatorcontrib><creatorcontrib>Lang, Karen L.</creatorcontrib><creatorcontrib>Carvalho, Ivone</creatorcontrib><creatorcontrib>Schenkel, Eloir P.</creatorcontrib><creatorcontrib>Bernardes, Lílian S.C.</creatorcontrib><collection>ScienceDirect Open Access Titles</collection><collection>Elsevier:ScienceDirect:Open Access</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Tetrahedron letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Morotti, Ana L.M.</au><au>Lang, Karen L.</au><au>Carvalho, Ivone</au><au>Schenkel, Eloir P.</au><au>Bernardes, Lílian S.C.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Semi-Synthesis of new glycosidic triazole derivatives of dihydrocucurbitacin B</atitle><jtitle>Tetrahedron letters</jtitle><date>2015-01-08</date><risdate>2015</risdate><volume>56</volume><issue>2</issue><spage>303</spage><epage>307</epage><pages>303-307</pages><issn>0040-4039</issn><eissn>1873-3581</eissn><abstract>[Display omitted]
Cucurbitacins are natural triterpenoids to which several biological activities are attributed. These molecules can be isolated as free aglycones or as glycosides, despite cucurbitacin glycosides being difficult to be obtained from natural sources. In this work, we report the synthesis of a new 2-β-O-galactoside of dihydrocucurbitacin B and also the synthesis of eight new glycosides containing triazole moiety between the cucurbitane skeleton and the monosaccharidic unit.</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.tetlet.2014.11.049</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0040-4039 |
| ispartof | Tetrahedron letters, 2015-01, Vol.56 (2), p.303-307 |
| issn | 0040-4039 1873-3581 |
| language | eng |
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| source | ScienceDirect Freedom Collection |
| subjects | Biological Cucurbitacin Cucurbitacin glycosides Cycloaddition reaction Derivatives Glycosides Molecular modification Synthesis (chemistry) Tetrahedrons Triazole derivatives Triazoles |
| title | Semi-Synthesis of new glycosidic triazole derivatives of dihydrocucurbitacin B |
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