Naslov (srp)

Sinteza analoga halkona sa vanilinom i ferocenom i ciklizacione reakcije njihovih enonskih sistema

Autor

Burmudžija, Adrijana,

Doprinosi

Ratković, Zoran, 1958-
Muškinja, Jovana, 1986-
Marković, Violeta, 1985-
Divac, Vera, 1978-
Maslak, Veselin, 1970-

Opis (srp)

U okviru ove doktorske disertacije opisane su sinteze nekih vanilinskih iferocenskih enonskih jedinjenja (halkoni i analozi halkona) koja su iskorišćena kaointermedijeri za dalje reakcije ciklizacije, pri čemu su dobijene serije ciklopropilskihi pirazolinskih derivata. Svi dobijeni proizvodi su okarakterisani odgovarajućimstrukturnim instrumentalnim metodama, a za jedinjenja dobijena u kristalnom oblikuurađena je i rendgenska strukturna analiza, čime je njihova struktura nedvosmislenopotvrđena. Za pojedine serije jedinjenja ispitana je antimikrobna aktivnost premaodabranim sojevima bakterija i gljiva. Naročito su se dobro pokazali ciklopropilskiderivati, među kojima je jedno jedinjenje imalo bolju aktivnost i u odnosu na standardniantibiotik streptomicin. Pirazolinski derivati su bili pogodniji za ispitivanjeantitumorske aktivnosti, pa je stoga ispitana njihova aktivnost prema odabranimćelijskim linijama, HeLa, LS174, A549 i MRC5. Pokazano je da jedinjenja nisu toksičnaza zdravu ćeliju i kao takva pogodna su za detaljnija biološka ispitivanja. Rezultatiispitivanja interakcija najaktivnijih jedinjenja pirazolinske serije sa biomolekulimaukazuju na visok afinitet i efikasnost ovih jedinjenja u zameni EB iz EB-DNA kompleksa,kao i mogućnost formiranja stabilnih kompleksa sa BSA.

Opis (srp)

-

Opis (eng)

In this doctoral thesis, the synthesis of some vanillin and ferrocene enone compounds(chalcones and their analogues) is described. The obtained products were further used asintermediates for cyclization reactions, giving corresponding cyclopropyl and pyrazolinederivatives. All synthesized derivatives were characterized using spectroscopic methods, and forthe compounds obtained in the form of crystals, X-ray diffraction analysis was performed. For acertain series of compounds, antimicrobial activity against selected strains of bacteria and fungiwas tested. Among them, cyclopropyl derivatives expressed the highest antimicrobial potential,with one compound showing better activity compared to that of the standard antibioticstreptomycin. Pyrazoline derivatives were more suitable for the evaluation of antitumor activity,so their citotoxicity against selected cell lines, HeLa, LS174, A549, and MRC5, was tested. Thetested compounds were determined to not express toxicity against the healthy cell line and, as such,are suitable for further biological evaluation. The interaction of the most active pyrazolinecompounds with biomolecules was evaluated, and the results indicated high affinity and eficancyof these compounds in substituting EB from the corresponding EB-DNA complex, as well as theability to form stable complexes with BSA.

Jezik

srpski

Datum

2024

Licenca

Ovo delo je licencirano pod uslovima licence
Creative Commons CC BY-SA 3.0 AT - Creative Commons Autorstvo - Deliti pod istim uslovima 3.0 Austria License.

http://creativecommons.org/licenses/by-sa/3.0/at/legalcode