Please use this identifier to cite or link to this item:
https://open.uns.ac.rs/handle/123456789/30879
DC Field | Value | Language |
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dc.contributor.author | Benedeković Goran | - |
dc.contributor.author | Kovačević Ivana | - |
dc.contributor.author | Popsavin Mirjana | - |
dc.contributor.author | Francuz Jovana | - |
dc.contributor.author | Kojić Vesna | - |
dc.contributor.author | Bogdanović Gordana | - |
dc.contributor.author | Popsavin Velimir | - |
dc.date.accessioned | 2020-12-14T19:04:43Z | - |
dc.date.available | 2020-12-14T19:04:43Z | - |
dc.date.issued | 2015 | - |
dc.identifier.issn | 0040-4020 | - |
dc.identifier.uri | https://open.uns.ac.rs/handle/123456789/30879 | - |
dc.description.abstract | © 2015 Elsevier Ltd. All rights reserved. A divergent total synthesis of cytotoxic natural products (+)-crassalactones B (2) and C (3) has been achieved by utilizing diacetone d-glucose (4) as a chiral precursor. The key steps of the synthesis of both targets 2 and 3 were a stereo-selective addition of phenyl magnesium bromide to a dialdose derivative, a regioselective introduction of the cinnamic acid residue, and a stereospecific furano-lactone ring formation by cyclocondensation of a suitable hemiacetal derivative with Meldrum's acid. No protection is necessary for the synthesis of the (+)-crassalactone C (3), except the diacetonide function that is already present in the commercially available starting material 4. Preparation of (+)-crassalactone B (2) from the same starting material, requires the use of a single silyl ether protecting group throughout the synthesis. The synthesized natural products were evaluated for their in vitro antiproliferative activity against PC3, HT29 and A549 human tumour cell lines. | - |
dc.language.iso | en | - |
dc.relation.ispartof | Tetrahedron | - |
dc.source | CRIS UNS | - |
dc.source.uri | http://cris.uns.ac.rs | - |
dc.title | Divergent total synthesis of crassalactones B and C and evaluation of their antiproliferative activity | - |
dc.type | Journal/Magazine Article | - |
dc.identifier.doi | 10.1016/j.tet.2015.05.040 | - |
dc.identifier.scopus | 2-s2.0-84930274759 | - |
dc.identifier.url | https://www.cris.uns.ac.rs/record.jsf?recordId=95007&source=BEOPEN&language=en | - |
dc.identifier.url | https://api.elsevier.com/content/abstract/scopus_id/84930274759 | - |
dc.relation.lastpage | 4589 | - |
dc.relation.firstpage | 4581 | - |
dc.relation.issue | 28 | - |
dc.relation.volume | 71 | - |
dc.identifier.externalcrisreference | (BISIS)95007 | - |
item.fulltext | No Fulltext | - |
item.grantfulltext | none | - |
crisitem.author.dept | Prirodno-matematički fakultet, Departman za hemiju, biohemiju i zaštitu životne sredine | - |
crisitem.author.dept | Prirodno-matematički fakultet, Departman za hemiju, biohemiju i zaštitu životne sredine | - |
crisitem.author.dept | Prirodno-matematički fakultet, Departman za hemiju, biohemiju i zaštitu životne sredine | - |
crisitem.author.dept | Prirodno-matematički fakultet, Departman za hemiju, biohemiju i zaštitu životne sredine | - |
crisitem.author.dept | Medicinski fakultet | - |
crisitem.author.dept | Prirodno-matematički fakultet, Departman za hemiju, biohemiju i zaštitu životne sredine | - |
crisitem.author.orcid | 0000-0002-4752-7569 | - |
crisitem.author.orcid | 0000-0002-0924-1041 | - |
crisitem.author.orcid | 0000-0002-4330-8561 | - |
crisitem.author.orcid | 0000-0001-9910-2987 | - |
crisitem.author.parentorg | Prirodno-matematički fakultet | - |
crisitem.author.parentorg | Prirodno-matematički fakultet | - |
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 | - |
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