Diosgenyl 2-amino-2-deoxy-β-D-galactopyranoside: synthesis, derivatives and antimicrobial activity
The synthesis of diosgenyl 2-amino-2-deoxy-β-D-galactopyranoside is presented for the first time. This synthetic saponin was transformed into its hydrochloride as well as N-acyl, 2-ureido, N-alkyl, and N,N-dialkyl derivatives. Antifungal and antibacterial studies show that some of the obtained compo...
| Main Authors: | , , , , , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2017-11-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.13.227 |
| _version_ | 1818446930430132224 |
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| author | Henryk Myszka Patrycja Sokołowska Agnieszka Cieślińska Andrzej Nowacki Maciej Jaśkiewicz Wojciech Kamysz Beata Liberek |
| author_facet | Henryk Myszka Patrycja Sokołowska Agnieszka Cieślińska Andrzej Nowacki Maciej Jaśkiewicz Wojciech Kamysz Beata Liberek |
| author_sort | Henryk Myszka |
| collection | DOAJ |
| description | The synthesis of diosgenyl 2-amino-2-deoxy-β-D-galactopyranoside is presented for the first time. This synthetic saponin was transformed into its hydrochloride as well as N-acyl, 2-ureido, N-alkyl, and N,N-dialkyl derivatives. Antifungal and antibacterial studies show that some of the obtained compounds are active against Gram-positive bacteria and Candida type fungi. |
| first_indexed | 2024-12-14T19:55:33Z |
| format | Article |
| id | doaj.art-5e6697debfee4dbfb079fcd45f54e22c |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-14T19:55:33Z |
| publishDate | 2017-11-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-5e6697debfee4dbfb079fcd45f54e22c2022-12-21T22:49:18ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972017-11-011312310231510.3762/bjoc.13.2271860-5397-13-227Diosgenyl 2-amino-2-deoxy-β-D-galactopyranoside: synthesis, derivatives and antimicrobial activityHenryk Myszka0Patrycja Sokołowska1Agnieszka Cieślińska2Andrzej Nowacki3Maciej Jaśkiewicz4Wojciech Kamysz5Beata Liberek6Faculty of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdańsk, PolandFaculty of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdańsk, PolandFaculty of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdańsk, PolandFaculty of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdańsk, PolandFaculty of Pharmacy, Medical University of Gdańsk, Hallera 107, 80-416 Gdańsk, PolandFaculty of Pharmacy, Medical University of Gdańsk, Hallera 107, 80-416 Gdańsk, PolandFaculty of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308 Gdańsk, PolandThe synthesis of diosgenyl 2-amino-2-deoxy-β-D-galactopyranoside is presented for the first time. This synthetic saponin was transformed into its hydrochloride as well as N-acyl, 2-ureido, N-alkyl, and N,N-dialkyl derivatives. Antifungal and antibacterial studies show that some of the obtained compounds are active against Gram-positive bacteria and Candida type fungi.https://doi.org/10.3762/bjoc.13.227antimicrobial activitiesD-galactosaminediosgeninglycosylationsaponintetrachlorophthalimido derivatives |
| spellingShingle | Henryk Myszka Patrycja Sokołowska Agnieszka Cieślińska Andrzej Nowacki Maciej Jaśkiewicz Wojciech Kamysz Beata Liberek Diosgenyl 2-amino-2-deoxy-β-D-galactopyranoside: synthesis, derivatives and antimicrobial activity Beilstein Journal of Organic Chemistry antimicrobial activities D-galactosamine diosgenin glycosylation saponin tetrachlorophthalimido derivatives |
| title | Diosgenyl 2-amino-2-deoxy-β-D-galactopyranoside: synthesis, derivatives and antimicrobial activity |
| title_full | Diosgenyl 2-amino-2-deoxy-β-D-galactopyranoside: synthesis, derivatives and antimicrobial activity |
| title_fullStr | Diosgenyl 2-amino-2-deoxy-β-D-galactopyranoside: synthesis, derivatives and antimicrobial activity |
| title_full_unstemmed | Diosgenyl 2-amino-2-deoxy-β-D-galactopyranoside: synthesis, derivatives and antimicrobial activity |
| title_short | Diosgenyl 2-amino-2-deoxy-β-D-galactopyranoside: synthesis, derivatives and antimicrobial activity |
| title_sort | diosgenyl 2 amino 2 deoxy β d galactopyranoside synthesis derivatives and antimicrobial activity |
| topic | antimicrobial activities D-galactosamine diosgenin glycosylation saponin tetrachlorophthalimido derivatives |
| url | https://doi.org/10.3762/bjoc.13.227 |
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