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Sintesis, Karakterisasi Struktur, dan Kajian In Silico Potensi 2'-Hidroksicalkon dan Flavonol Tersubstitusi Trimetoksi sebagai Inhibitor Main Protease (MPro) SARS-CoV-2 Ihsan Ikhtiarudin; Neni Frimayanti; Musyirna Rahmah Nasution; Rabiatul Adawiyah; Enda Mora; Abdi Wira Septama
ALCHEMY Jurnal Penelitian Kimia Vol 20, No 1 (2024): March
Publisher : UNIVERSITAS SEBELAS MARET (UNS)

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20961/alchemy.20.1.78445.98-119

Abstract

Pada penelitian ini, 2'-hidroksicalkon (C345) dan flavonol (F345) tersubstitusi trimetoksi telah disintesis menggunakan metode iradiasi microwave dan metode pengadukan. Struktur kedua produk telah dikarakterisasi melalui analisis spektroskopi UV-Vis, FT-IR, 1H NMR, 13C NMR, dan HRMS. Hasil analisis spektroskopi menunjukkan bahwa kedua produk memiliki struktur yang sesuai dengan struktur molekul target yang diharapkan. Selain itu, hasil sintesis juga menunjukkan bahwa metode iradiasi microwave terbukti dapat mempercepat waktu reaksi (dari 1,5-3,0 jam menjadi 3-6 menit) dan meningkatkan rendemen produk murni pada sintesis senyawa C345 (55,31 %) dan F345 (83,65 %). Selanjutnya, hasil docking menunjukkan bahwa kedua senyawa dapat membentuk ikatan hidrogen dengan beberapa residu penting pada sisi aktif dan dapat terikat pada kedua situs katalik MPro SARS-CoV-2 (PDB ID:6M2N), yaitu His41 dan Cys145 melalui interaksi hidrofobik dengan nilai energi bebas pengikatan yang lebih negatif (-8,95 dan -9,02 kcal/mol) dibandingkan dengan baicalein sebagai inhibitor pembanding. Hasil kajian in silico lainnya juga menunjukkan bahwa kedua senyawa memiliki profil farmakokinetik yang baik dan memiliki sifat kemiripan dengan obat berdasarkan aturan Lipinski, Ghose, Veber, Egan, dan Muegge. Selain itu, senyawa F345 juga diprediksi memiliki risiko toksisitas yang lebih kecil dibandingkan dengan baicalein. Synthesis, Structural Characterization, and In Silico Study of the Potential of 2'-Hydroxychalcone and Trimethoxy-Substituted Flavonols as Inhibitors of the Main Protease (MPro) of SARS-CoV-2. In this study, trimethoxy-substituted 2'-hydroxychalcone (C345) and flavonol (F345) were synthesized using microwave irradiation and stirring methods. The structure of the two products were characterized by spectroscopic analyses including UV-Vis, FT-IR, 1H NMR, 13C NMR, and HRMS. The result of spectroscopic analyses showed that the products had structures consistent with the expected target molecules. In addition, the synthesis results showed that the microwave irradiation method was proven to speed up the reaction time (from 1.5-3.0 hours to 3-6 minutes) and increased the yield of pure product in the synthesis of compounds C345 (55.31 %) and F345 (83.65 %). Furthermore, the docking result showed that the two compounds can form hydrogen bonds with several important residues on the active site and also can bind to catalytic dyad of the SARS-CoV-2 MPro (PDB ID:6M2N), namely His41 and Cys145 through hydrophobic interactions with a more negative binding free energy (-8.95 and -9.02 kcal/mol) than baicalein as a reference inhibitor. The result of silico studies also showed that the two compounds exhibited good pharmacokinetic profiles and drug-likeness properties based on Lipinski, Ghose, Veber, Egan, and Muegge rules. In addition, compound F345 was also predicted to has a smaller toxicity risk compared to baicalein.
Peningkatan Pengetahuan HIV/AIDS di Kalangan Siswa SMA melalui Penyuluhan di SMAN 19 Pekanbaru, Riau: HIV/AIDS Pratiwi, Erniza; Ikhtiarudin, Ihsan; Furi, Mustika; Sari, Seftika; Ramadhan, Fariz Putra; Hidayati, Fika; Rahmi, Helvy; Lestari, Indah; Wahyuni, Indah; Deswinda, Intan Ayu; Shelna, Khafiza; Lestari, Kurnia Dwi; Anggraini, Laurentin Leni; Zahira, Rifka
Inovasi Jurnal Pengabdian Masyarakat Vol 2 No 3 (2024): IJPM - Desember 2024
Publisher : CV Firmos

