Conţinutul numărului revistei |
Articolul precedent |
Articolul urmator |
689 0 |
SM ISO690:2012 MORĂRESCU (CHETRARU), Olga, GRINCO, Marina, KULCIŢKI, Veaceslav, BARBA, Alic, GARBUZ, Olga, GUDUMAK, V., GULYA, Aurelian, UNGUR, Nikon. A straightforward synthesis of natural oxygenated ent-kaurenoic acid derivatives. In: Synthetic Communications, 2021, nr. 1(51), pp. 123-133. ISSN 0039-7911. DOI: https://doi.org/10.1080/00397911.2020.1821225 |
EXPORT metadate: Google Scholar Crossref CERIF DataCite Dublin Core |
Synthetic Communications | ||||||
Numărul 1(51) / 2021 / ISSN 0039-7911 /ISSNe 1532-2432 | ||||||
|
||||||
DOI:https://doi.org/10.1080/00397911.2020.1821225 | ||||||
Pag. 123-133 | ||||||
|
||||||
Rezumat | ||||||
The paper presents the synthesis of some natural diterpenoids of ent-kauranic structure, starting from ent-kaur-16-en-19-oic acid, a natural diterpenoid readily available from the dried wastes of sunflower (Helianthus annuus L.). The reported ent-16α,17-dihydroxykauran-19-oic, ent-16α-hydroxy-17-acetoxykauran-19-oic and ent-16α,17-diacetoxykauran-19-oic acids have been previously isolated from different plant sources and showed diverse biological activities, including anti-HIV, anti-cancer and anti-Alzheimer properties. Their chemical synthesis has not been disclosed so far. Additional cytotoxicity studies of the obtained compounds revealed a remarkable cell proliferative effect of parent ent-kaur-16-en-19-oic acid and two of its synthetic derivatives, which is in line with recent pioneering studies in this area. |
||||||
Cuvinte-cheie Allylic isomerization, bioactivity, cell proliferation, dihydroxilation, ent-16, ent-16α-hydroxy-17-acetoxykauran-19-oic acid, ent-16α17-dihydroxylkauran-19-oic acid, ent-16α17-epoxykauran-19-oic acid, ent-17-hydroxykaur-15-en-19-oic acid, ent-17-oxo-16R-kauran-19-oic acident-kaur-16-en-19-oic acid, ent-kaurane, epoxidation, natural diterpenoids, α17-diacetoxykauran-19-oic acid |
||||||
|
Cerif XML Export
<?xml version='1.0' encoding='utf-8'?> <CERIF xmlns='urn:xmlns:org:eurocris:cerif-1.5-1' xsi:schemaLocation='urn:xmlns:org:eurocris:cerif-1.5-1 http://www.eurocris.org/Uploads/Web%20pages/CERIF-1.5/CERIF_1.5_1.xsd' xmlns:xsi='http://www.w3.org/2001/XMLSchema-instance' release='1.5' date='2012-10-07' sourceDatabase='Output Profile'> <cfResPubl> <cfResPublId>ibn-ResPubl-126713</cfResPublId> <cfResPublDate>2021-01-14</cfResPublDate> <cfVol>51</cfVol> <cfIssue>1</cfIssue> <cfStartPage>123</cfStartPage> <cfISSN>0039-7911</cfISSN> <cfURI>https://ibn.idsi.md/ro/vizualizare_articol/126713</cfURI> <cfTitle cfLangCode='EN' cfTrans='o'>A straightforward synthesis of natural oxygenated ent-kaurenoic acid derivatives</cfTitle> <cfKeyw cfLangCode='EN' cfTrans='o'>Allylic isomerization; bioactivity; cell proliferation; dihydroxilation; ent-16; ent-16α-hydroxy-17-acetoxykauran-19-oic acid; ent-16α17-dihydroxylkauran-19-oic acid; ent-16α17-epoxykauran-19-oic acid; ent-17-hydroxykaur-15-en-19-oic acid; ent-17-oxo-16R-kauran-19-oic acident-kaur-16-en-19-oic acid; ent-kaurane; epoxidation; natural diterpenoids; α17-diacetoxykauran-19-oic acid</cfKeyw> <cfAbstr cfLangCode='EN' cfTrans='o'><p>The paper presents the synthesis of some natural diterpenoids of ent-kauranic structure, starting from ent-kaur-16-en-19-oic acid, a natural diterpenoid readily available from the dried wastes of sunflower (Helianthus annuus L.). The reported ent-16α,17-dihydroxykauran-19-oic, ent-16α-hydroxy-17-acetoxykauran-19-oic and ent-16α,17-diacetoxykauran-19-oic acids have been previously isolated from different plant sources and showed diverse biological activities, including anti-HIV, anti-cancer and anti-Alzheimer properties. Their chemical synthesis has not been disclosed so far. Additional cytotoxicity studies of the obtained compounds revealed a remarkable cell proliferative effect of parent ent-kaur-16-en-19-oic acid and two of its synthetic derivatives, which is in line with recent pioneering studies in this area.