Sintesis dan Karakterisasi Senyawa Turunan 2-Benzamido- N-Benzoilbenzamida

  • Ani Riani Hasana Fakultas Farmasi, STIKes Panti Waluya Malang
  • Siswandono Siswandono Fakultas Farmasi, Universitas Airlangga
  • Marcellino Rudyanto Fakultas Farmasi, Universitas Airlangga
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Abstrak

Turunan antranilamida memiliki aktivitas analgesik, antipiretik, antiinflamasi, antimikroba, antiangiogenik, dan antikoagulan. Penelitian ini bertujuan membuat senyawa antranilamida baru dengan memodifikasi 2-Benzamido-N-Benzylbenzamide dengan studi pendahuluan in silico atas kemampuan analgesiknya. Telah dilakukan perancangan, sintesis, karakterisasi dan studi tentang sifat analgesik turunan 2-benzamido-N-benzoilbenzamida dengan memodifikasi Anthranilamida dengan 1/2/3-kloro benzoil klorida melalui reaksi melalui asilasi. Diperoleh senyawa 2-(2-klorobenzamido)-N-(2-klorobenzoil)benzamida; 2-(3-klorobenzamido)-N-(3-klorobenzoil)benzamida; dan 2-(4-klorobenzamido)-N-(4-klorobenzoil)benzamide. Ketiga senyawa ini diperoleh dengan mereaksikan antranilamida dan senyawa-senyawa benzoil klorida kemudian diperoleh senyawa hasil sintesis dengan rendemen sebanyak 71-73 %. Hasil sintesis diuji kemurnian dengan melakukan pengamatan terhadap Kromatografi Lapis Tipis (KLT) dan titik lebur. Karakterisasi struktur senyawa menggunakan Spektrofotometri Ultra Violet-Visible (UV-Vis), Spektrofotometri inframerah (FT-IR), Spektrofotometri resonansi magnetik nuklir (NMR) dan Spektrofotometri Massa (MS). Uji in silico dilakukan untuk memprediksi sifat analgesik melalui besarnya interaksi senyawa turunan terhadap reseptor COX-2
(pdb: 1PXX). Pada tahap ini interaksi senyawa uji terhadap reseptor 1PXX dibandingkan besarnya nilai rerank score senyawa turunan, antranilamida dengan asam mefenamat. Hasil interaksi senyawa uji terhadap reseptor menunjukkan nilai rerank score senyawa hasil sintesis (-91 hingga -112) lebih kecil dibandingkan dengan antranilamida (-54) dan asam mefenamat (-84) dan hal ini menunjukkan prediksi aktivitas analgesik turunan senyawa ini lebih baik dibanding antranilamida dan asam mefenamat.

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Diterbitkan
2022-10-31
##submission.howToCite##
HASANA, Ani Riani; SISWANDONO, Siswandono; RUDYANTO, Marcellino. Sintesis dan Karakterisasi Senyawa Turunan 2-Benzamido- N-Benzoilbenzamida. JURNAL ILMU KEFARMASIAN INDONESIA, [S.l.], v. 20, n. 2, p. 281-290, oct. 2022. ISSN 2614-6495. Tersedia pada: <http://jifi.farmasi.univpancasila.ac.id/index.php/jifi/article/view/1135>. Tanggal Akses: 19 apr. 2025 doi: https://doi.org/10.35814/jifi.v20i2.1135.
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