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Four Azadirone-Type Limonoids from Chisocheton Pentandrus Stem Bark and Their Cytotoxic Acitivity Against Mcf-7 Breast Cancer Cell Lines Supratman, Unang; Runadi, Dudi; Naini, Al Arofatus; Purnama, Purnama; Mayanti, Tri; Harneti, Desi; Nurlelasari, Nurlelasari; Maharani, Rani; Farabi, Kindi; Nafiah, Mohamad Azlan
Molekul Vol 19 No 2 (2024)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20884/1.jm.2024.19.2.11085

Abstract

ABSTRACT. Limonoid group belongs to triterpenoid that has undergone further oxidation accompanied by the loss of four carbon atoms to form a furan ring in the chain. This limonoid compound is often found in the Chisocheton genus. Limonoid compounds have been known as compounds with high structural variations and this makes limonoids have diverse and interesting activities, including cytotoxic and anticancer. In the course of our continuing study for limonoid constituents that have cytotoxic activity against cancer cell lines, methanol extract of stem bark from the Chisocheton pentandrus plant provides significant activity. The methanol extract was separated using various chromatographic techniques in the normal and reverse stationary phase to produce four azadirone-type limonoid compounds (1-4). The elucidation structure of 1-4 was determined using spectroscopic methods including, UV-Visible, IR, and 1D-NMR as well as optical rotation. All four known compounds were established as trichilenone acetate (1), toonaciliaton C (2), 11α-acetoxiazadiron (3), and 16β-hydroxydisobinine (4). The cytotoxicity of compounds 1-4 was assessed by examination using the resazurin method, which showed that compound 4 was the promising constituent against the MCF-7 cells with an IC50 value of 43.1 µM and was stronger than its positive control. Keywords: Azadirone-type limonoid, Chisocheton pentandrus, cytotoxic activity, Meliaceae.
Potensi Tiga Jenis Khamir dalam Mengendalikan Penyakit Bercak Cokelat (Alternaria solani Sorr.) pada Tomat Hartati, Sri; Istifadah, Noor; Aoliya, Salwa Rohmatul; Meliansyah, Rika; Mayanti, Tri
Agrikultura Vol 35, No 2 (2024): Agustus, 2024
Publisher : Fakultas Pertanian Universitas Padjadjaran

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.24198/agrikultura.v35i2.54374

Abstract

Penyakit bercak cokelat yang disebabkan oleh Alternaria solani Sorr. merupakan salah satu penyakit penting pada tanaman tomat yang dapat menyebabkan kehilangan hasil hingga 86%. Salah satu pengendalian yang dapat dilakukan untuk penyakit tersebut yaitu dengan agens biokontrol berupa khamir. Penelitian ini bertujuan untuk menguji potensi tiga spesies khamir dalam menghambat pertumbuhan A. solani secara in vitro dan menekan penyakit bercak cokelat pada tanaman serta buah tomat. Percobaan dilakukan di Laboratorium Bioteknologi Proteksi Tanaman dan Rumah Kaca Kebun Ciparanje, Fakultas Pertanian, Universitas Padjadjaran. Percobaan in vitro menggunakan Rancangan Acak Lengkap, sedangkan percobaan in vivo menggunakan Rancangan Acak Kelompok. Perlakuan pada pengujian in vitro dan in vivo berupa spesies khamir, terdiri dari Aureobasidium pullulans Dmg 11 DEP, Candida tropicalis Lm 13 BE, Rhodotorula minuta Dmg 16 BEP, fungisida berbahan aktif klorotalonil 75% (untuk pengujian in vivo), dan kontrol. Pengujian in vitro dilaksanakan dengan metode dual culture antara patogen A. solani versus khamir antagonis. Pengujian in vivo dilakukan dengan penyemprotan pada tanaman dan pencelupan buah tomat dalam suspensi sel khamir. Hasil percobaan in vitro menunjukkan bahwa khamir yang diuji dapat menghambat pertumbuhan koloni A. solani sebesar 23,67 % – 40,56%. Uji penekanan penyakit secara in vivo menunjukkan bahwa khamir yang diuji dapat menekan penyakit bercak cokelat sebesar 47,62% – 75,29% pada tanaman tomat dan 49,86% – 62,18% pada buah tomat. Khamir A. pullulans memberikan penekanan tertinggi, baik terhadap pertumbuhan koloni A. solani maupun terhadap penyakit bercak cokelat pada tanaman dan buah tomat.
The Cytotoxic Evaluation of Steroids Isolated from Dysoxylum alliaceum (Blume) Blume ex A.Juss. Riyadi, Sandra Amalia; Naini, Al Arofatus; Mayanti, Tri; Lesmana, Ronny; Azmi, Mohamad Nurul; Supratman, Unang
Molekul Vol 19 No 3 (2024)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20884/1.jm.2024.19.3.11439

