Razvoj programske opreme za določevanje struktur organskih molekul na podlagi IR in 1H NMR spektroskopije

Jakoš, Jure (author), Gazvoda, Martin (mentor)

V diplomskem delu smo se ukvarjali z osnovami modernih spektroskopskih metod ter kako s pridobljenimi spektroskopskimi podatki ugotoviti strukturo molekul s pomočjo računalnika. V ta namen smo naredili izpis 1H NMR, IR in MS spektrov izbranih organskih molekul. Izpis je služil kot osnova za razvoj pravil algoritma, ki bi iz teh podatkov neposredno določil strukturo molekule. Algoritem smo razvili v sodelovanju s kolegi s Fakultete za računalništvo in informatiko, Univerze v Ljubljani. Poleg tega smo sintetizirali 3-metoksi-1H-indol-2-karboksilino kislino, ki je ključen gradnik nedavno odkritega naravnega produkta Cephalnadola C, ki je bil najden v metanolnem ekstraktu tajvanske rastline Cephalanceropsis gracilis.

• Language: Slovenian
• Keywords: 1H NMR spektroskopija, IR spektroskopija, kemoinformatika, reševanje spektrov, organska sinteza
• Work type: Bachelor thesis/paper
• Typology: 2.11 - Undergraduate Thesis
• Organization: FKKT - Faculty of Chemistry and Chemical Technology
• Year: 2020
• PID: 20.500.12556/RUL-117162
• COBISS.SI-ID: 21013251
• Publication date in RUL: 26.06.2020

Secondary language

• Language: English
• Title: Development of software for structure elucidation of organic molecules based on IR and 1H NMR spectroscopy

Abstract

In this diploma thesis we investigated the basics of modern spectroscopy methods and how the information obtained from them can be used in computer assisted structure elucidation. For this purpose, 1H NMR, IR and MS spectra of the selected organic compounds were extracted. This served as the basis for the development of rules for the algorithm that would resolve the structure of the molecule from this data. The algorithm was developed in collaboration with colleagues from the Faculty of Computer and Information Science, University of Ljubljana. Additionally, we synthesized 3-methoxy-1H-indole-2-carboxylic acid, a key building block for the synthesis of the recently discovered natural product Cephalnadol C found in the methanolic extract of the Taiwanese plant Cephalanceropsis gracilis.

• Keywords: 1H NMR spectroscopy, IR spectroscopy, cheminformatics, structure elucidation, organic synthesis