Syntéza derivátů elipticinu a studium jejich interakcí s DNA
Synthesis of ellipticine derivatives and study of their interactions with DNA
dizertační práce (OBHÁJENO)
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Trvalý odkaz
http://hdl.handle.net/20.500.11956/94579Identifikátory
SIS: 198277
Kolekce
- Kvalifikační práce [20073]
Autor
Vedoucí práce
Oponent práce
Klinot, Jiří
Lyčka, Antonín
Rosenberg, Ivan
Fakulta / součást
Přírodovědecká fakulta
Obor
-
Katedra / ústav / klinika
Katedra organické chemie
Datum obhajoby
19. 9. 2006
Nakladatel
Univerzita Karlova, Přírodovědecká fakultaJazyk
Čeština
Známka
Prospěl
CONCLUSIONS t New strategy for ellipticine synthesis was proposed' The yields of the synthesis are very hígh and pure product is obtained. The strategy was verified with the synthesis of other ellipticine derivatives' rBenzylicoxidationsoťellipticineandl,4-dimethylcarbazolewerestudiedand13. hydroxyellipticine was slnthesised' ' Three empirical potentials were compared with reference ab initio data of ellipticine derivative - DNA base patr' . The ernpirical potentials calculate interaction energies of the complexes quite well (espeglallytheA-ffE6andtheLHpotentials)buttheyfailinthesearchofglobal energy minima geometri es' .Interactionsofellipticineandg.hydroxyellipticinewithtwooligonucleotideswerc studiedintwobuffers(weaklyacidicandneutral,ellipticineisprotonatedintlro acidic buffer). Using two-dimensional NMR techniques assignment of all hydrogen signals of oligonucleotides CGCTAGCG and ATAGCTAT was done. The most important interaction of the ellipticine derivatives with the oligonucleotides is intercalation, but in the acidic buffer ellipticine can form also non-intercalative (bond to the minor or to the major groove) complexes with the oligonucleotides. Both ellipticine derivatives destabilised the duplex structuÍe of the oligonucleotide ATAGCTAT in acidic environment. ln the neutral buffer the life-time...