Sintesis Fenil Sinamat dan 4-Fenilkroman-2-on dan Uji Sitotoksisitas Terhadap Sel Kanker Serviks HeLa
Abstrak
Asam sinamat merupakan turunan dari metil sinamat, yang termasuk dalam jalur turunan asam shikimat. Asam sinamat dan analog alaminya dikenal dalam pengobatan kanker selama beberapa abad. Sintesis fenil sinamat dan 4-fenilkroman-2-on telah dilakukan dari metil sinamat dengan menggunakan katalis asam. Senyawa metil sinamat terlebih dahulu dikonversi menjadi asam sinamat melalui reaksi hidrolisis dengan basa. Selanjutnya asam sinamat diklorinasi menggunakan tionil klorida dan fenol dan menghasilkan fenil sinamat. Reaksi esterifikasi dengan fenol menggunakan katalis asam p-toluen sulfonat menghasilkan senyawa 4-fenilkroman-2-on. Dari peneitian ini diperoleh rendemen hasil sintesis asam sinamat, fenil sinamat dan 4-fenilkroman-2-on masing-masing adalah 83,6%, 14,71% dan 16,18%. Uji sitotoksisitas senyawa fenil sinamat dan 4-fenilkroman-2-on menggunakan metode brine shrimp lethality test (BSLT) diperoleh nilai LC50 masing-masing sebesar 223,87 dan 112,72 ppm. Hasil uji fenil sinamat dan 4-fenilkroman-2-on terhadap sel kanker serviks HeLa (ATCC CCL2) dengan metode MTT didapatkan persentase inhibisi masing-masing adalah di atas 50%.
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