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master's thesis
Sinteza i analiza organskih spojeva sa sumporom i/ili dušikom: piridopiridazini i glukozinolati
diplomski rad
2018. urn:nbn:hr:167:802178
Tomaš, Josip
University of Split
Faculty of Chemistry and Technology
Division of Chemistry

Cite this document

Tomaš, J. (2018). Sinteza i analiza organskih spojeva sa sumporom i/ili dušikom: piridopiridazini i glukozinolati : diplomski rad (Master's thesis). Split: University of Split, Faculty of Chemistry and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:167:802178

Tomaš, Josip. "Sinteza i analiza organskih spojeva sa sumporom i/ili dušikom: piridopiridazini i glukozinolati : diplomski rad." Master's thesis, University of Split, Faculty of Chemistry and Technology, 2018. https://urn.nsk.hr/urn:nbn:hr:167:802178

Tomaš, Josip. "Sinteza i analiza organskih spojeva sa sumporom i/ili dušikom: piridopiridazini i glukozinolati : diplomski rad." Master's thesis, University of Split, Faculty of Chemistry and Technology, 2018. https://urn.nsk.hr/urn:nbn:hr:167:802178

Tomaš, J. (2018). 'Sinteza i analiza organskih spojeva sa sumporom i/ili dušikom: piridopiridazini i glukozinolati : diplomski rad', Master's thesis, University of Split, Faculty of Chemistry and Technology, accessed 16 November 2024, https://urn.nsk.hr/urn:nbn:hr:167:802178

Tomaš J. Sinteza i analiza organskih spojeva sa sumporom i/ili dušikom: piridopiridazini i glukozinolati : diplomski rad [Master's thesis]. Split: University of Split, Faculty of Chemistry and Technology; 2018 [cited 2024 November 16] Available at: https://urn.nsk.hr/urn:nbn:hr:167:802178

J. Tomaš, "Sinteza i analiza organskih spojeva sa sumporom i/ili dušikom: piridopiridazini i glukozinolati : diplomski rad", Master's thesis, University of Split, Faculty of Chemistry and Technology, Split, 2018. Available at: https://urn.nsk.hr/urn:nbn:hr:167:802178

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Metadata
TitleSinteza i analiza organskih spojeva sa sumporom i/ili dušikom: piridopiridazini i glukozinolati : diplomski rad
Title (english)Synthesis and analysis of organic compounds with sulfur and/or nitrogen: pyridopyridazines and glucosinolates : diploma thesis
AuthorJosip Tomaš
MentorIvica Blažević (mentor)
MBZ: 267194
Committee memberFranko Burčul (predsjednik povjerenstva)
Committee memberMario Nikola Mužek (član povjerenstva)
GranterUniversity of Split
Faculty of Chemistry and Technology
(Division of Chemistry)
Split
Defense date and country2018-10-31, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
Organske molekule s dušikom i/ili sumporom, zbog svoje vrlo široke primjene u medicini, sve su veći predmet istraživanja. Prvi dio diplomskog rada bavi se sintezom piridopiridazina, spojeva s dušikom, koji posjeduju široku biološku aktivnost (antibakterijsko, antihipertenzivno, antikonvulzantno djelovanje, itd.). Drugi dio diplomskog rada bavi se glukozinolatima (β-tioglukozidni-N-hidroksisulfati) spojevima sa sumporom i dušikom, koji su pronađeni u porodicama reda Capparales. Ovi spojevi karakteristični su za biljke u porodici Brassicaceae. Hidrolizom glukozinolata enzimom mirozinazom nastaje čitav niz različitih biološki aktivnih razgradnih produkata od kojih su najpoznatiji izotiocijanati, poznati po sovjim antikancerogenim i antimikrobnim svojstvima. U ovom radu uspješno su sintetizirana 4 piridopiridazina, jedan osnovni (5-metil-7-fenil-2,3- dihidropirido[3,4-d]piridazin-1,4-dion, uz iskorištenje od 50,4%) i 3 njegova derivata. Sintetizirani međuprodukti praćeni su tankoslojnom kromatografijom, a struktura konačnih produkata potvrđena je infracrvenom spektroskopijom i nuklearnom magnetskom rezonancijom. Također, istražen je kvalitativni sastav glukozinolata u dvije biljne vrste, širolistnoj grbici (Lepidium latifolium L.) i sivkastoj ljubičini (Matthiola incana (L.) R.Br.). Analziom sa HPLC-DAD- MS/MS tehnikom utvrđeno je da L. latifolium sadrži sinigrin kao glavni glukozinolat, dok je u M. incana pronađen glukorafenin. U okviru daljnjeg istraživanja ispitana je stabilnost glukozinolata pri gastrointestinalnim uvjetima, te pH (2,5 i 7,5). Glukozinolati su pokazali stabilnost u kiseloj i želučanoj fazi, a nestabilnost u lužnatoj i crijevnoj fazi, uz "poneka" odstupanja. Kvantitativni sastav glukozinolata određen je HPLC analizom desulfatiziranih glukozinolata.
Abstract (english)
There is an increase interest in organic molecules containing nitrogen and/or sulfur in their structure, due to their very broad application in medicine. The first part of the thesis deals with the synthesis of pyridopyridazines, nitrogen compounds, which possess a wide range of biological activities (antibacterial, antihypertensive, anticonvulsant, etc.). The second part of the thesis deals with glucosinols (β-thioglucoside-N-hydroxysulphates) with sulfur and nitrogen compounds found in Capparales family. These compounds are characteristic for plants in the family Brassicaceae. Glucosinolates hydrolyzed by the enzyme myrosinase produce a wide variety of biologically active degradation products, most notably isothiocyanate, known for their anticancerogenic and antimicrobial activity. In this paper four pyridopyridazines, one "basic" (5-methyl-7-phenyl-2,3-dihydropyrido [3,4-d] pyridazine-1,4-dione, with a yield of 50.4%) and 3 of its derivative were successfully synthetized. The synthesized intermediates were monitored by thin layer chromatography, and the final product structure was confirmed by IR and NMR. Also, the qualitative composition of glucosinolates was investigated in two plant species, Lepidium latifolium L. and Matthiola incana (L.) R.Br. By the HPLC-DAD-MS/MS technique, it was found that L. latifolium contains as the major glucosinolate sinigrin, while M. incana contains glucoraphenine. Within the scope of further research the stability of glucosinolates in gastrointestinal conditions and pH (2.5 and 7.5) was studied. Glucosinolates showed stability in the acid and gastric phase, and instability in the alkaline and intestinal phases, with some deviations. The quantitative composition of glucosinolates was determined by HPLC analysis of desulfated glucosinolates.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:167:802178
ProjectNumber: 1316
Title: Biljke kao izvor bioaktivnih sumporovih spojeva te njihova sposobnost hiperakumulacije metala
Acronym: BioSMe
Leader: Ivica Blažević
Jurisdiction: Croatia
Funder: HRZZ
Study programmeTitle: Chemistry; specializations in: Environmental Protection, Organic Chemistry and Biochemistry
Course: Environmental Protection
Study programme type: university
Study level: graduate
Academic / professional title: magistar/magistra kemije (magistar/magistra kemije)
Type of resourceText
File originBorn digital
Access conditionsOpen access
Embargo expiration date: 2020-11-01
Terms of useLicence In copyright icon
Public noteKljučne riječi doradio knjižničar/ Key words are revised by the librarian
Created on2019-04-03 11:08:12