Turunan Isoniazid: Sintesis Dan Uji Bioaktivitas Terhadap Mycobacterium tuberculosis H37Rv

Fahmi, M. Riza Ghulam (2017) Turunan Isoniazid: Sintesis Dan Uji Bioaktivitas Terhadap Mycobacterium tuberculosis H37Rv. Masters thesis, Institut Teknologi Sepuluh Nopember.

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Abstract

Tuberkulosis (TBC atau TB) merupakan penyakit infeksi yang disebabkan oleh bakteri Mycobacterium tuberculosis yang menyerang terutama paru-paru, dan termasuk sepuluh besar penyebab kematian di dunia. Resistensi terhadap obat-obat anti-TB dalam bentuk multi drug-resistant (MDR) dan extensively drug-resistant (XDR) serta belum adanya obat TB baru merupakan permasalahan yang krusial dalam pengobatan TB. Penelitian yang dilakukan berhasil mensintesis dan menguji bioaktivitas terhadap bakteri Mycobacterium tuberculosis H37Rv tiga turunan isoniazid. N-benzil-5,7-dibromoisatin dan N-4-bromobenzil-5,7-dibromoisatin masing-masing disintesis dari reaksi benzil bromida atau 4-bromobenzil bromida dengan 5,7-dibromoisatin dan natrium hidrida dengan rendemen masing-masing sebesar 94% dan 91%. Sintesis turunan isoniazid dilakukan dengan mereaksikan tiga turunan isatin (5,7-dibromoisatin, (N-benzil)-5,7-dibromoisatin, dan (N-4-bromobenzil) -5,7-dibromoisatin) masing-masing dengan isoniazid dan asam sulfat sebagai katalis sehinga dihasilkan 2-isonikotinohidrazon-5,7-dibromoisatin, 2-isonikotinohidrazon-(N-benzil)-5,7-dibromoisatin, dan 2-isonikotinohidrazon-(N-4-bromobenzil)-5,7-dibromoisatin dengan rendemen masing-masing sebesar 92%, 81% dan 84%. Hasil uji tiga turunan isoniazid terhadap bakteri Mycobacterium tuberculosis H37Rv mendapatkan bahwa tiga turunan isoniazid aktif. Senyawa 2-isonikotinohidrazon-3-(N-4-bromobenzil)-5,7-dibromoisatin paling aktif dengan nilai MIC (kosentrasi hambat minimum) sebesar 10 g/mL. ================================================================= Tuberculosis (TBC or TB) is an infection disease caused by Mycobacterium tuberculosis bacteria that attacks lungs and became the big-ten death causes in the world. Due to the resistance problem in level I and II anti-TB drugs in the from multi drug - resistant (MDR) and extensively drug-resistant (XDR) and the lack of anti-TB drugs is a crucial problem in the treatment of TB. The research conducted successfully synthesize and bioactivity testing against Mycobacterium tuberculosis H37Rv three isoniazid derivatives. N-benzyl-5,7-dibromoisatin, and N-4-bromobenzyl-5,7 dibromoisatin)resulting from reaction of benzyl bromide or 4-bromobenzyl bromide with 5,7-dibromoisatin and sodium hydride to give yield 94% and 91% respectively. Synthesis of isoniazid derivatives were done by reacting isatin derivatives (5,7-dibromoisatin,(N-benzyl)-5,7-dibromoisatin, and (N-4-bromobenzyl)-5,7-dibromoisatin) with isoniazid and the presence of sulfuric acid as catalyst to give yield 92%, 81% and 84% respectively. The products were tested against tuberculosis bacteria Mycobacterium tuberculosis H37Rv and three isoniazid derivatives showed good activity. 2-Isonicotinohidrazone-3-(N-4-bromobenzyl)-5,7-dibromoisatin active with MIC 10 ppm.

Item Type: Thesis (Masters)
Additional Information: RTKi 572.549 Fah t
Uncontrolled Keywords: tuberkulosis, isatin, hidrazon, isoniazid
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Mathematics and Science > Chemistry > 47101-(S2) Master Thesis
Depositing User: Fahmi M. Riza Ghulam
Date Deposited: 14 Dec 2017 08:39
Last Modified: 05 Mar 2019 07:49
URI: https://repository.its.ac.id/id/eprint/47842

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