STRUCTURAL ANALYSIS OF TWISTED AMIDES BASED ON THE SPIROHYDANTOIN SCAFFOLD WITH THE ANTICANCER ACTIVITY
Samo za registrovane korisnike
2024
Autori
Lazić, Anita![](/themes/MirageTechnoRep/images/orcid.png)
Grozdanić Stanisavljević, Nađa
Radovanović, Lidija
![](/themes/MirageTechnoRep/images/orcid.png)
Rogan, Jelena
![](/themes/MirageTechnoRep/images/orcid.png)
Janjić, Goran
Đorđević, Ivana
![](/themes/MirageTechnoRep/images/orcid.png)
Trišović, Nemanja
![](/themes/MirageTechnoRep/images/orcid.png)
Konferencijski prilog (Objavljena verzija)
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Metapodaci
Prikaz svih podataka o dokumentuApstrakt
Five spirohydantoin derivatives were synthesized and analyzed by single crystal X-ray diffraction and DFT calculations (Figure 1). Compounds 1–3 and 5 crystallize as a syn conformation with respect to the ureic part (N1–C2(=O)–N3) of the hydanoin moiety, while compound 4 crystallize as an anti conformation. All compounds feature a distorted exocyclic amide bond that results from the twisting and pyramidalization of the N3 atom (Figure 2). Compound 2 with τ = 86.9° (97% of theoretical maximum) contains one of the most twisted amide bonds reported so far. The anticancer effects of the investigated compounds were evaluated against selected human cancer cell lines, as well as human normal lung fibroblasts (MRC5) cell lines. It appears that moderately distorted twisted amides with highly lipophilic substituents are the most potent within the series.
Izvor:
Izvodi radova / XXIX konferencija Srpskog kristalografskog društva, Ruma = Abstracts / 29th Conference of the Serbian Crystallographic Society, Ruma 2024, 2024, 79-Izdavač:
- Beograd : Srpsko kristalografsko društvo = Belgrade : Serbian Crystallographic Society
Finansiranje / projekti:
- Ministarstvo nauke, tehnološkog razvoja i inovacija Republike Srbije, institucionalno finansiranje - 200287 (Inovacioni centar Tehnološko-metalurškog fakulteta u Beogradu doo) (RS-MESTD-inst-2020-200287)
- Ministarstvo nauke, tehnološkog razvoja i inovacija Republike Srbije, institucionalno finansiranje - 200043 (Institut za onkologiju i radiologiju Srbije, Beograd) (RS-MESTD-inst-2020-200043)
- Ministarstvo nauke, tehnološkog razvoja i inovacija Republike Srbije, institucionalno finansiranje - 200135 (Univerzitet u Beogradu, Tehnološko-metalurški fakultet) (RS-MESTD-inst-2020-200135)
- Ministarstvo nauke, tehnološkog razvoja i inovacija Republike Srbije, institucionalno finansiranje - 200026 (Univerzitet u Beogradu, Institut za hemiju, tehnologiju i metalurgiju - IHTM) (RS-MESTD-inst-2020-200026)
Kolekcije
Institucija/grupa
Inovacioni centarTY - CONF AU - Lazić, Anita AU - Grozdanić Stanisavljević, Nađa AU - Radovanović, Lidija AU - Rogan, Jelena AU - Janjić, Goran AU - Đorđević, Ivana AU - Trišović, Nemanja PY - 2024 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/7545 AB - Five spirohydantoin derivatives were synthesized and analyzed by single crystal X-ray diffraction and DFT calculations (Figure 1). Compounds 1–3 and 5 crystallize as a syn conformation with respect to the ureic part (N1–C2(=O)–N3) of the hydanoin moiety, while compound 4 crystallize as an anti conformation. All compounds feature a distorted exocyclic amide bond that results from the twisting and pyramidalization of the N3 atom (Figure 2). Compound 2 with τ = 86.9° (97% of theoretical maximum) contains one of the most twisted amide bonds reported so far. The anticancer effects of the investigated compounds were evaluated against selected human cancer