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Studi In Silico dan Pengaruh Gugus Metoksi pada Hasil Sintesis Analog Kalkon terhadap Inhibisi Enzim α-Glukosidase Rahma Dona; Mustika Furi; Neni Frimayanti; Adel Zamri; Nahdiah Nahdiah
Jurnal Sains Farmasi & Klinis Vol 9, No 1 (2022): J Sains Farm Klin 9(1), April 2022
Publisher : Fakultas Farmasi Universitas Andalas

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (1937.899 KB) | DOI: 10.25077/jsfk.9.1.12-23.2022

Abstract

Kalkon (1,3-diaril-2-propen-1-on) merupakan golongan flavonoid yang memiliki banyak aktivitas salah satunya sebagai antidiabetes. Pada penelitian ini dilakukan sintesis tiga senyawa analog kalkon yaitu 2’-hidroksi-2-metoksi-kalkon (Kalkon1), 2’-hidroksi-3-metoksi-kalkon (Kalkon2) dan 2’-hidroksi-4-metoksi-kalkon (Kalkon3) dan serta dilakukan pengujian karakterisasi nya. Sintesis analog kalkon  dilakukan dengan metode irradiasi microwave menggunakan  katalis KOH, pelarut etanol dan PEG 400. Struktur setiap produk dikarakterisasi melalui spektroskopi UV-Vis, FTIR dan 1H NMR, menunjukkan bahwa ketiga senyawa analog kalkon hasil sintesis memiliki struktur sesuai dengan yang diharapkan, dengan hasil rendemen yaitu 91,53% (Kalkon1), 79,01% (Kalkon 2) dan 77,48% Kalkon 3. Berdasarkan studi in silico dari parameter nilai energi bebas ikatan didapatkan bahwa senyawa Kalkon 3 memiliki nilai energi bebas ikatan terkecil yaitu sebesar -8,8 kcal/mol dibandingkan senyawa Kalkon1 dan Kalkon2 yaitu sebesar -7,5 kcal/mol, -6,8 kcal/mol. Untuk  parameter  kecocokan asam amino dengan kontrol positif (akarbose), hanya senyawa Kalkon1 yang memiliki kecocokan dengan kontrol positif (akarbose) sedangkan untuk parameter ikatan hidrogen didapatkan bahwa semua senyawa uji tidak menunjukkan adanya interaksi berupa ikatan hidrogen antara ligand dan reseptor. Hasil ini menunjukkan senyawa Kalkon1, Kalkon 2 dan Kalkon 3 diperkirakan tidak aktif sebagai inhibitor enzim α-glukosidase.
Sintesis, Karakterisasi Struktur, dan Kajian Molecular Docking Senyawa Turunan 4’-Metoksi Flavonol sebagai Antagonis Reseptor Estrogen Alpha (ER-a) pada Kanker Payudara Ihsan Ikhtiarudin; Rahma Dona; Neni Frimayanti; Rahayu Utami; Nurul Susianti; Abdi Wira Septama
Jurnal Riset Kimia Vol. 13 No. 2 (2022): September
Publisher : Universitas Andalas