Abstract

Dysoxylum alliaceum belongs to the Dysoxylum genus (Meliaceae) and there are few reports concerning the phytochemical components of this plant. To examine the chemical constituents of Dysoxylum alliaceum stem bark, a phytochemical study has been conducted and identified five known steroids, 3β,16β-dihydroxy-24(S)-methyl cholestenol (1), ergosta-5,22-dien-3β-ol (2), ergosta-7,24(28)-dien-3β-ol (3), 22(E)-ergosta-6,22-dien-3β,5α,8α-triol (4), and 20α-dihydroprogesterone (5) from its ethanolic extract. Spectroscopic data such as FT-IR, HR-ESI-MS, 1D, and 2D NMR as well as comparison with previously published spectral data were used to identify the chemical structures of compounds 1–5. Furthermore, these steroids 1-5 were assessed in vitro regarding their cytotoxic effect against A549 lung cancer cell lines and revealed weak to inactive with IC50 values ranging from 68.52 to >150 µM. Keywords: A549 cell lines, cytotoxic evaluation, Dysoxylum alliaceum (blume) blume ex a.juss, meliaceae, steroid
The Ability of Three Species of Yeast in Inhibiting the in vitro Growth of Sclerotium rolfsii Sacc., the cause of damping off on soybean plants (Glycine max L.) Hartati, Sri; Setiani, Cahya; Meliansyah, Rika; Yulia, Endah; Mayanti, Tri
CROPSAVER Vol 7, No 2 (2024)
Publisher : Departemen Hama dan Penyakit Tumbuhan Fakultas Pertanian Universitas Padjadjaran

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.24198/cropsaver.v7i2.58059

Abstract

Damping off disease caused by Sclerotium rolfsii is one of the important diseases of soybean plants. Biocontrol is considered as more environmentally friendly control method. Yeast is one of the biocontrol agents that can be used to control plant pathogens. This study was objected to test the potential of three species of yeast in inhibiting the growth of S. rolfsii. The experiment was arranged in the completely randomized design. The treatments were dual culture of the pathogen vs the yeasts on PDA and double dishes of S. rolfsii against three yeast isolates i.e. Rhodotorula minuta Dmg 16 BEP, Candida tropicalis Lm 13 BE, Aureobasidium pullulans Dmg 11 DEP, and a control. The results of the dual culture antagonism test showed that the three tested yeasts could inhibit the colony diameter of S. rolfsii by 23.30% – 40.00%, and the sclerotia formation by 46,33% – 98,05%. The results of the double dishes antagonism test showed that the three tested yeast isolates could inhibit the colony diameter of S. rolfsii by 19.60% – 28.20% and could inhibit 100% of sclerotia formation. The treatment of A. pullulans Dmg 11 DEP produced the highest inhibition in both the dual culture and double dishes antagonism tests.
Sesquiterpenoids from Dysoxylum amooroides Stem Bark: Isolation, Structure Determination, and Cytotoxicity Against MCF-7 Breast Cancer Cells Gunawan, Latifah; Mustofa, Hidayat Nurul; Naini, Al Arofatus; Harneti, Desi; Hidayat, Ace Tatang; Nurlelasari, Nurlelasari; Maharani, Rani; Mayanti, Tri; Fajriah, Sofa; Awang, Khalijah; Azmi, Mohamad Nurul; Supratman, Unang
Indonesian Journal of Chemistry Vol 25, No 1 (2025)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.22146/ijc.99121

