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Sintesis dan Karakterisasi Senyawa Turunan 2-Benzamido- N-Benzoilbenzamida Ani Riani Hasana; Siswandono Siswandono; Marcellino Rudyanto
JURNAL ILMU KEFARMASIAN INDONESIA Vol 20 No 2 (2022): JIFI
Publisher : Fakultas Farmasi Universitas Pancasila

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.35814/jifi.v20i2.1135

Abstract

Anthranilamide derivatives exhibit anti-inflammatory, antipyretic, antibacterial, antiangiogenic, and anticoagulant properties. With an early in silico examination of its analgesic capabilities, this study aimed to generate a novel anthranilamide molecule by altering 2-Benzamido-N-Benzylbenzamide. Modification of anthranilamide with 1/2/3-chloro benzoyl chloride by acylation resulted in the design, synthesis, characterization, and research of the analgesic effects of 2-benzamido-N-benzoylbenzamide derivatives. 2-(2-chlorobenzamido)-N-(2-chlorobenzoyl)benzamide, 2-(3-chlorobenzamido)-N-(3-chlorobenzoyl)benzamide, and 2-(4-chlorobenzamido)-N-(4-chlorobenzoyl)benzamide were prepared. The nucleophilic acyl substitution reaction method was used to prepare these three chemicals by interaction with anthranylamide and benzoyl chloride molecules. Melting point and thin-layer chromatography were used to check the purity of the synthesis fi ndings. The structure was confi rmed by UV-Vis and infrared spectrophotometry.
Molecular Docking of Benzoylurea Derivatives as Potential Anti-Breast Cancer Agent and Its Admet Profiles Siswandono Siswandono
Journal of Global Pharma Technology Volume 12 Issue 06 (2020) June 2020
Publisher : Journal of Global Pharma Technology

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Abstract

Objective: At present therapy for breast cancer leads to target cell therapy. One of the compounds that can be developed as anti-breast cancer agents is benzoylurea. Benzoylurea has the same pharmacophore group with hydroxyurea as urea derivatives which have anticancer activity. This study aims to predict the anticancer activity and ADMET profile of seven benzoylurea-derived compounds as candidates cytotoxic agent for breast cancer. Method: Biological activity of benzoylurea derivatives is predicted through molecular modeling (in silico) using the Autodock program, ADME profiles and toxicity can be predicted using the pkCSM program and the Protox II online tool. In silico test was carried out by docking between benzoylurea derivatives and HER2 receptor targets, PDB ID. 3PP0. Result: All benzoylurea-derived compounds studied were compliant with Lipinski's 5 legal requirements. The 4-tertier butylbenzoylurea compound shows a  better ADME profile and its toxicity is predicted to have mutagenic properties but not hepatotoxic properties. The smallest docking score of seven benzoylurea derivatives is 4-tertier butylbenzoylurea, therefore the compound has the best cytotoxic activity. Conclusion: the 4-tertier butylbenzoylurea compound is chosen as the compound to be synthesized and further developed.Keywords : molecular docking; benzoylurea; anti-breast cancer; ADMET profiles
STUDI IN SILICO PEMBENTUKAN KOKRISTAL MELOXICAM DENGAN BERBAGAI KOFORMER PERBANDINGAN (1 : 1) Yuli Ainun Najih; Farizah Izazi; Siswandono Siswandono; Bella Anggraini Putri
Jurnal Ilmiah Ibnu Sina (JIIS): Ilmu Farmasi dan Kesehatan Vol 8 No 1 (2023): JIIS
Publisher : Sekolah Tinggi Ilmu Kesehatan ISFI Banjarmasin

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Abstract

Cocrystal is one form of modification in increasing the solubility of meloxicam which is included in Biopharmaceutics Classifications System (BCS) II. Cocrystal is a multicomponent system with a stoichiometric ratio between the active ingredient and the coformer which are bound in the crystals lattice to form hydrogen bonds. Design of new drugs can be done through an in silico program to optimize the parent compound before the synthesis of derivative compounds. This study aims to predict which coformers are most stable in the formation of crystals. Cocrystal formation is done by drawing a two-dimensional structure from meloxicam and coformer using ChemBioDraw Professional 16.0 software from CambridgeSoft®. The prediction will result in the amount of bond energy formed between meloxicam with coformer. The smaller the bond energy, the more stable the meaning of the bond. The smaller the bond energy formed, the more stable the bond is. Stable bonds have a high probability of forming cocrystals meloxicam. Hydrogen bonds occur between hydrogen atoms and other atoms that have high electronegativities such as O and N atoms which have lone pairs of electrons. This electronegativity difference makes H atoms tightly bound to O and N atoms so that the hydrogen bonds in the meloxicam cocrystal are tightly bound and stable. From the results of the study showed that the most stable coformer can form cocrystals with a small bond energy that can produce bonds with meloxicam, namely urea.
STUDI IN SILICO DAN HUBUNGAN KUANTITATIF STRUKTUR TERHADAP AKTIVITAS TANAMAN MANGROVE (Avicennia marina (Forssk.) Vierh.) SEBAGAI ANTIDIABETES Arinil Hidayati; Siswandono Siswandono; Pramudita Riwanti
JOURNAL OF PHARMACY SCIENCE AND TECHNOLOGY Volume 2 Nomor 1
Publisher : Prodi Farmasi Fakultas Kedokteran Universitas Hang Tuah