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.25077/jrk.v13i2.553

Abstract

A long period of drug administration in breast cancer chemotherapy can cause various side effects. These situations encourage researchers to search for and develop alternative anticancer drugs through various approaches. This study aimed to synthesize a flavonol derivative (TF4) and to study the interactions of the synthesized compound with ER-α as one of the targeted receptors in breast cancer treatment. The synthesis was carried out using the stirring method and the study of interactions of TF4 with ER-α was performed through molecular docking against ER-α crystal structures bound to an antagonist (PDB ID: 3ERT) and agonist (PDB ID: 1A52). The synthesis of TF4 produced crude product in 58 % yield and pure product in 6 % yield. The structure of TF4 was confirmed by spectroscopic analyses including UV, FT-IR, 1D, and 2D NMR. The docking results showed that the TF4 does not form any conventional hydrogen bond with ER-α. However, it can form carbon-hydrogen (C--H) bonds and van der Walls interactions with several important residues on the active site of ER-α. In addition, the binding free energy values of TF4 (-9.14 and -9.50 kcal/mol) are more negative than estradiol (E2) as one of the natural ligands for ER-α. Thus, it can be estimated that TF4 can be bounded easier on the active site of ER-α than its natural ligand. It may presume that it can act as an estrogen antagonist because of the similarity in interactions and binding poses compared to TAM, TOR, dan 4-OHT as reference drug molecules.
Sintesis Dan Studi Molecular Docking Senyawa Pirazolo-Piridin Turunan Analog Kurkumin Monoketon Sebagai Inhibitor Enzim COX-2 Enda Mora; Adel Zamri; Hilwan Y. Teruna; Neni Frimayanti; Ihsan Ikhtiarudin; Putri Rizki Rahmadani; Vella kurnia Wahyuni
Jurnal Penelitian Dan Pengkajian Ilmiah Eksakta Vol 1 No 2 (2022): Jurnal Hasi Penelitian Dan Pengkajian Ilmiah Eksakta - JPPIE
Publisher : LPPM Universitas Dharma Andalas

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.47233/jppie.v2i1.799

Abstract

The new pyrazolo-pyridine compounds derived from monoketone curcumin analogues (P4Cl and P2CL) were synthesized in two stages. The first stage was the synthesis of curcumin monoketone (Cs) analogue through the Claisen-Schmidt reaction in the heating method using reflux. The second step was the synthesis of P2CL and P4Cl through nucleophilic addition and intramolecular cyclization in the heating method using a Monowave 50 apparatus. The structures of the compounds P2CL and P4Cl were confirmed by spectroscopic analysis including UV-Vis, FT-IR, 1H-NMR and HRMS. Based on molecular docking studies, the compounds P2Cl and P4Cl have weak potential as COX-2 enzyme inhibitors with a binding free energy value of -4.02 kcal/mol and an RMSD of 1.19.
SINTESIS DAN STUDI MOLECULAR DOCKING SENYAWA PIRAZOLO-PIRIDIN TERSUBSTITUSI METOKSI TURUNAN KURKUMIN MONOKARBONIL SEBAGAI INHIBITOR ENZIM SIKLOOKSIGENASE-2 Enda Mora; Adel Zamri; Hilwan Yuda Teruna; Neni Frimayanti; Ihsan Ikhtiarudin; Shafira Melsonia
Jurnal Penelitian Farmasi Indonesia Vol 12 No 1 (2023): JPFI
Publisher : Pusat Penelitian dan Pengabdian Masyarakat (P3M) Sekolah Tinggi Ilmu Farmasi Riau

