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UJI AKTIVITAS ANTIOKSIDAN SENYAWA PIRAZOLIN 3-(2- METOKSI-FENIL)-5-NAFTALEN-1-IL-4,5-DIHIDRO-1H-PIRAZOL - Nurlaili; - Jasril; Hilwan Yuda Teruna
Sistem Informasi Vol 8 No 2 (2018): Jurnal Photon
Publisher : LPPM Universitas Muhammadiyah Riau

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.37859/jp.v8i2.716

Abstract

Pyrazoline compounds are reported to have many useful biological activities such as antimicrobials, antihyperglycemia, antioxidants, anti-inflammatory, anticancer and anticonvulsants. The pyrazoline analogues of 3- (2-methoxy-phenyl) -5-naphthalene-1-yl-4,5-dihydro-1H-pyrazol were synthesized usingglacial acetic acid as catalyst and assisted by microwave irradiation. The structures of the compounds were obtainedby UV, IR and HRMS spectroscopy data. Antioxidant activity test using DPPH method showed that pyrazoline compound had IC50 value of 27.41 μg/mL.
SINTESIS DAN UJI TOKSISITAS SENYAWA ANALOG KURKUMIN 3,5 BIS((E)-METOKSI BENZILIDEN)-1-(2-ETIL ASETAT)-PIPERIDIN-4-ON Siti Aisyah; Adel Zamri; Hilwan Yuda Teruna
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.v9i1.1075

Abstract

Curcumin analogs are secondary metabolites and belong to the phenolic group. These compounds have biological activities, such as anti-inflammatory, anticancer and antioxidant. This studies has successfully synthesized 3,5-bis ((E)-metoxy benzylidene) -1-(- 2-ethyl acetate) piperidine 4-one analog compound from 4-piperidone with 4-methoxy benzaldehyde by using reflux method. Compounds obtained in the form of yellow solids with yield 83.01%. The melting point was measured, identified by TLC then elucidated with UV-Vis, FT-IR, LC-MS, 1H NMR obtained results showed that the curcumin compound had a structure in accordance with the target molecule. The toxicity test using the BSLT method showed that the two compounds had LC50 values = 1.061μg / mL.
UJI AKTIVITAS TOKSISITAS DARI EKSTRAK TANAMAN MIANA MERAH (Coleus hybridus) MENGGUNAKAN METODE BSLT ( Brine Shrimp Lethality Test) Dede Indra Syari; Rhida - Aini; Rudi Hendra Sy; Hilwan Yuda Teruna
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.v9i1.1076

Abstract

Kanker merupakan penyakit yang menakutkan bagi banyk orang. Coleus merupakan satu spesies tanaman dari famili lamiaceae, yang berpotensi sebagai tanaman obat tradisional. Dalam studi berikut ini mempelajari identifikasi aktivitas tosisitas tanaman Coleus hybridus dari fraksi ekstrak n-heksan dan faksi ekstrak etilasetat. Aktivitas toksisitas dilakukan dengan metode BSLT. Hasil dari identifikasi toksisitas dari ekstrak fraksi n-heksan dan fraksi ekstrak etilasetat. Ekstrak n-heksan dan ekstrak etil asetat menunjukan bahwa aktivitas toksisitas untuk LC50 n-heksan >1000 ppm dan ekstrak etil asetat >1000ppm. Ekstrak etil asetat menunjukan aktivitas kedua senyawa negatif sebagai toksisitas.
SKRINING FITOKIMIA DAN UJI TOKSISITAS DARI EKSTRAK DAUN MAHANG (Macaranga bancana) Rianti Putri; Rudi Hendra Sy; Hilwan Yuda Teruna
Sistem Informasi Vol 9 No 2 (2019): Jurnal Photon
Publisher : LPPM Universitas Muhammadiyah Riau

