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SINTESIS DAN UJI AKTIVITAS SITOTOKSIK SENYAWA ETIL 4-(4-ETOKSI-3,5- DIMETILFENIL)-6-METIL-2-OKSO-1,2,3,4-TETRAHIDROPIRIMIDIN-5-KARBOKSILAT TERHADAP SEL T47D | Ramadhan | Jurnal Farmasi Higea

SINTESIS DAN UJI AKTIVITAS SITOTOKSIK SENYAWA ETIL 4-(4-ETOKSI-3,5- DIMETILFENIL)-6-METIL-2-OKSO-1,2,3,4-TETRAHIDROPIRIMIDIN-5-KARBOKSILAT TERHADAP SEL T47D

Muhammad Reza Ramadhan, Ahmad Fauzi, Fariha Mufidah Maulina, Wafiq Kholifatul Hakimah

Sari


Dihidropirimidinon (DHPM) adalah senyawa heterosiklik dengan inti cincin pirimidin, senyawa ini memiliki berbagai aktivitas biologis. Penelitian ini bertujuan untuk mensintesis senyawa turunan dihidropirimidinon, yaitu etil 4-(4-etoksi-3,5-dimetilfenil)-6-metil-2-okso-1,2,3,4-tetrahidropirimidin-5-karboksilat (A2), melalui reaksi Mitsunobu dan melakukan pengujian sitotoksik terhadap sel kanker payudara T47D. Sintesis dimulai dari senyawa etil 4- (4-hidroksi-3,5- dimetilfenil) -6-metil-2-okso- 1,2,3,4- tetrahidropirimidin-5-karboksilat (M1), yang dihasilkan melalui reaksi Biginelli dengan mereaksikan bahan utama aldehid,urea dan etil asetoasetat. Sintesis dilanjutkan dengan menggunakan reaksi Mitsunobu bersama etanol untuk memperoleh senyawa A2. Hasil dari  sintesis dilakukan karakterisasi menggunakan instrumen FTIR dan LC-MS. Karakterisasi menunjukkan adanya gugus khas hasil sintesis yaitu eter (C-O) pada bilangan gelombang 1042,31 cmâ»Â¹ dan massa molekul A2 sebesar 375,23 m/z. Pengujian aktivitas sitotoksik menggunakan metode MTT assay memberikan hasil bahwa nilai ICâ‚…â‚€ senyawa A2 adalah 270,48 µg/mL, yang tergolong aktivitas lemah dibandingkan kontrol positif doxorubicin (ICâ‚…â‚€ = 3,33 µg/mL). Berdasarkan hasil penelitian ini, senyawa A2 masih memerlukan pengembangan dan pengkajian lebih lanjut untuk meningkatkan potensi sitotoksiknya sebagai senyawa baru obat antikanker.

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DOI: http://dx.doi.org/10.52689/higea.v17i1.702

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