</p></cfAbstr> <cfResPubl_Class> <cfClassId>eda2d9e9-34c5-11e1-b86c-0800200c9a66</cfClassId> <cfClassSchemeId>759af938-34ae-11e1-b86c-0800200c9a66</cfClassSchemeId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> </cfResPubl_Class> <cfResPubl_Class> <cfClassId>e601872f-4b7e-4d88-929f-7df027b226c9</cfClassId> <cfClassSchemeId>40e90e2f-446d-460a-98e5-5dce57550c48</cfClassSchemeId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> </cfResPubl_Class> <cfPers_ResPubl> <cfPersId>ibn-person-12492</cfPersId> <cfClassId>49815870-1cfe-11e1-8bc2-0800200c9a66</cfClassId> <cfClassSchemeId>b7135ad0-1d00-11e1-8bc2-0800200c9a66</cfClassSchemeId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> </cfPers_ResPubl> <cfPers_ResPubl> <cfPersId>ibn-person-12130</cfPersId> <cfClassId>49815870-1cfe-11e1-8bc2-0800200c9a66</cfClassId> <cfClassSchemeId>b7135ad0-1d00-11e1-8bc2-0800200c9a66</cfClassSchemeId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> </cfPers_ResPubl> <cfPers_ResPubl> <cfPersId>ibn-person-12140</cfPersId> <cfClassId>49815870-1cfe-11e1-8bc2-0800200c9a66</cfClassId> <cfClassSchemeId>b7135ad0-1d00-11e1-8bc2-0800200c9a66</cfClassSchemeId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> </cfPers_ResPubl> <cfPers_ResPubl> <cfPersId>ibn-person-11134</cfPersId> <cfClassId>49815870-1cfe-11e1-8bc2-0800200c9a66</cfClassId> <cfClassSchemeId>b7135ad0-1d00-11e1-8bc2-0800200c9a66</cfClassSchemeId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> </cfPers_ResPubl> <cfPers_ResPubl> <cfPersId>ibn-person-42831</cfPersId> <cfClassId>49815870-1cfe-11e1-8bc2-0800200c9a66</cfClassId> <cfClassSchemeId>b7135ad0-1d00-11e1-8bc2-0800200c9a66</cfClassSchemeId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> </cfPers_ResPubl> <cfPers_ResPubl> <cfPersId>ibn-person-243</cfPersId> <cfClassId>49815870-1cfe-11e1-8bc2-0800200c9a66</cfClassId> <cfClassSchemeId>b7135ad0-1d00-11e1-8bc2-0800200c9a66</cfClassSchemeId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> </cfPers_ResPubl> <cfPers_ResPubl> <cfPersId>ibn-person-499</cfPersId> <cfClassId>49815870-1cfe-11e1-8bc2-0800200c9a66</cfClassId> <cfClassSchemeId>b7135ad0-1d00-11e1-8bc2-0800200c9a66</cfClassSchemeId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> </cfPers_ResPubl> <cfPers_ResPubl> <cfPersId>ibn-person-672</cfPersId> <cfClassId>49815870-1cfe-11e1-8bc2-0800200c9a66</cfClassId> <cfClassSchemeId>b7135ad0-1d00-11e1-8bc2-0800200c9a66</cfClassSchemeId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> </cfPers_ResPubl> <cfFedId> <cfFedIdId>ibn-doi-126713</cfFedIdId> <cfFedId>10.1080/00397911.2020.1821225</cfFedId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> <cfFedId_Class> <cfClassId>31d222b4-11e0-434b-b5ae-088119c51189</cfClassId> <cfClassSchemeId>bccb3266-689d-4740-a039-c96594b4d916</cfClassSchemeId> </cfFedId_Class> <cfFedId_Srv> <cfSrvId>5123451</cfSrvId> <cfClassId>eda2b2e2-34c5-11e1-b86c-0800200c9a66</cfClassId> <cfClassSchemeId>5a270628-f593-4ff4-a44a-95660c76e182</cfClassSchemeId> </cfFedId_Srv> </cfFedId> </cfResPubl> <cfPers> <cfPersId>ibn-Pers-12492</cfPersId> <cfPersName_Pers> <cfPersNameId>ibn-PersName-12492-3</cfPersNameId> <cfClassId>55f90543-d