Abstract

Three sesquiterpenoids, guaianediol (1), alismol (2), and spathulenol (3), were isolated from the n-hexane and ethyl acetate extracts of the stem bark of Dysoxylum amooroides. The three compounds were found in D. amooroides species for the first time. The structures of the isolated compounds were identified and established based on an extensive spectroscopic analysis involving HR-TOF-ESI-MS, IR, and NMR data, as well as a comparison with the previously reported works of literature. Compounds 1-3 were further assessed for cytotoxic effects against MCF-7 breast cancer cells. Guaianediol (1) showed inactive activity with IC50 > 100 µM, alismol (2) showed weak activity with IC50 value of 82.1 µM and spathulenol (3) showed considerable activity with an IC50 value of 15.2 µM. A brief structure-activity relationship and comparison with the previous works were also discussed to understand better the role of guaiane- and aromadendrane-type sesquiterpenoids in the biological activity perspective.
AKTIVITAS ANTINEFROLITIASIS EKSTRAK ETANOL DAUN SAMBUNG NYAWA [Gynura procumbens (LOUR.) MERR.] PADA TIKUS PUTIH JANTAN (Rattus norvegicus) Evalina Tarigan, Rida; Mayanti, Tri; Andry, Muhammad; Surbakti, Chemayanti
Media Penelitian dan Pengembangan Kesehatan Vol. 33 No. 1 (2023): MEDIA PENELITIAN DAN PENGEMBANGAN KESEHATAN
Publisher : Poltekkes Kemenkes Bandung

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.34011/jmp2k.v33i1.1908

Abstract

Gynura procumbens is a diuretic plant that has been used traditionally to cure kidney stones. In order to determine the calcium levels in the rats' kidneys, the anti-nephrolithiasis activity of male white rats was tested in this study.This research method was carried out experimentally in a laboratory which included sampling, plant identification, making simplicia, making ethanol extract of sambung nyawa leaves, characteristics of simplicia, phytochemical screening, administering animal test preparations, then the data was analyzed using the Anova test. Oral administration of succulent leaf extract is done at three different doses: 50, 100, and 200 mg/kg bw. A positive control is provided with Batugin elixir, which is 0.54 mL/125 g BW and induced at a volume of 7.5 mL/125 g BW/day using ethylene glycol 0.75% and ammonium chloride 2%. The study's findings demonstrated that, with a kidney stone inhibitor percentage of 31.71%, the ethanol extract of Sambung Nyawa leaves at a dose of 200 mg/kg BW was more successful in preventing the formation of kidney stones than doses of 50 mg/kg BW and 100 mg/kg BW. This proves that the ethanol extract from Sambung Nyawa leaves can be an alternative way to prevent kidney stones. The conclusion is that the ethanol extract of Gynura procumbens L. leaves has antinephrolithiasis activity in male white rats, especially at a dose of 200 mg/kg BW. It also reduced calcium oxalate levels in mice induced by ethylene glycol and ammonium chloride.
The antibacterial effect of β-pinene derived from Citrus aurantifolia peel against oral Streptococcus mutans ATCC 25175 Julaeha, Euis; Herlina, Tati; Nurzaman, Mohamad; Mayanti, Tri; Kurnia, Dikdik; Sari, Elizabeth Fitriana
Padjadjaran Journal of Dentistry Vol 33, No 1 (2021): March 2021
Publisher : Universitas Padjadjaran

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.24198/pjd.vol33no1.29200

Abstract

Introduction: Streptococcus mutans has been known to play a major role in dental caries development. This tooth decay is the most common oral disease affecting people in the world. Hence, discovering the new herbal antibacterial agent seems to become more promising yet challenging. One of natural antibacterial source is the peel of Citrus aurantifolia, as it may contain antibacterial active compounds against pathogenic oral microbes. This study was aimed to isolate antibacterial compound from essential oil of Citrus aurantifolia and to analyse its antibacterial activity against oral Streptococcus mutans ATCC 25175. Methods: Type of research was laboratory experimental. The essential oil was isolated from peel of Citrus aurantifolia by hydro-distillation technique and further isolation of antibacterial compounds was conducted by combination column chromatography using organic solvent, and the structure was determined by UV-Vis, infrared (IR), 1D NMR of 1H-, 13C-NMR and DEPT 135° in CDCl3 spectrometers methods. The antibacterial activity was tested against Streptococcus mutans ATCC 25175 using the Kirby-Bauer method. Results: 0.75% yield was obtained from the essential oil of peel Citrus aurantifolia and after purification, an antibacterial compound was identified as β-pinene with the molecular formula C10H16. Furthermore, the β-pinene from peel of Citrus aurantifolia exerted inhibition growth against Streptococcus mutans at concentration of 2000, 1000, and 500 ppm by showing respectively, inhibition values of 13.0, 11.9, and 11.6 mm on paper disk. Conclusion: In the present study, the essential oil of Citrus aurantifolia peel is proven to contain prospective antibacterial compound (β-pinene) that potentially can be used as natural antibacterial alternative choice to manage oral disease associated with Streptococcus mutans infection.
Tirucallane-Type Triterpenoids from the Dysoxylum gaudichaudianum Stem Bark: Phytochemical Study and Cytotoxicity Evaluation Against Human HeLa Cervical Cancer Cells Maira, Faizah; Naini, Al Arofatus; Mayanti, Tri; Fajriah, Sofa; Kusumiyati, Kusumiyati; Supratman, Unang
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.103523

