Please use this identifier to cite or link to this item:
https://open.uns.ac.rs/handle/123456789/26843
DC Field | Value | Language |
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dc.contributor.author | Svircev Milos | - |
dc.contributor.author | Popsavin Mirjana | - |
dc.contributor.author | Kojic Vesna | - |
dc.contributor.author | Bogdanovic Gordana | - |
dc.contributor.author | Jadranin Milka | - |
dc.contributor.author | Popsavin Velimir | - |
dc.date.accessioned | 2020-12-13T21:12:55Z | - |
dc.date.available | 2020-12-13T21:12:55Z | - |
dc.date.issued | 2010 | - |
dc.identifier.uri | https://open.uns.ac.rs/handle/123456789/26843 | - |
dc.description.abstract | (+)-Goniofufurone is the naturally occurring cytotoxic styryl lactone isolated from the stem bark of Goniothalamus giganteus (Annonaceae) that possesses structure marked by furano-furone bicyclic core. Herein we report a total synthesis of two novel (7-epi-)goniofufurone isosteres bearing a 2-thiazolyl-4-carboxylic acid ethyl ester moiety instead of the aromatic ring at C-7. The key intermediate (4) was obtained by addition of trimethylsilyl cyanide to known aldehyde 3, which was readily available from D-glucose through a modified literature procedure. Thiazole ring was introduced in two consecutive steps (e, f), which included cyclization and oxidation, respectively, while the γ-lactone function was built in the penultimate step (h), after the deprotection of hydroxyl groups at positions C-1 and C-2 (g). After removal of benzyl protection (i), final products 1 and 2 were obtained. Antiproliferative activity of both analogues against a number of tumor cell lines will be presented. | en |
dc.language.iso | en | - |
dc.relation.ispartof | The 18th International Conference on Organic Synthesis, The18th International Conference on Organic Synthesis, Bergen, Norveska, 2010 | en |
dc.source | CRIS UNS | - |
dc.source.uri | http://cris.uns.ac.rs | - |
dc.subject | (+)-goniofufurone, D-glucose, thiazole, isostere, cytotoxicity | en |
dc.title | Synthesis and biological activity of new thiazole isosteres of goniofufurone and 7-epi-goniofufurone | en |
dc.type | Conference Paper | en |
dc.identifier.url | https://www.cris.uns.ac.rs/record.jsf?recordId=67823&source=BEOPEN&language=en | en |
dc.relation.lastpage | 431 | - |
dc.relation.firstpage | 431 | - |
dc.identifier.externalcrisreference | (BISIS)67823 | - |
item.fulltext | No Fulltext | - |
item.grantfulltext | none | - |
crisitem.author.dept | Departman za hemiju, biohemiju i zaštitu životne sredine | - |
crisitem.author.dept | Departman za hemiju, biohemiju i zaštitu životne sredine | - |
crisitem.author.dept | Medicinski fakultet | - |
crisitem.author.dept | Departman za hemiju, biohemiju i zaštitu životne sredine | - |
crisitem.author.orcid | 0000-0002-0924-1041 | - |
crisitem.author.orcid | 0000-0001-9910-2987 | - |
crisitem.author.parentorg | Prirodno-matematički fakultet | - |
crisitem.author.parentorg | Prirodno-matematički fakultet | - |
crisitem.author.parentorg | Univerzitet u Novom Sadu | - |
crisitem.author.parentorg | Prirodno-matematički fakultet | - |
Appears in Collections: | PMF Publikacije/Publications |
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