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.37859/jp.v9i2.1153

Abstract

Macaranga bancana (Euphorbiaceae) known as “mahang” which is wide spread in Indragiri Hulu, Riau Province and also believed to has medicinal properties. This study to evaluate the secondary metabolites contents and toxicity activity from various extracts of M. bancana leaves. Extraction process were done by using maceration method with various solvents, such as n-hexane, dichloromethane, ethyl acetate, methanol, and ethanol. Toxicity analysis was done by Brine Shrimp Lethality Test (BSLT). The results of phytochemical screening showed that M. bancana leaves contain terpenoid, steroid, flavonoid and phenolic. Toxicity analysis showed that n-hexane extracts prossessed the highest level of toxicity followed by dichloromethane, ethyl acetate and methanol extracts with LC50 value of 65; 87; 227; 605 μg/mL, respectively while ethanol extract has not toxic. Therefore, it could be concluded that M. bancana has good toxicity level and could be used as screening for anticancer.
Microwave Assisted Synthesis and Evaluation of Toxicity and Antioxidant Activity of Pyrazoline Derivatives Jasril Jasril; Hilwan Yuda Teruna; Aisyah Aisyah; Nurlaili Nurlaili; Rudi Hendra
Indonesian Journal of Chemistry Vol 19, No 3 (2019)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (281.72 KB) | DOI: 10.22146/ijc.34285

Abstract

Four pyrazoline analogues, 3-(4-methoxyphenyl)-5-naphthalene-1-yl-1-phenyl-4,5-dihydro-pyrazole (3), 3-(4-methoxyphenyl)-5-naphthalene-1-yl-4,5-dihydro-1H-pyrazole (4), 3-(2-methoxyphenyl)-5-naphthalene-1-yl-1-phenyl-4,5-dihydro-pyrazole (5) and 3-(2-methoxyphenyl)-5-naphthalene-1-yl-4,5-dihydro-1H-pyrazole (6) were synthesized via intermolecular cyclization between substituted chalcones and hydrazine derivatives. The compounds were synthesized in two steps. In the first step, the chalcones were synthesized by Claisen-Schmidt reaction. In the second step, they were cyclized with some hydrazine derivatives to form pyrazolines by using glacial acetic acid as a catalyst and assisted by microwave irradiation. The toxicity analysis showed that compound 1 and 2 were toxic with LC50 values of 11.47 and 0.97 μg/mL, respectively. Furthermore, only compound 6 showed high antioxidant activity by using DPPH with an IC50 value of 4.47 μg/mL.
Uji Bioaktivitas Antibakteri Senyawa murni dari Jamur Endofit Sporothrix sp Terhadap Bakteri Escherichia coli dan Staphylococcus aureus Dewi Yudiana Shinta; Yusmarini Yusmarini; Herix Sonata MS; Hilwan Yuda Teruna; Saryono Saryono
Dinamika Lingkungan Indonesia Vol 6, No 1 (2019)
Publisher : Universitas Riau

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (118.154 KB) | DOI: 10.31258/dli.6.1.p.37-44

Abstract

Modern medicines that are developing now come from active ingredients isolated from plants that require large amounts of plants. The development of new drugs from endophytic fungi found obstacles in the amount of pure compounds produced. Therefore further research is needed by using endophytic fungi as a new antimicrobial producer. This study aims to see the ability or activity of pure compounds produced by Sporothrix sp endophytic fungi from Dahlia tuber (Dahlia variabilis). Test the activity of pure compounds produced by Sporothrix sp. Endophytic fungi on E. coli and Staphylococcus aureus determined by disc diffusion method. With doses of 10, 30 and 50μg/disk. In Escherichia coli bacteria doses 10 and 50μg/disk gave significant inhibition of pure compounds from isolation compared to the positive control of ciprofloxacin, which was marked by a statistically significant test result (p <0.05). In contrast to Staphylococcus aureus there was no significant difference in doses of both doses of 10.30 and 50μg/disk. Determination of pure compounds was carried out by HPLC and Infra Red Spectrophotometry.
Isolation of a High Antioxidant Non-Toxic Polar Fraction from Garcinia mangostana Fruit Pericarp by Reverse Phase Column Chromatography Wahyuningsih Wahyuningsih; Miranti Miranti; Hilwan Yuda Teruna; Titania Tjandrawati Nugroho
Jurnal Kimia Sains dan Aplikasi Vol 24, No 1 (2021): Volume 24 Issue 1 Year 2021
Publisher : Chemistry Department, Faculty of Sciences and Mathematics, Diponegoro University

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (3020.51 KB) | DOI: 10.14710/jksa.24.1.15-21

