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Synthesis and in Silico Studies of a Benzenesulfonyl Curcumin Analogue as a New Anti Dengue Virus Type 2 (DEN2) NS2B/NS3 Ikhtiarudin, Ihsan
Indonesian Journal of Pharmacy Vol 30 No 2, 2019
Publisher : Faculty of Pharmacy Universitas Gadjah Mada, Yogyakarta, Skip Utara, 55281, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (1199.428 KB) | DOI: 10.14499/indonesianjpharm30iss2pp84-90

Abstract

Curcumin has been reported can interact with multiple molecular targets involved in a large variety of diseases. Accumulated evidence indicated curcumin plays an inhibitory role against infection of numerous viruses. Some studies have been reported that curcumin can interfere the infection processes of dengue virus. In this work, a benzenesulfonyl curcumin, (3E,5E)-3,5-bis(4-methoxybenzylidene)-1-(phenylsulfonyl)piperidin-4-one (compound 2) has been synthesized by two steps of reactions. The structure of compound 2 has been established based on the interpretation of spectral data include UV, FT-IR, MS/MS, 1H and 13C NMR. Then, the in silico studies have been also performed to predict the potency of compound 2 as inhibitor for dengue virus Type 2 (DEN 2) NS2B/NS3 protease. The in silico studies showed that compound 2 has hydrogen bonding with His51 residue, and amazingly that the other catalytic triad such as Asp75 and Ser135 were also showed interactions with the ligand. It is presumably that this compound showed very good activity against DEN2 and can be developed as a new inhibitor for dengue viruses. 
Isolasi dan Uji Aktivitas Antioksidan Ekstrak Metanol Dari Buah Senduduk Bulu (Clidemia hirta (L.) D. Don) Haiyul Fadhli; Ihsan Ikhtiarudin; Putri Lestari
Pharmacon: Jurnal Farmasi Indonesia Vol 17, No 2 (2020)
Publisher : Universitas Muhammadiyah Surakarta

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.23917/pharmacon.v17i2.9846

Abstract

A study on isolation and antioxidant activity of secondary metabolit of methanol extract of fruit of Senduduk Bulu (Clidemia hirta (L.) D. Don) has been carried out. Senduduk bulu is used for folk medicine to many diseases. Flavonoid and phenolic has been reported to its activity as antioxidant. The aim of this research was to find antioxidant compound and antioxidant activity of this fruit. Isolation works were conducted using Vacuum Liquid Chromatography and Column Chromatography method. Antioxidant activity was determined using DPPH free radical scavenging methods. The isolation works afforded 10 mg of pure compound CHP1 which was obtained as white crystal, with its melting point of 165–167ºC, soluble in chloroform and slightly soluble in methanol. This compound gave positive reaction with Liebermann-Burchard (LB) reagent and concluded as terpenoid. Based on it UV spectrum, this compound showed a λ max of 316 nm. Its FT-IR spectrum showed appearence of some functional groups of OH, C-H aliphatic, C=O ester,C=C alkene, CH bending and C-O. The 1H-NMR spectrum showed the alkene protons and methyl protons which is a characteristic of terpenoid compounds. The pure compound (CHP1) provided a weak antioxidant activity with the IC50  of 327,01µg/mL.
THE INFLUENCES OF POWER VARIATIONS ON SELECTIVITY OF SYNTHESIS REACTION OF 2’-HYDROXYCHALCONE ANALOGUE UNDER MICROWAVE IRRADIATION Adel Zamri; Hilwan Yuda Teruna; Ihsan Ikhtiarudin
Molekul Vol 11, No 2 (2016)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (691.163 KB) | DOI: 10.20884/1.jm.2016.11.2.220