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.51887/jpfi.v12i1.1763

Abstract

Scaffold pirazol maupun piazolo-piridin telah dilaporkan memiliki potensi aktivitas biologis yang menarik dan terdapat pada berbagai struktur senyawa obat yang telah disetujui oleh food and drug administration (FDA). Pada penelitian ini, senyawa pirazolo-piridin tersubstitusi metoksi sebagai turunan dari analog kurkumin monokarbonil telah disintesis melalui dua tahap reaksi. Tahap pertama adalah sintesis analog kurkumin monokarbonil tersubsitusi metoksi melalui reaksi kondensasi Claisen-Schmidt dengan bantuan iradiasi microwave. Tahap kedua adalah sintesis senyawa pirazolo-piridin melalui reaksi adisi nukleofilik yang diikuti oleh reaksi siklisasi intramolekular dalam reaktor tertutup, monowave 50. Kemurnian produk hasil sintesis telah dipastikan melalui analisis HPLC. Struktur senyawa pyrazolo-piridin telah dikonfirmasi melalui analisis spektroskopi UV-Vis, FT-IR, dan 1H-NMR. Berdasarkan studi molecular docking, senyawa tersebut  tidak menunjukkan potensi aktivitas yang baik sebagai inhibitor enzim siklooksigenase-2 (COX-2), karena hanya memiliki nilai energi bebas pengikatan sebesar -5,98 kcal/mol. Selain itu, pirazolo piridin tersubstitusi metoksi juga tidak dapat membentuk satupun ikatan hidrogen dengan sisi aktif COX-2. Di sisi lain, celecoxib sebagai kontrol positif memiliki energi bebas pengikatan sebesar -11,97 kcal/mol dan dapat membentuk ikatan hidrogen dengan residu asam amino Gln178, Leu338, Arg499, dan Phe504 pada sisi aktif COX-2 (PDB ID: 3LN1). Pyrazol and pyrazolopyridine scaffolds have been reported to have many interesting biological activities and present in various structures of drug compounds that have been approved by the food and drug administration (FDA). In this study, a methoxy-substituted pyrazolo-pyridine compound as derivative of monocarbonyl curcumin analogs was synthesized in two steps of reaction. The first step was the synthesis of monocarbonyl curcumin analog through the Claisen-Schmidt condensation with the assist of microwave irradiation. The second step is the synthesis of pyrazolopyridine through nucleophilic addition followed by intramolecular cyclization in a closed-vessel reactor, monowave 50. The purity of synthesized product was confirmed by HPLC analysis, and the structure has been confirmed through UV-Vis, FT-IR, and 1H NMR spectroscopic analyses. Based on the molecular docking study, the pyrazolo-pyridine did not show good activity as cyclooxygenase-2 (COX-2) inhibitor, because it only has a binding free energy of -5.98 kcal/mol. In addition, methoxy-substituted pyrazolo-pyridin also can not form any hydrogen bonds with the active site of COX-2. On the other hand, celecoxib as a positive control has a binding free energy of -11.97 kcal/mol and can form hydrogen bonds with Gln178, Leu338, Arg499, and Phe504 amino acid residues on the active site of COX-2 (PDB ID: 3LN1).
Molecular Docking Study of Chalcone Analogue Compounds with Hydroxy and Methoxy Subtituents as Bcl-2 Inhibitors Neni Frimayanti; Rahma Dona; Tabah Solihin
Chempublish Journal Vol. 7 No. 1 (2023): Chempublish Journal
Publisher : Department of Chemistry, Faculty of Science and Technology Universitas Jambi

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.22437/chp.v7i1.17487

Abstract

Molecular docking study of 6 chalcone analogues with protein target from the crystallographic structure modeling of Bcl-2 protein with PDB code 2W3L was carried out using computational media using the Molecular Operating Environment (MOE) program. The aim of this study is to determine the potentiality of the 6 chalcone analogue compounds as Bcl-2 inhibitors using molecular docking studies. In this study, venetoclax was used as positive control. Based on docking results, binding free energy was used as information to know which wheather chalcone analogue compounds are active or not as Bcl-2 inhibitors. According to the docking results that have been carried out, it showed that the 6 chalcone analogue compounds have no potential as Bcl-2 inhibitors. Due to the superimposition of the 6 compounds that did not stick to the positive control and most importantly the binding free energy values ​​(S) of the 6 chalcone analogue compounds were higher than the binding free energy values ​​of the positive control (Venetoclax).
Molecular Docking and Pharmacophore Analysis of Compounds from Ginger (Zingiber officinale) as Inhibitor for Dengue DEN2 NS2B/NS3 Serine Protease Neni Frimayanti; Enda Mora; Rindiyani Rindiyani
ALCHEMY Jurnal Penelitian Kimia Vol 19, No 2 (2023): September
Publisher : UNIVERSITAS SEBELAS MARET (UNS)

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20961/alchemy.19.2.75234.190-196

