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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.
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.
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 Mar Atus; Zulmy, Winda Permata; Hendra, Rudi; Jasril, 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

Pyridazinones are a class of heterocyclic compounds with broad biological activities, one of which is as an anticancer. This study synthesized N-acetohydrazide substituted pyridazinone derivatives and evaluated their potential as breast cancer therapy through molecular docking studies. The target compound, 2-(3-(3-methoxyphenyl)-6-oxopyridazine-1(6H)-yl)acetohydrazide(3), was synthesized through three reaction steps: condensation to form the pyridqzinone core, functionalization of ethyl chloroacetate at the nitrogen position, and substitution of the ethoxy group with hydrazine hydrate. The yield obtained was 48.14%. The purity of the synthesized compound was confirmed through melting point determination and high-performance liquid chromatohraphy (HPLC) analysis, which showed a single dominant peak. Structural elucidation using Fourier-transform infrared (FTIR), mass spectrometry (MS), proton nuclear magnetic resonance (1H-NMR), and carbon-13 nuclear magnetic resonance (13C-NMR) verified the expected structure.  Molecular tethering studies against tyrosine kinase (PDB ID: 3ERT) showed that compound (3) has a binding free energy of -7.93 kcal/mol, with two hydrogen bonds formed with residues Glu353 and Leu387. These results indicate that compound (3) has not shown better inhibitory activity than tamoxifen. Nonetheless, this compound fulfils good physicochemical characteristics based on Lipinski's rule, so it remains promising for further development.
Antimalarial Activity of Ugonin J and Ugonin K Isolated from Tunjuk Langit (Helminthostachys zeylanica) Alvi, Nurul Vadilla; Teruna, Hilwan Yuda; Hendra, Rudi
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.v16i1.9137

Abstract

Malaria is a life-threatening disease caused by Plasmodium parasites, transmitted by Anopheles mosquitoes, and remains a significant global health issue. This study aimed to identify the antimalarial activity of ugonin J and ugonin K isolated from tunjuk langit (Helminthostachys zeylanica). The in vitro antimalarial assay was conducted using the 3D7 strain of Plasmodium falciparum, which is sensitive to chloroquine, with ugonin J and ugonin K concentrations ranging from 0.01 to 100 µg/mL. The parasitemia percentage was assessed at 48 hours post-treatment, and the percentage inhibition was calculated. The results showed a significant dose-dependent inhibition, with an IC₅₀ value of  0, 041 µg/mL and 0.12 µg/mL, indicating potent antimalarial activity. Ugonin J and ugonin K exhibited effective inhibition of parasitemia at concentrations as low as 1 µg/mL, supporting its potential as a promising antimalarial agent. This study suggests that Helminthostachys zeylanica could be a valuable source of antimalarial compounds