Abstract

Some 2’-hydroxychalcone analogues have been widely used as an intermediate to synthesize various heterocyclic compounds, such as flavanones, flavanonols, flavones, flavonols and others. The heterocyclic compounds are also known to have a variety of interesting bioactivities in the medicinal chemistry and also have potency to be applied  in material chemistry including in industry. Therefore, 2’-hydroxychalcone analogues are often synthesized by researchers as intermediate, both in research associated with drug discovery and material synthesis. The aim of this study is to investigate the effect of microwave irradiation power variations on the selectivity of reaction of 2’-hydroxychalcone analogue synthesis. The variations of power that have been used in this study were 100, 180, 300 and 450 W with using a domestic microwave. Based on the study, we conclude that the power variation of microwave irradiationwere proven to effect the selectivity of synthesis reaction. In this study, the most suitable irradiation power to be applied on this synthesis is 180 W.
Studi In Silico, Sintesis, dan Uji Sitotoksik Senyawa P-Metoksi Kalkon terhadap Sel Kanker Payudara MCF-7 Rahma Dona; Neni Frimayanti; Ihsan Ikhtiarudin; Benni Iskandar; Fikri Maulana; Nova Tantri Silalahi
Jurnal Sains Farmasi & Klinis Vol 6, No 3 (2019): J Sains Farm Klin 6(3), Desember 2019
Publisher : Fakultas Farmasi Universitas Andalas

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (48.117 KB) | DOI: 10.25077/jsfk.6.3.243-249.2019

Abstract

Kalkon (1,3-difenil-2-propene-1-on) adalah salah satu senyawa golongan flavonoid yang memiliki beragam aktivitas biologis diantaranya sebagai antikanker. Penelitian ini bertujuan untuk mengetahui  efek sitotoksik analog kalkon (E)-3-(4-metoksifenil)-1-fenilprop-2-en-1-on dengan menggunakan teknik komputerisasi (docking), senyawa analog kalkon tersebut disintesis menggunakan reaksi kondensasi Claisen-Schmidt dengan katalis basa secara metode iradiasi gelombang mikro. Studi in silico ini dilakukan antara senyawa kalkon dengan  protein dengan kode PDB ID P521 dengan menggunakan program AutoDock Vina, sedangkan uji aktivitas sitotoksik senyawa kalkon dilakukan terhadap sel kanker payudara MCF-7 menggunakan metode WST-8. Berdasarkan hasil docking, senyawa kalkon (E)-3-(4-metoksifenil)-1-fenilprop-2-en-1-on memiliki potensi sebagai penghambat aktif terhadap sel kanker payudara MCF-7 ditandai dengan senyawa ini memiliki nilai energi bebas ikatan yang lebih kecil dibandingkan doxorubicin sebagai pembanding; memiliki 4 persamaan asam amino dengan doxorubicin dimana interaksi yang terbentuk terdiri dari 4 jenis ikatan yaitu ikatan hidrogen, ikatan van der Waals, ikatan pi-sigma dan ikatan pi –alkil.  Dari hasil uji sitotoksik antara sel kanker MCF-7 dan senyawa kalkon diperoleh nilai IC50 sebesar 48,18 µg/mL. Dari penelitian tersebut dapat disimpulkan bahwa senyawa analog kalkon (E)-3-(4-metoksifenil)-1-fenilprop-2-en-1-on dapat berpotensi sebagai inhibitor terhadap sel kanker payudara MCF-7
SINTESIS DAN UJI TOKSISITAS SENYAWA ANALOG KALKON TURUNAN 2’-HIDROKSIASETOFENON DAN HALOBENZALDEHID Ihsan Ikhtiarudin; Lelani -; Adel Zamri; Hilwan Yuda Teruna; Yuharmen -
Sistem Informasi Vol 5 No 1 (2014): Jurnal Photon
Publisher : LPPM Universitas Muhammadiyah Riau

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.37859/jp.v5i1.194

Abstract

Kalkon merupakan senyawa metabolit sekunder golongan flavonoid yang terdapat pada beberapa jenis tumbuhan. Senyawa ini dikenal memiliki berbagai bioaktivitas yang menarik. Dalam bidang sintesis, senyawa ini digunakan untuk mensintesis berbagai macam senyawa heterosiklik seperti benzodiazepin, pirazolin, flavanon, flavonol, dan senyawa turunan kalkon lainnya yang juga memiliki bioaktivitas yang menarik. Oleh karena itu, senyawa ini banyak dijadikan sebagai molekul target untuk keperluan pencarian senyawa-senyawa aktif sebagai kandidat obat, salah satunya adalah sebagai obat antikanker. Pada penelitian ini, tiga analog kalkon turunan 2’-hidroksiasetofenon dan halobenzaldehid telah disintesis menggunakan metode stirer dengan katalis KOH dan pelarut PEG-400. Struktur setiap produk dikarakterisasi dengan spektroskopi UV-Vis, FTIR, 1H NMR, 13C NMR, dan HRMS. Uji toksisitas dilakukan menggunakan metode Brine Shrimp Lethality Test (BSLT). Berdasarkan hasil uji BSLT, ketiga senyawa tersebut berpotensi sebagai senyawa antikanker dengan nilai LC50<200 μg/mL.
EKSTRAKSI DAN OPTIMASI VITAMIN E DARI FRAKSI NON POLAR CRUDE PALM OIL (CPO) Rahmiwati Hilma; Anggi Fisi Anggita; Ihsan Ikhtiarudin
Sistem Informasi Vol 9 No 1 (2018): Jurnal Photon
Publisher : LPPM Universitas Muhammadiyah Riau