Abstract

Dengue hemorrhagic fever (DHF) is a disease caused by the dengue virus (DENV). Dengue virus can enter the human body through the Aedes aegypti and Aedes albopictus mosquitoes. According to the Indonesian Ministry of Health, dengue hemorrhagic fever (DHF) is still a serious health problem in Indonesia. The type of dengue virus serotype most commonly found to cause infection in the human body is the DENV-2 serotype. This study aims to determine whether Ginger (Zingiber officinale) isolate compounds have potential as dengue DEN-2 NS2B/NS3 inhibitors. Samples used are compounds with IUPAC names (S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl) octan-3-one (4-gingerol) and (S)-5-hydroxy-1-(3-methoxy-4-methylphenyl) decan-3-one. The method used is molecular docking and Pharmacophore using the MOE (Molecular Operating Environment) 2022.0901 software package. The results obtained based on the observed parameters of the two compounds isolated from ginger (Zingiber officinale) could be estimated as potential dengue DEN2 NS2B/NS3 inhibitors.
Edukasi Cara Identifikasi Boraks Pada Bakso Menggunakan Sari Bunga Telang (Clitoria ternatea L.) Di Desa Sungai Pinang Neni Frimayanti; Emma Susanti; Rahma Dona; Larasati Arsad; Rizda Fitriani; Fharisti Kirana; Della Vasmawati; R. Rizatita Fitriani; Kiranti Azlin; Kolista Sisilawati; Salsabila alhamdania Balqis; Raja adli husin; Salsabila Zahirah Ananda; Selvi Aulia Wibowo; Denisya amanda; Fadiyah Yueflen; Ramanda safitri
BATOBO: Jurnal Pengabdian Kepada Masyarakat Vol 1 No 2 (2023): BATOBO: Desember 2023
Publisher : Jurusan Teknik Elektro

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.31258/batobo.1.2.49-55

Abstract

Pengabdian kepada masyarakat ini dilaksanakan di Desa Sungai Pinang, Kecamatan Tambang, Kabupaten Kampar, Provinsi Riau dengan sasarannya masyarakat yang ada di desa tersebut. Pengabdian ini bertujuan agar masyarakat dapat mengetahui dan memahami identifikasi boraks pada makanan terutama bakso dengan penambahan boraks menggunakan sari bunga telang (Clitoria ternatea L) sebagai indikator alami. Diharapkan kepada masyarakat dapat melakukan identifikasi boraks secara mandiri sebagai bentuk kewaspadaan terhadap makanan yang belum diketahui keamanannya. Selain itu agar masyarakat dapat memahami perbedaan antara bakso yang baik (non boraks) dengan bakso yang sudah terpapar boraks. Pengabdian ini dilaksanakan pada 3 Agustus 2023 dan diikuti oleh 40 masyarakat desa. Bentuk kegiatan berupa edukasi melalui penyuluhan dan penampilan video yang menunjukkan langkah-langkah dalam mengidentifikasi boraks pada bakso menggunakan sari bunga telang sebagai indikator. Adapun untuk mengetahui tingkat pengetahuan masyarakat desa maka dilakukan pemberian kuisioner pre-test dan post-test. Hasil didapatkan bahwa kegiatan pengabdian masyarakat oleh Sekolah Tinggi Ilmu Farmasi Riau berjalan dengan baik karena adanya peningkatan pengetahuan masyarakat sesudah penyuluhan dibandingkan sebelum penyuluhan.
Isolation of Endophytic Fungus from Leaves of Uncaria cordata (Lour.) Merr and Antibacterial Activity Against Propionibacterium acnes and Escherichia coli Melzi Octaviani; Winda Yusma Ameliah; Neni Frimayanti; Meiriza Djohari; Haiyul Fadhli
Borneo Journal of Pharmacy Vol. 5 No. 3 (2022): Borneo Journal of Pharmacy
Publisher : Institute for Research and Community Services Universitas Muhammadiyah Palangkaraya

