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SYNTHESIZING DERIVATIVES FROM CYCLOPENTANONE ANALOGUE CURCUMIN AND THEIR TOXIC, ANTIOXIDANT AND ANTI-INFLAMMATORY ACTIVITIES Eryanti, Yum; Nurulita, Yuana; Hendra, Rudi; Yuharmen, Yuharmen; Syahri, Jufrizal; Zamri, Adel
Makara Journal of Science Vol. 15, No. 2
Publisher : UI Scholars Hub

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Abstract

Three types of cyclopentanone derivatives have been synthesized from aromatic aldehyde and ketone derivatives under a base condition through aldol condensation. These cyclopentanone products were 2,5-dibenzylidene-cyclopentanone (a), 2,5-bis-(4-hydroxy-benzylidene)-cyclopentanone (b), and 2,5-bis-(4-hydroxy-benzylidene)-cyclopentanone (c) which has a yield of 63-99%. The chemical structure of these compounds were determined using UV, IR and NMR spectroscopy. In order to clarify the role of hydroxyl and amine moieties, toxic, antioxidant and anti-inflammatory activities were carried out. The toxic test indicated that the compounds showed strong toxicity. In addition, the presence of hydroxyl and amine groups on both rings of curcumin increased the antioxidant and anti-inflammatory activities.
Synthesis and In Vitro Antimalarial Activity of Amino Chalcone Derivatives Compounds Through Inhibition of Heme Polymerization Dona, Rahma; Jasril; Hendra, Rudi; Frimayanti, Neni
JSFK (Jurnal Sains Farmasi & Klinis) Vol 11 No 2 (2024): J Sains Farm Klin 11(2), August 2024
Publisher : Fakultas Farmasi Universitas Andalas

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.25077/jsfk.11.2.127-135.2024

Abstract

This study aims to investigate the potential of chalcone derivatives as antimalarial agents. The structure of the  chalcone derivatives was designed by inserting amino substituents on acetophenone and methoxy variants on benzaldehyde to  produce three amino chalcone derivatives (C1, C2, and C3). The synthesis was carried out by carrying out the Claisen-Schmidt  condensation reaction with NaOH 40% as catalyst, resulting in compound yields ranging from 66% - 83%. The structure of the  three compounds was determined by FTIR, MS, and 1H-NMR spectroscopy techniques, which confirmed that the compounds  had structures that were in line with the desired molecular structure. The antimalarial activity test was carried out by inhibiting  the heme polymerization process into hemozoin (β-hematin) using hydroxychloroquine sulfate as a positive control. Absorption  measurements were carried out at two different wavelengths, namely 415 nm and 630 nm. The results of the IC50 antimalarial  activity of the three compounds (C1, C2, C3) were obtained respectively at 227.61; 115.18; 260.01 µg/mL and positive control of  184.98 µg/mL. From these results, it was found that compound C2 showed better antimalarial activity compared to the other two  compounds and positive control.
Potensi Penghambatan Sel Kanker Paru Dari Ekstrak Davallia denticulata Hendra, Rudi; Afham, Muhammad; Khodijah, Rohimatul
JFIOnline | Print ISSN 1412-1107 | e-ISSN 2355-696X Vol. 13 No. 2 (2021): Jurnal Farmasi Indonesia
Publisher : Pengurus Pusat Ikatan Apoteker Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (325.804 KB) | DOI: 10.35617/jfionline.v13i2.127

Abstract

An epiphytic fern known as Davalia denticulata, which is a member of the Davalliaceae family, grows on oil palm. It has been reported that several different species within this genus have been used as anticancer agents, antimicrobial agents, and antioxidants. However, there has been no report of any biological activity associated with this species. As a result, the purpose of this study was to extract secondary metabolites and assess the cytotoxicity of the extracts. The maceration method was used to extract this plant with a variety of solvents (methanol, ethyl acetate, and n-hexane), and the MTS assay was utilized to determine the cytotoxicity of this plant in relation to lung cancer (A549 cell line). According to the findings, the extracts exhibited a wide variety of activity toward the A549 cell line. The IC50 for the activity of the ethyl acetate extract was found to be 317.59 ppm, whereas the IC50s for the water and n-hexane extracts were 575.41 and 806.06 ppm, respectively. These observations allow for a better understanding of the cytotoxicity of the species, which can then serve as a foundation for further research into the isolation and bioactivity of secondary metabolites.
Isolation and Characterization of Flavonoid from Mimosa pudica Muhamad Afham; Hendra, Rudi; Teruna, Hilwan Yuda
EKSAKTA: Berkala Ilmiah Bidang MIPA Vol. 26 No. 03 (2025): Eksakta : Berkala Ilmiah Bidang MIPA (E-ISSN : 2549-7464)
Publisher : Faculty of Mathematics and Natural Sciences (FMIPA), Universitas Negeri Padang, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.24036/eksakta/vol26-iss03/608

