Synthesis and Biological Profiling of Benzofuro‐Fused 7‐Deazapurine Nucleosides
Abstract: A series of benzofuro‐fused 7‐deazapurine (6H‐furo[2,3‐e]pyrimido[4,5‐b]indole) 2’‐deoxyribo‐ and ribonucleosides was designed and synthesized. The synthesis of key compound 10‐chloro‐6H‐furo[2,3‐e]pyrimido[4,5‐b]indole was based on the Negishi cross‐coupling of iodobenzofurane with zincated 4,6‐dichloropyrimidine followed by azidation and photochemical cyclization. Glycosylation of the heterocycle with either Hoffer's chlorodeoxyribose or protected ribose followed by cross‐coupling or substitution reactions at position 10 gave the desired two sets of final nucleosides that showed moderate to weak cytostatic activity and interesting fluorescence properties.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Synthesis and Biological Profiling of Benzofuro‐Fused 7‐Deazapurine Nucleosides ; day:24 ; month:10 ; year:2023 ; extent:7
European journal of organic chemistry ; (24.10.2023) (gesamt 7)
- Creator
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Yang, Chao
Tichý, Michal
Poštová Slavětínská, Lenka
Vaiedelich, Enzo
Gurská, Soňa
Džubák, Petr
Hajdúch, Marián
Hocek, Michal
- DOI
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10.1002/ejoc.202300723
- URN
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urn:nbn:de:101:1-2023102415091043064814
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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14.08.2025, 10:47 AM CEST
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Associated
- Yang, Chao
- Tichý, Michal
- Poštová Slavětínská, Lenka
- Vaiedelich, Enzo
- Gurská, Soňa
- Džubák, Petr
- Hajdúch, Marián
- Hocek, Michal
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