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.33084/bjop.v5i3.3692

Abstract

Uncaria cordata (Lour). Merr (akar kaik-kaik) is one of the medicinal plants used as antibacterial because it contains bioactive compounds that can inhibit the growth of microorganisms. The plant is one of the sources of endophyte fungal isolates that can be developed as an alternative to producing antibacterial compounds. This research aimed to isolate the endophytic fungus from the leaves of U. cordata and know the antibacterial activity against Propionibacterium acnes and Escherichia coli by disc diffusion. The Fungi that were isolated from the leaves of U. cordata were 17 isolates. The isolates were continued for antibacterial activity testing: IFED 1 (Nigrospora sp.), IFED 2 (Aspergillus sp.), IFED 3 (Fusarium sp.), and IFED 4, whose genus was unknown. The results obtained were fungal isolates IFED 1 to IFED 4 had activity in inhibiting the growth of P. acnes with moderate category (18.16 mm) and weak categories (6.21, 6.16, and 6.68 mm) and in E. coli with moderate category (14.56 mm) and weak categories (6.53, 6.71, and 7.23 mm). The results of One-Way ANOVA and Tukey's test showed a significant difference (p <0.05) between the diameter of the inhibition zone with the type of endophytic fungus supernatant isolated from the leaves of U. cordata. The best isolate of endophytic fungi inhibiting P. acnes and E. coli bacteria was IFED 1 (Nigrospora sp).
Docking and Molecular Dynamic Simulations Study to Search Curcumin Analogue Compounds as Potential Inhibitor Against SARS-CoV-2: A Computational Approach Neni Frimayanti; Adel Zamri; Yum Eryanti; Noval Herfindo; Veza Azteria
Jurnal Kimia Sains dan Aplikasi Vol 24, No 3 (2021): Volume 24 Issue 3 Year 2021
Publisher : Chemistry Department, Faculty of Sciences and Mathematics, Diponegoro University

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (2297.983 KB) | DOI: 10.14710/jksa.24.3.85-90

Abstract

Coronavirus is a pandemic in the world. It requires researchers and scientists to work hard to find a vaccine or drug to inhibit the development of the coronavirus. Many drugs have been used, such as remdesivir, lopinavir, and chloroquine. However, how effective is the use of these drugs for inhibiting the coronavirus’s growth? There is no research has been done. Curcumin is now known as one of the compounds that have some biological activities, and it is also can potentially be used as a CoV-2 inhibitor. The computational study, i.e., molecular docking and molecular dynamic, can help researchers to predict which compounds have the potential as an inhibitor against the CoV-2 coronavirus. In this study, lopinavir was used as a positive control. Lopinavir and 45 curcumin analog compounds were docked against the main protease protein with 6LU7 PDB ID. Based on the docking results, it was discovered that compound 1, compound 2, and compound 4 have the same binding orientation as lopinavir. Molecular dynamic simulation with the lowest binding free energy conformation was used to check these compounds’ stability. Only compound 4 was maintained to observe hydrogen bonding with Lys5 and Lys137 with a distance of 2.9 Å. The distance of hydrogen bonds and binding free energy over simulation time is essential to elucidate the potential compound’s affinity. For then, compound 4 can be used as a potential inhibitor against the CoV-2 coronavirus.
In Silico Analysis for Exploring the Potential Inhibitors Against Breast Cancer (MCF7) Using Curcumin Analogue Compounds Neni Frimayanti; Adel Zamri; Yum Eryanti
Jurnal Kimia Sains dan Aplikasi Vol 27, No 6 (2024): Volume 27 Issue 6 Year 2024
Publisher : Chemistry Department, Faculty of Sciences and Mathematics, Diponegoro University

