AB INITIO CALCULATION TOWARDS STABILITY OF PYRAN RING OF BIOACTIVE COMPOUNDS
Tetrahydropyran is a natural compound which has bioactivity as antitumor and antibiotic. In this study, the pyran compounds were the isomer of centrolobine and apicularen compounds. The isomeric structure was calculated using the ab initio method from Gaussian software which was optimized using the...
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| Format: | Final Project |
| Language: | Indonesia |
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| Online Access: | https://digilib.itb.ac.id/gdl/view/49309 |
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| Institution: | Institut Teknologi Bandung |
| Language: | Indonesia |
| Summary: | Tetrahydropyran is a natural compound which has bioactivity as antitumor and antibiotic. In this study, the pyran compounds were the isomer of centrolobine and apicularen compounds. The isomeric structure was calculated using the ab initio method from Gaussian software which was optimized using the geometry optimization calculation and the energy value was calculated using the single point energy calculation. The validation of the isomeric structure was carried out based on the energy, dihedral angle, and 1H-NMR. The energy of the isomeric structure was calculated using several theories and basis set, B3LYP theory and basis set 6- 31G(d) produced the lowest energy trend. The isomeric structure with the cis configuration resulted a dihedral angle which had been confirmed as syn, while the trans configuration resulted a dihedral angle which had been confirmed as anti. Based on 1H-NMR spectroscopic data of centrolobine and apicularen structures that exist in nature, the prediction of 1H-NMR chemical shift values in ChemDraw software were closer to the values provided in the literature compared to the values provided in Gaussian software. Therefore, the structure being calculated in this study was validated based on the analysis using the ab initio method. |
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