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.30649/pst.v2i1.98

Abstract

The research is applied to 20 compounds contained into Avicennia marina which is : 4',5-dihydroxy-3',5',7-trimethoxyflavone, isorhamnetin 3-O-rutinoside, quercetin, stenocarproquinone B, avicennone C, avicennone E, avicennone F, avicennone D, 4'5-dihydroxy-3',7-dimethoxyflavone, chrysoeriol 7-O-glucoside, naphta(1,2-b)furan-4,5-dione, 3-hydroxy-naphtal (1,2-b)furan-4,5-dione, kaempferol, 5-hydroxy-4',7-dimethoxyflavone, avicequinone C, 2-[2'-(2'-hydroxy)propyl]-naphta[1,2-b]furan-4,5-dione,4',5,7-trihydroxyflavone, luteolin 7-O-methylether, luteolin 7O-methylether 3'-O-beta-D-glucoside,5,7-dihidroxy-3',4',5'-trimethoxyflavone which are expected to have an effect as antidiabetics agent. It is undertaken to find out the linier or nonlinier relationship of the structure activity (QSAR), the physicochemical characters (lipophilic, electronic, and steric) to the activitychanging (rerank score). Moreover, it is also undertaken to find out which one of those 20 Avicenia marina compounds are predicted to possess the activity as the best antidiabetics agent by the comparison of pioglitazon. It is arranged through computerized methods through some progrmas such as used to make prediction of the activity by using Molegro Virtual Docker 20`11.5.0.0 from CLCBio. by using the peroxisome proliferator-activated receptor-gamma (PPAR) in code of PDB : 2XKW. The compound of isorhamnetin 3-O-rutinoside, , chrysoeriol 7-O-glucoside, dan senyawa luteolin 7-O-methylether 3'-O-beta-D-glucosdie are predicted to have the best antidiabetics agent if it is compared with comparing drug pioglitazon.
Sintesis O-(Isoleusil) Parasetamol dan Uji Aktivitas Analgesik terhadap Mencit (Mus musculus) dengan Metode Hot Plate Parwitha, Ida Ayu Andri; Siswodihardjo, Siswandono
Jurnal Farmasi Sains dan Terapan (Journal of Pharmacy Science and Practice) Vol. 7 No. 2 (2020): Oktober
Publisher : Faculty of Pharmacy, Widya Mandala Surabaya Catholic University, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.33508/jfst.v7i2.2676

Abstract

Parasetamol merupakan obat analgesik lini pertama yang digunakan dalam tata laksana nyeri. Penggunaan obat tersebut dalam jangka waktu panjang dengan dosis besar berpotensi memunculkan efek samping hepatotoksik. Guna meminimalkan efek samping dan meningkatkan aktivitas analgesik dari Parasetamol maka dilakukan modifikasi struktur –OH pada gugus parasetamol. Tujuan dari penelitian ini adalah mensintesis senyawa O-(isoleusil)parasetamol melalui reaksi Schotten Baumann antara Parasetamol dan Isoleusil klorida. Senyawa sintesis tersebut diuji aktivitas analgesiknya pada Mencit. Pemurnian senyawa hasil sintesis melalui proses rekristalisasi menggunakan campuran pelarut etanol:air (1:2) dan diperoleh senyawa berbentuk serbuk berbau menyengat dengan rendemen hasil 32%. Setelah senyawa terbukti murni maka dilanjutkan dengan identifikasi struktur senyawa menggunakan spektrofotometer inframerah dan spektrometer 1H-NMR. Hasil uji menunjukkan bahwa senyawa hasil síntesis sesuai yang diharapkan. Pengujian aktivitas analgesik senyawa dilaksanakan pada Mencit (Mus musculus) dengan metode hot plate. Dosis yang digunakan dalam penelitian ini adalah 12,5; 25; 50; 100; 200 mg/kg BB diberikan secara intraperitoneal dan parasetamol dengan dosis sama sebagai senyawa pembanding. Hasil penelitian menunjukkan nilai ED50 O-(isoleusil) parasetamol 50 mg/kg BB dan ED50 parasetamol adalah 66 mg/kg BB. Berdasarkan nilai ED50 dapat disimpulkan bahwa O-(isoleusil)parasetamol memiliki aktivitas analgesik yang lebih tinggi dibanding parasetamol. Hasil uji statistik Tukey HSD menunjukkan bahwa aktivitas analgesik parasetamol dan O-(isoleusil)parasetamol tidak berbeda bermakna.
Thiourea Derivatives as Estrogen Receptor Alpha Inhibitors for Breast Cancer Therapy: An In Silico Evaluation with ADMET Prediction and Molecular Docking Puspaweni, Hestining; Purwanto, Bambang Tri; Widiandani, Tri; Siswodihardjo, Siswandono; Muchlisin, M. Artabah
Borneo Journal of Pharmacy Vol. 7 No. 3 (2024): 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.v7i3.7396

Abstract

Breast cancer remains a significant public health concern, necessitating the discovery of novel therapeutic agents. This study investigates the potential of thiourea derivatives, specifically HU, HTMX, and BMPTU compounds, as estrogen receptor alpha (ERα) inhibitors using computational approaches. Drug-likeness assessments using Lipinski's Ro5 confirmed the oral bioavailability of all compounds. Additionally, ADMET analysis indicated favorable pharmacokinetic properties, with minimal metabolic interactions and acceptable safety profiles, except for BMPTU2, which showed potential hepatotoxicity. Molecular docking simulations revealed strong binding affinities between BMPTU derivatives, particularly BMPTU2, BMPTU3, and BMPTU4, and key ERα residues. These interactions suggest their potential as ERα modulators, warranting further in silico and experimental validation. In conclusion, the findings highlight the potential of BMPTU derivatives, especially BMPTU2, BMPTU3, and BMPTU4, as promising lead compounds for developing novel ERα-targeted breast cancer therapies. Further optimization and validation are crucial to fully elucidate their therapeutic potential.