AINI PUSPITA SARI, - (2024) MODIFIKASI GUGUS HIDROKSIL PADA POSISI C14 ANDROGRAFOLID MELALUI REAKSI ESTERIFIKASI DENGAN PERLINDUNGAN GUGUS BENZILIDEN DI POSISI C3 DAN C19. Skripsi thesis, Sekolah Tinggi Farmasi Indonesia.
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Abstract
Modifikasi andrografolid difokuskan pada gugus hidrokil di posisi 14 melalui reaksi esterifikasi, sementara gugus hidroksil posisi C3 dan C19 dilindungi agar tidak terpengaruh selama reaksi. Modifikasi dilakukan melalui dua tahap yaitu perlindungan gugus hidroksil menggunakan benzaldehid dengan katalis piridinium p-toluensulfonat, dan reaksi esterifikasi menggunakan asetat anhidrid dengan katalis ZnCl2. Proses ini menghasilkan produk turunan andrografolid yang diidentifikasi menggunakan kromatografi lapis tipis (KLT) dan dikarakteristik menggunakan spektrofotometri UV-Visible dan Fourier Transform Infrared Spectroscopy (FTIR). Hasil penelitian menunjukkan bahwa produk modifikasi yang diperoleh bersifat lebih non polar dibandingkan andrografolid asli dan modifikasi tersebut tidak menyebabkan pergeseran signifikan pada panjang gelombang maksimum spektrum UV-Visible, dengan hasil 230 nm untuk produk modifikasi dan 231 nm untuk andrografolid asli. Analisis FTIR menunjukkan keberhasilan perlindungan gugus hidroksil di C3 dan C19, yang ditandai dengan adanya cincin benzen, serta modifikasi pada posisi C14 yang menunjukkan pembentukan ester anhidrid, meskipun beberapa gugus khas andrografolid tidak terdeteksi pada spektrum FTIR. ---- The modification of andrographolid focused on the hydroxyl group at position 14 through an esterification reaction, while the hydroxyl groups at positions C3 and C19 were protected from being affected during the reaction. The modification was carried out in two steps: protection of the hydroxyl groups using benzaldehyde with p-toluensulfonate pyridinium catalyst, and esterification reaction using acetic anhydride with ZnCl2 catalyst. This process produces andrographolid derivatives, which are identified by thin layer chromatography (TLC) and characterised by UV-visible spectrophotometry and Fourier transform infrared spectroscopy (FTIR). The results showed that the modified product obtained was more non-polar than the original andrografolid and the modification did not cause a significant shift in the maximum wavelength of the UV-Vis spectrum, with results of 230 nm for the modified product and 231 nm for the original andrografolid. FTIR analysis showed successful protection of the hydroxyl groups at C3 and C19, characterised by the presence of a benzene ring, and modification at position C14, indicating the formation of anhydride esters, although some groups typical of andrografolid were not detected in the FTIR spectrum.
| Item Type: | Thesis (Skripsi) |
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| Uncontrolled Keywords: | andrografolid, modifikasi, esterifikasi, FTIR, UV-Visible. ---- andrografolid, modification, esterification, FTIR, UV-Visible |
| Subjects: | Q Science > Q Science (General) Q Science > QD Chemistry |
| Divisions: | Program Studi S1 Farmasi |
| Depositing User: | pustakawan - - |
| Date Deposited: | 29 Aug 2024 13:57 |
| Last Modified: | 29 Aug 2024 13:57 |
| URI: | http://repository.stfi.ac.id/id/eprint/1106 |
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