cell lines, as well as human normal lung fibroblasts (MRC5) cell lines. It appears that moderately distorted twisted amides with highly lipophilic substituents are the most potent within the series. PB - Beograd : Srpsko kristalografsko društvo = Belgrade : Serbian Crystallographic Society C3 - Izvodi radova / XXIX konferencija Srpskog kristalografskog društva, Ruma = Abstracts / 29th Conference of the Serbian Crystallographic Society, Ruma 2024 T1 - STRUCTURAL ANALYSIS OF TWISTED AMIDES BASED ON THE SPIROHYDANTOIN SCAFFOLD WITH THE ANTICANCER ACTIVITY SP - 79 UR - https://hdl.handle.net/21.15107/rcub_technorep_7545 ER -
@conference{ author = "Lazić, Anita and Grozdanić Stanisavljević, Nađa and Radovanović, Lidija and Rogan, Jelena and Janjić, Goran and Đorđević, Ivana and Trišović, Nemanja", year = "2024", abstract = "Five spirohydantoin derivatives were synthesized and analyzed by single crystal X-ray diffraction and DFT calculations (Figure 1). Compounds 1–3 and 5 crystallize as a syn conformation with respect to the ureic part (N1–C2(=O)–N3) of the hydanoin moiety, while compound 4 crystallize as an anti conformation. All compounds feature a distorted exocyclic amide bond that results from the twisting and pyramidalization of the N3 atom (Figure 2). Compound 2 with τ = 86.9° (97% of theoretical maximum) contains one of the most twisted amide bonds reported so far. The anticancer effects of the investigated compounds were evaluated against selected human cancer cell lines, as well as human normal lung fibroblasts (MRC5) cell lines. It appears that moderately distorted twisted amides with highly lipophilic substituents are the most potent within the series.", publisher = "Beograd : Srpsko kristalografsko društvo = Belgrade : Serbian Crystallographic Society", journal = "Izvodi radova / XXIX konferencija Srpskog kristalografskog društva, Ruma = Abstracts / 29th Conference of the Serbian Crystallographic Society, Ruma 2024", title = "STRUCTURAL ANALYSIS OF TWISTED AMIDES BASED ON THE SPIROHYDANTOIN SCAFFOLD WITH THE ANTICANCER ACTIVITY", pages = "79", url = "https://hdl.handle.net/21.15107/rcub_technorep_7545" }
Lazić, A., Grozdanić Stanisavljević, N., Radovanović, L., Rogan, J., Janjić, G., Đorđević, I.,& Trišović, N.. (2024). STRUCTURAL ANALYSIS OF TWISTED AMIDES BASED ON THE SPIROHYDANTOIN SCAFFOLD WITH THE ANTICANCER ACTIVITY. in Izvodi radova / XXIX konferencija Srpskog kristalografskog društva, Ruma = Abstracts / 29th Conference of the Serbian Crystallographic Society, Ruma 2024 Beograd : Srpsko kristalografsko društvo = Belgrade : Serbian Crystallographic Society., 79. https://hdl.handle.net/21.15107/rcub_technorep_7545
Lazić A, Grozdanić Stanisavljević N, Radovanović L, Rogan J, Janjić G, Đorđević I, Trišović N. STRUCTURAL ANALYSIS OF TWISTED AMIDES BASED ON THE SPIROHYDANTOIN SCAFFOLD WITH THE ANTICANCER ACTIVITY. in Izvodi radova / XXIX konferencija Srpskog kristalografskog društva, Ruma = Abstracts / 29th Conference of the Serbian Crystallographic Society, Ruma 2024. 2024;:79. https://hdl.handle.net/21.15107/rcub_technorep_7545 .
Lazić, Anita, Grozdanić Stanisavljević, Nađa, Radovanović, Lidija, Rogan, Jelena, Janjić, Goran, Đorđević, Ivana, Trišović, Nemanja, "STRUCTURAL ANALYSIS OF TWISTED AMIDES BASED ON THE SPIROHYDANTOIN SCAFFOLD WITH THE ANTICANCER ACTIVITY" in Izvodi radova / XXIX konferencija Srpskog kristalografskog društva, Ruma = Abstracts / 29th Conference of the Serbian Crystallographic Society, Ruma 2024 (2024):79, https://hdl.handle.net/21.15107/rcub_technorep_7545 .