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.54082/ijpm.596

Abstract

Human Immunodefiency Virus (HIV) merupakan kelompok retrovirus yang mempunyai kemampuan dalam menduplikasi, mencetak dan memasukkan materi genetik sehingga menyebabkan Acquired Immunodeficiency Syndrom (AIDS) yang dapat melemahkan sistem kekebalan tubuh seseorang dan merupakan penyebab infeksi ikutan (oportunistik). Remaja adalah masa seseorang atau individu berada pada mobilitas sosial yang paling tinggi dan akan membuka peluang baginya untuk terpapar pada berbagai perubahan sosial, kultural, budaya, fisik maupun psikologis sehingga remaja merupakan kelompok usia yang paling berisiko mengalami penularan HIV/AIDS. Sasaran dari kegiatan ini adalah siswa Sekolah Menengah Atas (SMA) yang berlokasi di SMAN 19 Pekanbaru. Waktu pelaksanaan pengabdian yaitu pada tanggal Rabu, 20 Maret 2024 (08.00 WIB s/d selesai). Pengabdian ini dilakukan dengan cara observasional yang bersifat deskriptif dengan metode pengambilan data secara cross sectional melalui pengisian lembar kuesioner tentang HIV/AIDS. Hasil penelitian menunjukkan berdasarkan data jenis kelamin dari total 61 responden terdapat 34 responden laki-laki dengan perolehan skor pretest sebesar 55,05% dan skor post-test sebesar 78,99%. Kemudian terdapat sebanyak 27 responden perempuan dengan perolehan skor pretest sebesar 55,68% dan skor post-test sebesar 79,99%. Berdasarkan hasil penelitian dan pengabdian masyarakat yang telah dilakukan di SMAN 19 Pekanbaru, penyuluhan HIV/AIDS dapat meningkatkan pengetahuan siswa SMAN 19 Pekanbaru dari kategori tingkat pengetahuan kurang, naik menjadi kategori tingkat pengetahuan tinggi.
Studi In Silico, Sintesis, dan Uji Sitotoksik Senyawa P-Metoksi Kalkon terhadap Sel Kanker Payudara MCF-7 Dona, Rahma; Frimayanti, Neni; Ikhtiarudin, Ihsan; Iskandar, Benni; Maulana, Fikri; Silalahi, Nova Tantri
JSFK (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 | 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
ISOLASI DAN UJI AKTIVITAS ANTIBAKTERI SENYAWA METABOLIT SEKUNDER DARI EKSTRAK METANOL DAUN MARPUYAN (Rhodamnia cinerea Jack.) Musyirna Rahmah Nst; Dwi Andreyas; Rahma Dona; Emrizal; Emma Susanti; Ihsan Ikhtiarudin; Rahayu Utami
Jurnal Ilmiah Manuntung: Sains Farmasi Dan Kesehatan Vol. 9 No. 2 (2023): Jurnal Ilmiah Manuntung: Sains Farmasi Dan Kesehatan
Publisher : Sekolah Tinggi Ilmu Kesehatan Samarinda

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.51352/jim.v9i2.671

Abstract

A study on isolation and antibacterial activity of secondary metabolites from the methanol extract of Marpuyan (Rhodamnia cinerea Jack.) Leaves on Escherichia coli has been carried out. Isolation was carried out by column chromatography methods. Whereas the antibacterial activity test was carried out using agar diffusion method. The results of the isolation produced 17.9 mg of RC-F13 isolate compound in the form of light yellow crystals, with a melting point of 170-172oC and soluble in methanol. The results of identification of RC- F13 isolate compounds through testing with AlCl3 reagents, positive including the flavonoid group, were strengthened by the results of the UV spectrum and FT-IR spectrum. Based on the results of the UV spectrum, it was seen that the RC- F13 isolate compound showed λ max 353.60, 257.00 and 209.20 nm. The FT-IR spectrum shows the presence of several functional groups such as OH, C aliphatic C-H, C = O carbonyl, C = C aromatic and C-O. testing the antibacterial activity of methanol extract with a concentration of 20%; 10%; 1%; 0.1% and 0.01%, fraction 13 at 1% concentration; 0.1% and 0.01% and RC- F13 isolate compound concentration of 0.1%, against Escherichia coli bacteria did not show any antibacterial activity which was marked by the absence of clear areas around the disc.
Kadar Flavonoid Total dan Uji In Vitro Aktivitas Tabir Surya Ekstrak Kulit Batang Tuntun Angin (Elaeocarpus floribundus Blume) Utami, Rahayu; Alpasiri, Ikhsan Mauludi; Fadhli, Haiyul; Ikhtiarudin, Ihsan; Mora, Enda; Furi, Mustika
JFIOnline | Print ISSN 1412-1107 | e-ISSN 2355-696X Vol. 13 No. 1 (2021): Jurnal Farmasi Indonesia
Publisher : Pengurus Pusat Ikatan Apoteker Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (359.199 KB) | DOI: 10.35617/jfionline.v13i1.119

