Senyawa Sinamamida Baru: Sintesis dan Bioaktivitasnya terhadap Enzim α-Glukosidase

Mahzumi, Farah (2022) Senyawa Sinamamida Baru: Sintesis dan Bioaktivitasnya terhadap Enzim α-Glukosidase. Other thesis, Institut Teknologi Sepuluh Nopember.

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Abstract

Diabetes melitus (DM) merupakan penyakit kelebihan gula darah akibat kelainan pada hormon insulin yang dapat mengakibatkan komplikasi organ. Terapi bagi penderita DM II adalah dengan mengkonsumsi obat DM komersial, tetapi memberikan efek negatif sehingga pengembangan senyawa-senyawa baru dalam menghambat enzim α-glukosidase perlu dilakukan untuk mengatasi hal tersebut. Hasil studi literatur menunjukkan bahwa turunan asam sinamat berupa sinamamida memiliki bioaktivitas penghambatan enzim α-glukosidase yang baik. Sintesis senyawa-senyawa sinamamida secara umum dilakukan dengan melibatkan tionil klorida (SOCl2) (13) yang terdaftar dalam Chemical Weapons Conventions dan Bahan Kimia Daftar-3 di Undang-undang Republik Indonesia Nomor 9 tahun 2008 tentang penggunaan bahan kimia dan larangan penggunaan bahan kimia sebagai senjata kimia. Penelitian ini berhasil mendapatkan senyawa sinamamida baru berupa (E)-N’-(3-(4-(dimetilamino)fenil)-akriloil)isonikotinohidrazida (26a) dan (E)-N’-(3-(4-bromofenil)akriloil)isonikotinohidrazida (26b) beserta data bioaktivitasnya terhadap enzim α-glukosidase. Sintesis sinamamida (26a-b) dilakukan tanpa melibatkan tionil klorida (13) dan dilakukan dengan metoda Shiina, dan memberikan rendemen 62% untuk senyawa (26a) dan 59% untuk senyawa (26b). Uji bioaktivitas penghambatan enzim α-glukosidase secara in-vitro memberikan IC50 44,43 μM untuk senyawa (26a) dan 47,78 μM untuk senyawa (26b). Hasil tersebut menunjukkan bahwa bioaktivitas sinamamida (26a-b) lebih baik dibandingkan dengan obat komersial akarbosa (1) dengan IC50 185,01 μM.
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Diabetes mellitus (DM) is a disease of excess blood sugar due to abnormalities in the insulin hormone which can lead to organ complications. Therapy for DM II patients is to consume commercial DM drugs, but they have a negative effect. Research on the development of new compounds in inhibiting the α-glucosidase enzyme needs to be carried out to overcome this problem. The results of the literature study showed that the cinnamic acid derivative in the form of cinnamamide had a good inhibitory activity of the α-glucosidase enzyme. Synthesis of cinnamamide compounds is generally carried out by involving thionyl chloride (SOCl2) (13) which is registered in the Chemical Weapons Conventions and Chemicals List-3 in the Law of the Republic of Indonesia Number 9 of 2008 concerning the use of chemicals and the prohibition on the use of chemicals as Chemical weapon. This research succeeded in obtaining new cinnamamide compounds in the form of (E)-N'-(3-(4-(dimethylamino)phenyl)acryloyl)-isonicotinohydrazide (26a) and (E)-N'-(3-(4-bromophenyl)acryloyl)-isonicotinohydrazide (26b) and its bioactivity data as an inhibitor of the α-glucosidase enzyme. The synthesis of cinnamamide (26a-b) was carried out without involving thionyl chloride (13) and was carried out using the Shiina method with a yield of 62% for the compound (26a) and 59% for the compound (26b). In-vitro α-glucosidase inhibitory activity test gave IC50 of 44.43 μM for compound (26a) and 47.78 μM for compound (26b), the data showed that cinnamamide activity (26a-b) was better than commercial drug acarbose (1) with IC50 185.01 μM.

Item Type:	Thesis (Other)
Additional Information:	RSKi 572.565 Mah s-1 2022
Uncontrolled Keywords:	Enzim α-Glukosidase, Sinamamida, Sintesis. Cinnamamide, Enzyme α-Glucosidase, Synthesis.
Subjects:	Q Science > QD Chemistry > QD115 Electrochemical analysis
Divisions:	Faculty of Science and Data Analytics (SCIENTICS) > Chemistry > 47201-(S1) Undergraduate Thesis
Depositing User:	Mr. Marsudiyana -
Date Deposited:	07 May 2026 07:50
Last Modified:	08 May 2026 01:15
URI:	http://repository.its.ac.id/id/eprint/132974

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