631-42eb-8d47-d8d9266cbb26</cfClassId> <cfClassSchemeId>7375609d-cfa6-45ce-a803-75de69abe21f</cfClassSchemeId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> <cfFamilyNames>Морареску</cfFamilyNames> <cfFirstNames>Ольга</cfFirstNames> </cfPersName_Pers> </cfPers> <cfPers> <cfPersId>ibn-Pers-12130</cfPersId> <cfPersName_Pers> <cfPersNameId>ibn-PersName-12130-3</cfPersNameId> <cfClassId>55f90543-d631-42eb-8d47-d8d9266cbb26</cfClassId> <cfClassSchemeId>7375609d-cfa6-45ce-a803-75de69abe21f</cfClassSchemeId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> <cfFamilyNames>Гринько</cfFamilyNames> <cfFirstNames>Марина</cfFirstNames> </cfPersName_Pers> </cfPers> <cfPers> <cfPersId>ibn-Pers-12140</cfPersId> <cfPersName_Pers> <cfPersNameId>ibn-PersName-12140-3</cfPersNameId> <cfClassId>55f90543-d631-42eb-8d47-d8d9266cbb26</cfClassId> <cfClassSchemeId>7375609d-cfa6-45ce-a803-75de69abe21f</cfClassSchemeId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> <cfFamilyNames>Kulciţki</cfFamilyNames> <cfFirstNames>Veaceslav</cfFirstNames> </cfPersName_Pers> </cfPers> <cfPers> <cfPersId>ibn-Pers-11134</cfPersId> <cfPersName_Pers> <cfPersNameId>ibn-PersName-11134-3</cfPersNameId> <cfClassId>55f90543-d631-42eb-8d47-d8d9266cbb26</cfClassId> <cfClassSchemeId>7375609d-cfa6-45ce-a803-75de69abe21f</cfClassSchemeId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> <cfFamilyNames>Barba</cfFamilyNames> <cfFirstNames>Alic</cfFirstNames> <cfFamilyNames>Барба</cfFamilyNames> <cfFirstNames>Алик</cfFirstNames> </cfPersName_Pers> </cfPers> <cfPers> <cfPersId>ibn-Pers-42831</cfPersId> <cfPersName_Pers> <cfPersNameId>ibn-PersName-42831-3</cfPersNameId> <cfClassId>55f90543-d631-42eb-8d47-d8d9266cbb26</cfClassId> <cfClassSchemeId>7375609d-cfa6-45ce-a803-75de69abe21f</cfClassSchemeId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> <cfFamilyNames>Garbuz</cfFamilyNames> <cfFirstNames>Olga</cfFirstNames> </cfPersName_Pers> </cfPers> <cfPers> <cfPersId>ibn-Pers-243</cfPersId> <cfPersName_Pers> <cfPersNameId>ibn-PersName-243-3</cfPersNameId> <cfClassId>55f90543-d631-42eb-8d47-d8d9266cbb26</cfClassId> <cfClassSchemeId>7375609d-cfa6-45ce-a803-75de69abe21f</cfClassSchemeId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> <cfFamilyNames>Gudumak</cfFamilyNames> <cfFirstNames>V.</cfFirstNames> </cfPersName_Pers> </cfPers> <cfPers> <cfPersId>ibn-Pers-499</cfPersId> <cfPersName_Pers> <cfPersNameId>ibn-PersName-499-3</cfPersNameId> <cfClassId>55f90543-d631-42eb-8d47-d8d9266cbb26</cfClassId> <cfClassSchemeId>7375609d-cfa6-45ce-a803-75de69abe21f</cfClassSchemeId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> <cfFamilyNames>Gulya</cfFamilyNames> <cfFirstNames>Aurelian</cfFirstNames> <cfFamilyNames>Гуля</cfFamilyNames> <cfFirstNames>Аурелиан</cfFirstNames> </cfPersName_Pers> </cfPers> <cfPers> <cfPersId>ibn-Pers-672</cfPersId> <cfPersName_Pers> <cfPersNameId>ibn-PersName-672-3</cfPersNameId> <cfClassId>55f90543-d631-42eb-8d47-d8d9266cbb26</cfClassId> <cfClassSchemeId>7375609d-cfa6-45ce-a803-75de69abe21f</cfClassSchemeId> <cfStartDate>2021-01-14T24:00:00</cfStartDate> <cfFamilyNames>Ungur</cfFamilyNames> <cfFirstNames>Nikon</cfFirstNames> <cfFamilyNames>Унгур</cfFamilyNames> <cfFirstNames>Никон</cfFirstNames> </cfPersName_Pers> </cfPers> <cfSrv> <cfSrvId>5123451</cfSrvId> <cfName cfLangCode='en' cfTrans='o'>CrossRef DOI prefix service</cfName> <cfDescr cfLangCode='en' cfTrans='o'>The service of issuing DOI prefixes to publishers</cfDescr> <cfKeyw cfLangCode='en' cfTrans='o'>persistent identifier; Digital Object Identifier</cfKeyw> </cfSrv> </CERIF>