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master's thesis
Elektrokemijska sinteza novih 1,3-benztiazinskih i 1,3-benzoksazinskih soli s potencijalnim afinitetom prema DNK/RNK
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2022. urn:nbn:hr:149:655153
Kovačec, Petra
University of Zagreb
Faculty of Chemical Engineering and Technology

Institutional repository: Repository of Faculty of Chemical Engineering and Technology University of Zagreb

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Kovačec, P. (2022). Elektrokemijska sinteza novih 1,3-benztiazinskih i 1,3-benzoksazinskih soli s potencijalnim afinitetom prema DNK/RNK (Master's thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:655153

Kovačec, Petra. "Elektrokemijska sinteza novih 1,3-benztiazinskih i 1,3-benzoksazinskih soli s potencijalnim afinitetom prema DNK/RNK." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2022. https://urn.nsk.hr/urn:nbn:hr:149:655153

Kovačec, Petra. "Elektrokemijska sinteza novih 1,3-benztiazinskih i 1,3-benzoksazinskih soli s potencijalnim afinitetom prema DNK/RNK." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2022. https://urn.nsk.hr/urn:nbn:hr:149:655153

Kovačec, P. (2022). 'Elektrokemijska sinteza novih 1,3-benztiazinskih i 1,3-benzoksazinskih soli s potencijalnim afinitetom prema DNK/RNK', Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 28 December 2024, https://urn.nsk.hr/urn:nbn:hr:149:655153

Kovačec P. Elektrokemijska sinteza novih 1,3-benztiazinskih i 1,3-benzoksazinskih soli s potencijalnim afinitetom prema DNK/RNK [Master's thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2022 [cited 2024 December 28] Available at: https://urn.nsk.hr/urn:nbn:hr:149:655153

P. Kovačec, "Elektrokemijska sinteza novih 1,3-benztiazinskih i 1,3-benzoksazinskih soli s potencijalnim afinitetom prema DNK/RNK", Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2022. Available at: https://urn.nsk.hr/urn:nbn:hr:149:655153

Metadata
TitleElektrokemijska sinteza novih 1,3-benztiazinskih i 1,3-benzoksazinskih soli s potencijalnim afinitetom prema DNK/RNK
Title (english)Electrochemical synthesis of new derivates of 4H-1,3-benzoxazine and 4H-1,3-benzothiazine salts with potential affinty for DNA/RNA
AuthorPetra Kovačec
MentorIrena Škorić (mentor)
MentorGoran Kragol (komentor)
Committee memberIrena Škorić (predsjednik povjerenstva)
Committee memberDragana Vuk (član povjerenstva)
Committee memberGoran Kragol (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2022-09-08, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
Klasičnoj sintezi organskih spojeva unazad nekoliko desetljeća pridružuje se elektroorganska sinteza. Ona pruža mogućnost ekonomične, brze i ekološki prihvatljive proizvodnje organskih spojeva. Derivati 4H-1,3-benzoksazina i 4H-1,3-benztiazina te njihove soli zanimljive su strukture zbog potencijalnog farmakološkog djelovanja. Neki od njih do danas su sintetizirani elektrokemijskom sintezom, a ovaj je rad svojevrsni nastavak sinteze novih, do sada, nesintetiziranih derivata. Također, optimizirani su uvjeti navedenih reakcija, te su uspješno dobiveni i izolirani spojevi 4a i 4a', 4c, 4d, 4e, 5a i 5a'. Sinteza spojeva 4b i 5b provedena je u svrhu ponavljanja do sada već provedene sinteze poradi usporedbe uvjeta reakcija s dobivenim rezultatima. Nadalje, provedeno je aminiranje odabranih derivata 4H-1,3-benzoksazina i 4H-1,3-benztiazina u svrhu pomaka UV-spektra u vidljivo područje. Uspješno su sintetizirani i izolirani spojevi 9,10a i 10b, 11, 12, i 13. Također je uspješno provedeno aminiranje N-(4-klorbenzil)benzamida koji ima u budućnosti potencijal prevođenja u ciklički oblik optimiziranjem uvjeta elektrokemijske ciklizacije. Svi su spojevi okarakterizirani 1H NMR metodom te je u svim dobivenim uzorcima detektirana očekivana masa tekućinskom kromatografijom vrlo visokog učinka vezane na spektrometar masa (eng. UPLC-MS/UV).
Abstract (english)
Electroorganic synthesis has been joining the classic synthesis of organic compounds for several decades. It provides the possibility of economical, fast and environmentally friendly production of organic compounds. Derivatives of 4H-1,3-benzoxazine and 4H-1,3-benzothiazine and their salts are interesting structures due to their potential pharmacological application. Some of them have been synthesized by electrochemical synthesis, and this work is the continuation of the synthesis of so far unsynthesized derivatives. Also, the conditions of the mentioned reactions were optimized, and compounds 4a and 4a', 4c, 4d, 4e, 5a and 5a' were successfully obtained and isolated. The synthesis of compounds 4b and 5b was carried out in order to repeat the synthesis already carried out so far in order to compare the reaction conditions with the obtained results. Furthermore, the amination of the selected derivatives 4H-1,3-benzoxazine and 4H-1,3-benzthiazine was carried out in order to shift the UV-spectrum into the visible region. Compounds 9, 10a and 10b, 11, 12, and 13 were successfully synthesized and isolated. The amination of N-(4-chlorobenzyl)benzamide, which has the potential to be converted into a cyclic form in the future by optimizing the conditions of electrochemical cyclization, was also successfully performed. All compounds were characterized by the 1H-NMR method, and the expected mass was detected in all obtained samples,by performing the high-performance liquid chromatography attached to a mass spectrometer (eng. UPLC-MS/UV).
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:655153
Study programmeTitle: Applied Chemistry - Graduate study; specializations in: Environmental chemistry and green technologies, Advanced materials and technologies, Applied organic chemistry
Course: Applied organic chemistry
Study programme type: university
Study level: graduate
Academic / professional title: magistar/magistra primijenjene kemije (magistar/magistra primijenjene kemije)
Type of resourceText
File originBorn digital
Access conditionsOpen access
Terms of useLicence In copyright icon
Created on2023-03-10 15:45:25