Abstract

The stembark of tuntun angin (Elaeocarpus floribundus Blume) has been traditionally using to treat various diseases, including fever, gingivitis and rheumatism. Our previous study has shown that stembark extract of this plant contains significant levels of total phenolics. The aim of this recent study was to determine total flavonoid content and providing an initial determination of sunscreen activity of n-hexane, ethyl acetate and methanol extracts of its stembark. Extraction was carried out by maceration method using three different solvents successively. The quantitative evaluation of total flavonoid content was expressed as mg Quercetin Equivalent (QE)/gram extract at a wavelength of 430 nm using a microplate reader. Evaluation of sunscreen activity was performed by determining value of Sun Protection Factor (SPF) using a UV-Vis spectrophotometer. The results showed that the n-hexane, ethyl acetate and methanol extracts contained total flavonoid levels of 9; 15.81 and 15.56 mgQE/g extract, respectively. Ethyl acetate extract showed the most potential sunscreen activity (ultraprotection category) among other extracts with SPF values of 44.626; 40,687; 33.710 and 23.607 for the tested concentrations of 1000; 800; 600 and 400 µg/mL, respectively. However, this activity is not as good as benzophenone-3 as positive control at a concentration of 50 μg/mL with an SPF value of 22.646 demonstrated an ultraprotection category of sunscreen activity.
Edukasi Penggunaan Tanaman Herbal Terhadap Penderita Diabetes di Desa Empat Balai, Kampar Rasyid, Wildan; Pratiwi, Wirahma Indah; Djohari, Meiriza; Anggraini, Deni; Mora, Enda; Almurdani, M.; Ikhtiarudin, Ihsan; Harpirabi, T.; Jasma, Jasma; Tami, Tami; Sukma, Sukma
Jurnal Medika: Medika Vol. 4 No. 3 (2025)
Publisher : LPPM Universitas Pahlawan Tuanku Tambusai

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.31004/w8yeem10

Abstract

Diabetes mellitus is a public health problem that continues to increase, especially in rural areas that have limited access to modern health services. The use of herbal plants as alternative therapy is increasingly receiving attention because of its abundant availability and relatively low cost. In order to increase public awareness of the importance of prevention and treatment, especially with herbal ingredients for this degenerative disease, there needs to be ongoing counseling, one of which is through community service. This community service activity aims to provide education on the use of herbal plants that have the potential to lower blood sugar levels to the people of Empat Balai Village, Kuok District, Kampar Regency. The activities include counseling, interactive discussions, and demonstrations of the use of local herbal plants such as insulin leaves (Costus igneus), Moringa leaves (Moringa oleifera), Belimbing Wuluh (Averrhoa bilimbi), Pare (Momordica charantia), sambiloto, and mahkota dewa. The research method uses a qualitative approach with counseling techniques and leaflets given to 50 respondents. The results of the study showed an increase in public knowledge or insight about the use of herbal plants for diabetes sufferers with significance (p <0.5). The results of this Community Service activity show the importance of educating the community about managing diabetes naturally and increasing interest in implementing the use of herbs as a treatment support. Therefore, further efforts need to be made to increase insight and prevention related to Diabetes Mellitus by using herbal plants holistically.
Sintesis dan Kajian Docking Molekular Senyawa 2’-Hidroksicalkon dan Flavonol Tersubstitusi Dimetoksi sebagai Inhibitor Kompleks NS2B-NS3 Serine Protease pada Virus Dengue-2 (DENV-2) Ikhtiarudin, Ihsan; Frimayanti, Neni; Hendra, Rudi; Teruna, Hilwan Yuda; Rahim, Fatma; Mora, Enda; Septama, Abdi Wira
JFIOnline | Print ISSN 1412-1107 | e-ISSN 2355-696X Vol. 17 No. 1 (2025): Jurnal Farmasi Indonesia
Publisher : Pengurus Pusat Ikatan Apoteker Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.35617/jfionline.v17i1.347

Abstract

Exploration of the potential compounds as dengue antivirals is one of the efforts that must be considered, because no specific therapy has been found with antiviral drugs that is effective in treating dengue hemorrhagic fever (DHF) patients. The aim of this study is to synthesize and explore the potential of the (E)-3-(2,5-dimethoxyphenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one (compound 1) and 2-(2,5-dimethoxyphenyl)-3-hydroxy-4H-chromen-4-one (compound 2) as inhibitors of NS2B-NS3 serine protease complex of DENV-2. Synthesis of compounds 1 and 2 was carried out by stirring using a magnetic stirrer. The structures of the two synthesized compounds have been confirmed through UV-Vis, FT-IR and 1H NMR spectroscopic analyses. Molecular docking was performed using NS2B-NS3 complex (PDB ID: 2FOM) as a receptor. Compounds 1 and 2 were obtained in 21.11% and 66.84% yield, respectively. Based on the molecular docking studies, compounds 2 exhibited more negative binding free energy than compound 1 and panduratin A as a reference inhibitor. Compound 2 was observed to bind to the catalytic triad of NS2B-NS3 complex (His51, Asp75, Ser135) and form hydrogen bond with Gly153. Based on the results, it can be concluded that compounds 1 and 2 can be synthesized by stirring method and the compound 2 showed good potency to be developed as inhibitors of the NS2B-NS3 serine protease complex of DENV-2.