Abstract

Indonesia has a rich biodiversity, including the putri malu plant (Mimosa pudica L.) which is known to have secondary metabolites with medicinal potential but has not been fully utilized. The purpose of this work is to isolate and analyze secondary metabolites from M. pudica. The aerial portions were dried and macerated in methanol before being partitioned using n-hexane, dichloromethane, and ethyl acetate solvents. The ethyl acetate extract was separated using liquid vacuum chromatography, then recrystallized and purity tested (KLT, melting point, and HPLC). The chemical structure was characterized using UV-Vis, FTIR, and NMR (1H and 13C) spectroscopy. One of the 17 fractions generated pure yellow crystals with a melting point of 242-244°C and single prominent peak on HPLC. The study revealed that the chemical was quercetin, a flavonoid with a variety of biological functions. This study demonstrates that M. pudica include active flavonoid compounds that can supportaid in the development of herbal medications based on natural ingredients. These findings lay the groundwork for additional research into its bioactivity and pharmacological potential, particularly as an antidiabetic drug and antioxidant.
Design, Synthesis, and Antifungal Analysis of Pyrazoline Derivatives Against Candida Species: A Comprehensive In Vitro and In Silico Approach Rohim, Muhammad; Haryani, Yuli; Frimayanti, Neni; Muttaqin, Fauzan Zein; Teruna, Hilwan Yuda; Hendra, Rudi
Indonesian Journal of Chemistry Vol 25, No 4 (2025)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.22146/ijc.105255

Abstract

This study utilized in vitro and in silico methods to assess the antifungal efficacy of synthesized pyrazoline derivatives (4a–e) against Candida species. The compounds were produced by a one-pot process and structurally analyzed using spectroscopic methods. The antifungal efficacy was evaluated against C. albicans, C. glabrata, and C. krusei using minimum inhibitory concentration (MIC) and minimum fungicidal concentration (MFC) assays. Among the derivatives, compound 4e exhibited potent antifungal action, displaying MIC values similar to ketoconazole. Molecular docking and pharmacophore modeling have shown that 4e interacts efficiently with critical residues of lanosterol 14α-demethylase (CYP51). The density functional theory (DFT) study indicated advantageous electrical characteristics, while molecular dynamics simulations validated the structural stability of the 4e–CYP51 complex, evidenced by low RMSD and RMSF values, along with an MM/GBSA binding energy comparable to that of ketoconazole. A robust association between binding energy and MIC substantiates the predictive use of computational data. The results suggest that compound 4e replicates the binding characteristics of ketoconazole and may be a viable candidate for antifungal medication development. This integrative strategy reinforces the justification for additional optimization and preclinical assessment of pyrazoline-based antifungal drugs aimed at CYP51.
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.
The Synthesis and Molecular Docking Assay of 2-(3-3,4-dimethoxyphenyl)-6-oxopyridazin-1(6H)-yl)acetohydrazide as a candidate for breast anticancer shalihah, putri; zulmy, winda permata; hendra, rudi; jasril
Photon: Jurnal Sain dan Kesehatan Vol. 16 No. 1 (2025): Journal Photon
Publisher : LPPM Universitas Muhammadiyah Riau

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.37859/jp.v16i1.9167

Abstract

Piridazinon merupakan golongan senyawa heterosiklik dengan aktivitas biologis yang luas, salah satunya sebagai antikanker. Penelitian ini mensintesis turunan piridazinon yang disubstitusi N-asetohidrazida dan mengevaluasi potensinya sebagai terapi kanker payudara melalui studi docking molekuler. Senyawa target, 2-(3-(3-metoksifenil)-6-oksopiridazina-1(6H)-il)asetohidrazida (3) , disintesis melalui tiga langkah reaksi: kondensasi untuk membentuk inti piridzinon, fungsionalisasi etil kloroasetat pada posisi nitrogen, dan substitusi gugus etoksi dengan hidrazin hidrat. Rendemen yang diperoleh adalah 48,14%. Kemurnian senyawa yang disintesis dikonfirmasi melalui penentuan titik leleh dan analisis kromatografi cair kinerja tinggi (HPLC), yang menunjukkan satu puncak dominan. Elucidasi struktur menggunakan Fourier-transform infrared (FTIR), spektrometri massa (MS), resonansi magnetik nuklir proton ( 1H -NMR), dan resonansi magnetik nuklir karbon-13 ( 13C -NMR) memverifikasi struktur yang diharapkan. Studi penambatan molekuler terhadap tirosin kinase (PDB ID: 3ERT) menunjukkan bahwa senyawa (3) memiliki energi bebas pengikatan sebesar -7,93 kkal/mol, dengan dua ikatan hidrogen yang terbentuk dengan residu Glu353 dan Leu387. Hasil ini menunjukkan bahwa senyawa (3) belum menunjukkan aktivitas penghambatan yang lebih baik daripada tamoxifen. Meskipun demikian, senyawa ini memenuhi karakteristik fisikokimia yang baik berdasarkan aturan Lipinski, sehingga tetap menjanjikan untuk pengembangan lebih lanjut.