Abstract

The crude polar extract of mangosteen fruit pericarp not only has a moderate antioxidant activity of (55±4 μg/mL) but also has high cytotoxicity (16±0.5 μg/mL). The high cytotoxicity presumably is caused by the presence of complex cytotoxic compounds from the mangosteen pericarp. To obtain a non-toxic extract preparation with high antioxidant activity, polar crude 50% ethanol extracts of mangosteen pericarp were partially purified using reverse-phase column chromatography with Silica C18 as the stationary phase and acetonitrile-water gradient elution. Six of the ten fractions collected had high antioxidant activities, with IC50 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging antioxidant levels <50 μg/mL. Three fractions (fractions 3, 5, and 7) with the highest antioxidant activities of (16.4 ± 0.6 µg/mL), (17.8 ± 2 µg/mL) and (17.4 ± 1.8 µg/mL) respectively, were chosen for further cytotoxicity, phenolic content and High-Performance Liquid Chromatography (HPLC) analysis. The cytotoxic tests were conducted with the Brine Shrimp Lethality Assay. Fraction 3 had low cytotoxicity (LC50 485 ± 96 µg/mL) and fraction 5 was non-toxic (LC50 ≥ 1000 µg/mL), while fraction 7 still had high cytotoxicity (LC50 2.8 ± 0.8 µg/mL). The chromatogram profiles of HPLC showed that fractions 3 and 5 contained more polar compounds than the compounds present in fraction 7. It can be concluded that the reverse phase method succeeded in the isolation of a non-toxic polar fraction, that is, fraction 5, with a significantly higher (p<0.05) antioxidant activity than in the original crude polar extracts. This fraction had a high total phenolic content of 43.3 ± 0.3 g GAE per 100 g extract.
Studi molecular docking senyawa diterpen abieten terhadapenzim protease utama (mpro) virus corona Hilwan Yuda Teruna; Kamal Rullah; Fajri Khatami
JFIOnline | Print ISSN 1412-1107 | e-ISSN 2355-696X Vol. 12 No. 2 (2020): Jurnal Farmasi Indonesia
Publisher : Pengurus Pusat Ikatan Apoteker Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (758.296 KB) | DOI: 10.35617/jfionline.v12i2.68

Abstract

Coronavirus disease atau Covid-19 merupakan suatu penyakit yang disebabkan oleh virus corona jenis baru yaitu SARS-CoV-2. Penyakit ini pertama kali ditemukan di Wuhan, China dan saat ini telah menjadi pandemi yang sudah menyebar hampir ke seluruh negara di dunia. Salah satu enzim yang berperan penting dalam memediasi replikasi dan transkripsi pada virus SARS-CoV-2 adalah enzim protease utama (Mpro). Penelitian ini bertujuan untuk menemukan senyawa yang berpotensial menginhibisi enzim protease utama (Mpro) virus corona (PDB ID: 6LU7 dan 2GTB) melalui studi molecular docking pada senyawa turunan diterpen abieten. Studi molecular docking dilakukan menggunakan perangkat lunak Autodock4 dan divisualisasi menggunakan PyMOL dan Discovery studio. Validasi metode atau redocking menunjukkan akurasi yang baik dengan nilai Root Mean Square Deviation (RMSD) sebesar 1,85 Å pada enzim 6LU7 dan 1,92 Å pada enzim 2GTB. Studi molecular docking enzim 6LU7 pada 3 senyawa turunan diterpen abieten (6-asetil7-hidroksiroileanon, 7-hidroksiroileanon dan diterpenoid glukosida (CH-6)) menunjukkan nilai energi ikatan masing-masing sebesar -9,07; -8,22 dan 7,94 kcal/mol, pada enzim 2GTB menunjukkan nilai -9,54; -9,14; -8,26 kcal/mol. Hasil ini menunjukkan senyawa 6-asetil7-hidroksiroileanon dan 7-hidroksiroileanon memiliki afinitas lebih kuat terhadap enzim protease utama (Mpro) dan enzim peptidase utama dibandingkan dengan kontrol positif yang mempunyai energi ikatan sebesar -7.38 dan -7,97 kcal/mol. Selain itu, senyawa yang memiliki afinitas paling kuat yaitu 6-asetil7-hidroksiroileanon memiliki 6 ikatan hidrogen yang sama dengan ligan asli dalam situs aktif enzim protease utama (Mpro). Sehingga, diprediksi senyawa 6-asetil7-hidroksiroileanon mampu dijadikan sebagai inhibitor pada enzim protease utama (Mpro) Covid-19 maupun pada enzim peptidase utama SARS-CoV dari strain sebelumnya.
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).
Histology Structure of Lymph and Uterus of White Rat (Rattus norvegicus) Given with Nanas Bongsai (Ananas comosus var. microstachys L.) Fitmawati Fitmawati; Agus Saputra; Yohanes Yohanes; Hilwan Yuda Teruna; Dimas Pramita Nugraha; Yulis Hamidi
Biosaintifika: Journal of Biology & Biology Education Vol 10, No 1 (2018): April 2018
Publisher : Department of Biology, Faculty of Mathematics and Sciences, Semarang State University . Ro

