OPTIMALISASI DERIVATISASI KATEKIN MELALUI REAKSI ETERIFIKASI MENGGUNAKAN DIMETIL SULFAT DAN NATRIUM TERT-BUTOKSIDA SEBAGAI BASA

SYIFA ISMAYATU ROHMAH, - (2025) OPTIMALISASI DERIVATISASI KATEKIN MELALUI REAKSI ETERIFIKASI MENGGUNAKAN DIMETIL SULFAT DAN NATRIUM TERT-BUTOKSIDA SEBAGAI BASA. Skripsi thesis, Sekolah Tinggi Farmasi Indonesia.

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Abstract

Katekin (C₁₅H₁₄O₆) merupakan senyawa flavonoid dari tanaman gambir (Uncaria gambir Roxb.) dengan aktivitas antioksidan yang tinggi dan berpotensi sebagai kandidat bahan aktif obat. Pemanfaatan katekin masih terbatas terkait sifat fisikokimianya yang kurang mendukung, seperti bioavailabilitas yang rendah. Dalam penelitian ini katekin dimodifikasi menjadi turunan metil eter untuk memperbaiki sifat kimia dengan bantuan katalis natrium tert-butoksida dan perkembangan reaksi dipantau diikuti dengan Kromatografi Lapis Tipis (KLT) diperoleh produk rendemen yang dikarakterisasi dengan Spektrofotometri UVVisibel dan Fourier Transform Infrared (FTIR). Rendemen diperoleh 87,2% meningkat signifikan dibandingkan pada penelitian sebelumnya yaitu 57%. Analisis KLT, Spektrofotometri UV-Vis, dan FTIR mengkonfirmasi keberhasilan metilasi, ditandai dengan pergeseran nilai Rf, penurunan absorbansi derivat dari 1,2060 menjadi 0,6527, pergeseran pita –OH menjadi 3399,54 cm⁻¹, munculnya serapan khas gugus C-O eter 1254,98 cm⁻¹, serta munculnya serapan khas eter alifatik (-OCH3) pada 1111,22 cm⁻¹. Aktivitas antioksidan derivat tetap tinggi (IC₅₀ = 9 ppm), sedangkan kelarutannya menurun dari 101 ppm menjadi 50 ppm akibat meningkatnya sifat non-polar molekul. Dengan demikian, metode ini terbukti efektif meningkatkan rendemen tanpa mengurangi aktivitas biologis katekin secara signifikan. ------ Catechin (C₁₅H₁₄O₆) is a flavonoid compound derived from gambier (Uncaria gambir Roxb.) with high antioxidant activity and potential as a candidate for active pharmaceutical ingredients. However, its utilization remains limited due to unfavorable physicochemical properties, such as low bioavailability. In this study, catechin was modified into a methyl ether derivative to improve its chemical properties using sodium tert-butoxide as a catalyst, and the reaction progress was monitored by Thin Layer Chromatography (TLC). The resulting product yield was characterized using UV-Visible spectrophotometry and Fourier Transform Infrared (FTIR) spectroscopy. The derivative yield obtained was 87.2%, showing a significant increase compared to the previous study (57%). TLC, UV-Visible spectrophotometry, and FTIR analyses confirmed the success of methylation, as indicated by a shift in Rf values, a decrease in derivative absorbance from 1.2060 to 0.6527, a shift of the –OH band to 3399.54 cm⁻¹, the appearance of a characteristic C–O ether absorption at 1254.98 cm⁻¹, and a characteristic aliphatic ether (–OCH₃) absorption at 1111.22 cm⁻¹. The antioxidant activity of the derivative remained high (IC₅₀ = 9 ppm), while its solubility decreased from 101 ppm to 50 ppm due to the increased non-polar character of the molecule. Thus, this method proved effective in increasing the yield without significantly reducing the biological activity of catechin.

Item Type: Thesis (Skripsi)
Uncontrolled Keywords: Katekin, eterifikasi, rendemen, natrium tert-butoksida, antioksidan. ----- Catechin, etherification, yield, sodium tert-butoxide, antioxidant.
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Divisions: Program Studi S1 Farmasi
Depositing User: pustakawan - -
Date Deposited: 10 Sep 2025 03:00
Last Modified: 10 Sep 2025 03:00
URI: http://repository.stfi.ac.id/id/eprint/2787

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