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.37859/jp.v9i1.1077

Abstract

Vitamin E has many benefits for human health. Besides being known as supplements, vitamin E is known to have activities as an anticancer compound, preventing premature aging, preventing cardiovascular diseases and other degenerative diseases. In this study carried out the extraction and optimization process of vitamin E from sample non-polar fraction of fresh CPO. The extraction process was carried out by saponification reaction, vitamin E optimization was carried out on the non-polar fraction with the addition of methanol, then to the oil fraction added 2-propanol (1%) in hexane. From the fresh CPO samples used, it was seen that the samples met the quality standards of fresh CPO. From the results of extraction and optimization of vitamin E, it was found that the yield was quite large (52.77%). Characterization results with TLC and analyzed with UV light at a wavelength of 254 and 366 nm seen vitamin E still has 2 stains, the possibility was tocopherol and tootrienol which was usually components contained in vitamin E.
Sintesis dan Potensi Aktivitas Tabir Surya Senyawa Analog Kalkon Turunan 3’-Hidroksiasetofenon dan 4-Metoksibenzaldehid Ihsan Ikhtiarudin; Nesa Agistia; Tria Harlianti; Adel Zamri
Sistem Informasi Vol 10 No 1 (2019): Jurnal Photon
Publisher : LPPM Universitas Muhammadiyah Riau

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.37859/jp.v10i1.1541

Abstract

Chalcone analogues have attracted the attention of researchers due to their various biological activities. In this study, a chalcone analogue, (E)-1-(3-hydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-on has been synthesized under microwave irradiation and its sunscreen activity has been evaluated by in vitro assay using 96-well microplate reader. Based on the in vitro assay, at concentration of 100-500 µg/ml, the compound showed potential sunscreen activity with %Te value of 5.49 – 0.04 % (extra protection – sunblock), %Tp value of 0.51-0.05 % (sunblock) and SPF value of 18.20 – 32.91 (ultra protection). The assay result showed that the (E)-1-(3-hydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-on has a potency to be developed as active ingredient in sunscreen product.
SINTESIS, KARAKTERISASI STRUKTUR, DAN KAJIAN MOLECULAR DOCKING SENYAWA 4’-METOKSI FLAVONOL SEBAGAI INHIBITOR MAIN PROTEASE (MPro) SARS-CoV-2 Ihsan Ikhtiarudin; Nesa Agistia; Neni Frimayanti; Enda Mora; Rahma Dona; Nofriyanti; Rosnita Dewi Rahmawati; Adel Zamri
Majalah Farmasi dan Farmakologi Vol. 26 No. 1 (2022): MFF
Publisher : Faculty of Pharmacy, Hasanuddin University