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.14710/jksa.27.6.250-257

Abstract

Breast cancer is one of the most problematic diseases in the world. Currently, there are no potential vaccines for the treatment of this disease. Therefore, finding effective compounds, such as curcumin analogs, is crucial to inhibit breast cancer. Forty-five synthesized curcumin analogs were tested on the MCF7 cell line using the MTT assay. It was shown that nine curcumin compounds, Cpd 5, Cpd 9, Cpd 17, Cpd 18, Cpd 21, Cpd 25, Cpd 28, Cpd 32, and Cpd 45, had better inhibitory activities against breast cancer. Furthermore, in silico analysis was developed using 2D and 3D QSAR models with high predictive ability, with an r2 value of 0.834. In addition, based on molecular docking, molecular dynamics, and pharmacophore results, it was shown that these nine compounds had the lowest binding free energy and were also stable during the simulation. The presence of methoxy groups, hydrogen bond donors, and aromatic ring features are the main factors that enhance the biological activity of curcumin analogs. Therefore, these compounds could serve as references for the next stage of drug design.
Co-Authors Abdi Wira Septama Abdi Wira Septama Adel zamri Adel Zamri Adel Zamri Adel Zamri Adel Zamri Adel Zamri Adel Zamri Adel Zamri Adel Zamri Adel Zamri Adel Zamri agistia, nesa Agustini, Tiara Tri Alifah Nurul Khusnah Amrina Rossada Septilapani Anfasa Mashudi, Fristio Anggraeni, Ica Winanda Anita Lukman Annisa Yuri Amalia Armon Fernando Bella Parina, Ana BENNI ISKANDAR Daniel Sialagan Dea Dwi Putri Della Vasmawati Denisya amanda Difa, Faradini Ramsanjami Efendi, Apriyani Eka Marisa Putri Elsa Etavianti Elsa Natia Elvi Khairani, Mai Elviyenti, Elviyenti Emma Susanti Enda Mora Etavianti, Elsa Fadiyah Yueflen Fatmalia, Anggun Ferdy Firmansya Ferdy Firmansyah Fharisti Kirana Fikri Maulana Fikri Maulana, Fikri Fina Aryani, Fina Fri Murdiya, Fri Furi, Mustika Guntur Guntur Haiyul Fadhli Hamzah, Hasyrul Haryeni Sastra Anggraini Hendra, Rudi Herfindo, Nofal Herfindo, Noval Hery Widijanto Hilwan Y. Teruna Hilwan Yuda Teruna Husnawati Husnawati Ihsan Ikhtiarudin Ikhtiaruddin, Ihsan Irfan Maulana Iriani, Revy Jasril Jasril Kiranti Azlin Kolista Sisilawati Kurniawan Putri, Nurafika Lala Azela Larasati Arsad Livia Nathania Mazaya Putri Anabesi Meiriza Djohari, Meiriza Melzi Octaviani Meri Ernilawati Meridona Mira Febrina Monica Rifa Putri Muharani, Siska Muhtadi, Wildan Khairi Mulia Rizki Musyirna Rahmah Nasution Mutiara Salsabillah Muttaqin, Fauzan Zein Nadea Zahra Ramadhani Nadila Putri Nahdiah Nahdiah Nahdiah Nahdiah, Nahdiah Nasution, Musyirna Rahmah Nelly Oscifiani Nelly Oscifiani Ningsih, Yozi Fiedya Nisa Novrianti Nofriyanti Nova Tantri Silalahi Noval Herfindo Noval Herfindo Noval Herfindo Noval Herfindo Noval Herfindo Noval Herfindo Nurul fadillah, Nurul Nurul Susianti Oscifiani, Nelly Panjaitan, Pretty Farida Putri Rizki Rahmadani Qurnia Pratiwi, Putri R. Rizatita Fitriani Rabiatul Adawiyah Rahayu Rahayu Rahayu Rahayu Rahayu Rahayu Rahayu Utami Rahma Dona Raja adli husin Ramanda safitri Ricardo, Nadira Atiqah Rickha Octavia Rindiyani Rindiyani Riska Prasetiawati Rizda Fitriani Rizki Anugrah Rodhia Ulfa Rohim, Muhammad Rosnita Dewi Rahmawati Rossi Passarella Ruska, Shinta Liana Rusnedy, Rahmayati Salsabila alhamdania Balqis Salsabila Zahirah Ananda Salsabila, Aulia Sari, Rinita Sari, Seftika Selvi Aulia Wibowo Shafira Melsonia Silalahi, Nova Tantri Siregar, Lisa Andriyani Sitanggang, Sarah Dianora Tabah Solihin Teguh Utama Tria Harlianti Vella kurnia Wahyuni Veza Azteria viola Afrilizetira, Garnis Wahyuni, Dilla Widya Ari Sandi Winda Yusma Ameliah Wulandari, Zertiks Yasthophi, Arif Yuli Haryani Yum Eryanti Yum Eryanti Yum Eryanti Yuni Fatisa Zafarani, Welly