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.15294/biosaintifika.v10i1.13596

Abstract

Nanas Bongsai (Ananas comosus var. microstachys L.) is an amazing herb which is used in traditional medicine by local people of Muara Lembu district as a potion to reduce pain while menstruation period for a women. The present work was designed to investigate its probable side effects on the histopathologic changes in limph and uterus tissues after treated with A. comosus var. microstachys L extract in female white rats. This is an experimental research consisted of five treatments and three repetitions. Treatment composed of two controls (P0 and P+) and given Nanas Bongsai extract with three different dosages. Histology result of lymph show that all treatments given with Nanas Bongsai with three different dosages have different diameter average of white pulp and there is no significant changes with normal control. While observation towards histology structure of endometrium thickness with dosage P1, dosage P2, dosage P3 is 206.333±33.486; 215.667±33.486; 197.667±60.871 respectively. The most thin endometrium layer found in treatment with dosage P3 compared to control P0. From this study showed that there is no toxic effect on uterus and lymph function of of Nanas Bonsai (A. comosus var. microstachys L.) at different doses, so the plant is secure for consumption by the community.
Co-Authors ', Yuharmen - Aisyah - Miranti - Nurlaili -, Lelani Abdi Wira Septama Adel Zamri Adel Zamri Adel Zamri Adel Zamri Adel Zamri Adel Zamri Adel Zamri Agus Saputra Aini, Rhida - Aisyah Aisyah Aisyah, - Ardhi, Aulia Arjinal Arjinal Ary Puspita Christine Christine Jose Christine Jose Christine Jose Dahliarti &#039; Darian Alfatos Dede Indra Syari Destawira Hariani Desviana, Laila Desy Hariyanti Dimas Pramita Nugraha Diski Rahman Hakim Elfi Khairina, Elfi Elka Yuslinda Elsaria Karsana Elviyenti, Elviyenti Enda Mora ERWINA JULIANTARI, ERWINA Fajri Khatami Fifira Safitri Filza Yulina Ade Fitmawati Fitmawati Fitmawati Fitmawati Ganis Fia Kartika Hamidi, Yulis Harni Sepriani Hasmalina Nasution Hendra, Rudi Herix Sonata MS Ibnu Rush Ihsan Ikhtiarudin Ikhtiaruddin, Ihsan Islami, Deri Jasril &#039; Jasril , Jasril Jasril - Jasril Jasril Jismi Mubarrak Juwita Oktavani Kamal Rullah Kamal Rullah Karsana, Elsaria Laila Desviana Lelani - M Almurdani Marlinda, Sri Miranti Miranti Miranti, - Muhamad Afham Muhamad Rokhim Muttaqin, Fauzan Zein Nelma Yeni Neni Frimayanti Neri Sofiyanti Nova Rianti Putri NOVA WAHYU PRATIWI, NOVA WAHYU Nugraha, Dimas Pramita Nurlaili Nurlaili Nurlaili, - Pusaka, Semerdanta Putri Bela Utama Putri, Nova Rianti Putri, Rianti Rachel Fachira Rahayu, Wiwit Nur Rahim, Fatma Rahmiwati Hilma Retno Puji Lestari Rhida - Aini Rianti Putri Riki Setiawan Riki Setiawan Rissan Ramaesy Tobing Rohim, Muhammad Rohimatul Khodijah Rokim, Muhamad Rudi Hendra Rudi Hendra Rudi Hendra Rudi Hendra Sy Saputra, Agus Saputra, Agus Saryono Saryono Saryono Saryono Sepriani, Harni Shafira Melsonia shinta, dewi yudiana Shinta, Dewi Yudiana Siti Aisyah Siti Aisyah Sonata MS, Herix Syari, Dede Indra Syilfia Hasti Titania Tjandrawati Nugroho Tri Windarti Tri Windarti Veithzal Rivai Zainal Wahyuningsih Wahyuningsih Wina Noviana Widaningsih Yasthophi, Arif Yohanes Yohanes Yohanes Yohanes Yondra Arif D Yuana Nurulita Yuharmen &#039; Yuharmen - Yuli Haryani Yulis Hamidi Yum Eryanti Yum Eryanti Yuni Fatisa Yusmarini Yusmarini