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20956/mff.v26i1.18652

Abstract

Main protease (MPro) merupakan salah satu protein yang memiliki peran penting dalam proses replikasi virus SARS-CoV-2. Beberapa studi in silico dan in vitro telah menunjukkan bahwa senyawa flavonoid baik alami maupun sintetis memiliki potensi yang menjanjikan untuk dikembangkan sebagai antivirus SARS-CoV-2. Penelitian ini bertujuan untuk mensintesis senyawa 4'-metoksi flavonol dan mengeksplorasi potensinya sebagai inhibitor MPro SARS-CoV-2. Sintesis dilakukan menggunakan senyawa awal 2'-hidroksi-4-metoksi kalkon melalui reaksi Algar-Flynn-Oyamada (AFO) dengan metode pengadukan (stirring method). Selanjutnya, kajian molecular docking dilakukan menggunakan struktur kristal MPro SARS-CoV-2 yang diunduh dari website RCSB Protein Data Bank (PDB ID: 6M2N). Hasil sintesis senyawa 4'-metoksi flavonol diperoleh rendemen produk sebesar 37,72 % dan struktur produk hasil sintesis telah dikonfirmasi melalui analisis spektroskopi UV-Vis, FT-IR, dan 1H NMR. Selanjutnya, hasil kajian molecular docking menunjukkan bahwa senyawa 4’-metoksi flavonol dapat membentuk ikatan hidrogen dengan dua residu penting pada sisi aktif 6M2N, yaitu Glu166 dan Gln189, dengan nilai energi bebas ikatan sebesar -7,13 kcal/mol dan nilai RMSD sebesar 1,45. Hasil kajian ini menunjukkan bahwa senyawa 4'-metoksi flavonol dapat terikat dengan lebih mudah pada sisi aktif MPro SARS-CoV-2 dibandingkan dengan baicalein sebagai senyawa flavonoid pembanding yang telah terbukti secara in vitro dapat menghambat aktivitas proteolitik MPro SARS-CoV-2.
Microwave-assisted synthesis of 1-(4-hydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one and its activities as an antioxidant, sunscreen, and antibacterial Ihsan Ikhtiarudin; Nesa Agistia; Neni Frimayanti; Tria Harlianti; Jasril Jasril
Jurnal Kimia Sains dan Aplikasi Vol 23, No 2 (2020): Volume 23 Issue 2 Year 2020
Publisher : Chemistry Department, Faculty of Sciences and Mathematics, Diponegoro University

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (569.264 KB) | DOI: 10.14710/jksa.23.2.51-60

Abstract

Chalcone analogs have been reported to have a variety of exciting biological activities, such as anticancer, anti-inflammatory, antioxidant, photoprotective, antibacterial, and antidiabetic activities. Therefore, analogs of these compounds have been widely synthesized as intermediate compounds or target molecules in the discovery of bioactive compounds to be applied in the pharmaceutical field. The purpose of this study is to synthesize chalcone analog compounds (E)-1-(4-hydroxyphenyl)-3-(4-methoxyphenyl) prop-2-en-1-on with the microwave irradiation method and explore some of the biological activities of these compounds, including testing the antioxidant activity by 1,1-diphenyl-2-picrylhydrazyl (DPPH) method, in vitro sunscreen activity by microplate method, and antibacterial activity by disk diffusion method. DPPH test results indicate that the compound has weak antioxidant activity, with an IC50 value of 300.43 µg/mL. However, the compound showed excellent potential as a UV B and UV A filter at a concentration of 150 µg/mL with a value of %Te of 0.73±0.10% (sunblock), %Tp of 0.07±0.00% (sunblock), SPF value of 21.10±1.46 (ultra-protection) and potentially better than benzophenone-3 as a standard sunscreen. Then, disk diffusion testing showed that the compound had weak antibacterial activity against Staphylococcus aureus and did not show antibacterial activity against Escherichia coli bacteria at test concentrations of 30, 60, and 120 µg/disk.
KONSELING PENYAKIT DEGENERATIF MASYARAKAT KOTA PEKANBARU Ferdy Firmansyah; Enda Mora; Mira Febrina; Ihsan Ikhtiarudin
Jurnal Bakti untuk Negeri Vol 1 No 2 (2021)
Publisher : Sekolah Tinggi Ilmu Kesehatan ISFI Banjarmasin

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (143.784 KB)

Abstract

Degenerative a disease that continues to grow and can affect a person's productivity and quality of life. Usually, people only check themselves after their symptoms, even though early detection is important. The aim of the service is to provide an overview and improve the status of the community both promotively, preventively, or curatively by providing counseling about degenerative diseases. The method used is to conduct a health examination and continued with the provision of counseling. The activity was attended by 42 people in the Car Free Day area of Pekanbaru city. The activity begins with a health check that is tailored to the symptoms felt and continues with counseling. Many factors cause degenerative diseases, such as genetics, age, physical activity, and diet. This activity can increase public insight and knowledge about degenerative diseases.