Abstract

A total of three tirucallane-type triterpenoids were successfully isolated from the n-hexane extract of the stem bark of Dysoxylum gaudichaudianum: 4,4,14-trimethyl-3-oxo-24-nor-5α,13α,14β,17α,20S-chol-7-en-23-oic (1), toonapubesin B (2), and 3β,22S-dihydroxy-tirucalla-7,24-dien-23-one (3). These compounds were isolated from D. gaudichaudianum for the first time. Structural characterization of the isolated compounds was accomplished through a series of spectroscopic analyses, including HR-TOF-MS, IR, and NMR. Based on previous reports, compound 1 was isolated from a member of the Meliaceae family for the first time. The cytotoxic properties of the isolated tirucallane-type triterpenoids were evaluated against cervical HeLa cancer cells. Among them, compounds 1 and 3 were inactive, with IC50 values > 100 µM, while compound 2 exhibited the highest cytotoxicity, with an IC50 value of 29.23 µM, with moderate activity. A structure–activity relationship also indicated the variation in cytotoxicity attributed to substituent effects within the molecular structures. The modification of the side chain in tirucallane-type triterpenoids was shown to be essential for their cytotoxic activity against human cervical cancer lines.
Chemical Constituents from Indonesian Dysoxylum parasiticum (Osbeck). Kosterm and Their Cytotoxicity Against MCF-7 Breast Cancer Cells Harizon, Harizon; Romundza, Febbry; Miharti, Isra; Naini, Al Arofatus; Fajriah, Sofa; Mayanti, Tri; Supratman, Unang
Molekul Vol 20 No 2 (2025)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20884/1.jm.2025.20.2.16066

Abstract

ABSTRACT. The exploration of naturally occurring secondary metabolites from plants, which serve as direct sources or precursors for new drug development, motivates us to conduct a comprehensive investigation into their presence. Indonesia stands out as a global biodiversity hotspot, boasting a significant number of endemic species that offer a rich reservoir of untapped resources for pharmaceutical, agricultural, and environmental uses. The Dysoxylum genus, belonging to the Meliaceae family, is recognized as a vital source of secondary metabolites and is well-known for its traditional medicinal applications. Consequently, we focus on analyzing the chemical constituents found in the stem bark of one Indonesian Dysoxylum species, specifically D. parasiticum (Osbeck) Kosterm., and assess their biological activity as anticytotoxic agents. Our research identified three known compounds: a tirucallane-type triterpenoid, cneorin-NP36 (1), a seco-limonoid from the preurianin group, amotsangin A (2), and an ergostane-type steroid, 22(E)-ergosta-6,22-dien-3β,5α,8α-triol (3). The biological evaluation against the human breast cancer cell line MCF-7 revealed that compound 2 exhibited a notable inhibitory effect, with an IC50 value of 34.5 μM. The existence of a highly oxidized structure in compound 2, due to its ester substituents, highlights its effectiveness in inhibiting cancer cell proliferation, outperforming the reference drug cisplatin, which has an IC50 of 53.0 μM. These findings indicate that amotsangin A (2) is a promising anticancer agent, particularly in the treatment of breast cancer. Further studies, including in silico analysis and structural modification, are needed to enhance its cytotoxic activity and selectivity. Keywords: Cytotoxic activity, Dysoxylum parasiticum, MCF-7, seco-limonoid amotsangin A, Secondary metabolites
Dammarane Triterpenoids from Aglaia eximia Miq. and Their Cytotoxic Activity Against P388 Murine Leukemia Cell Farabi, Kindi; Harneti, Desi; Nurlelasari, Nurlelasari; Maharani, Rani; Mayanti, Tri; Hidayat, Ace Tatang; Fajriah, Sofa; Naini, Al Arofatus; Sofian, Ferry Ferdiansyah; Azmi, Mohamad Nurul; Supratman, Unang
Molekul Vol 20 No 1 (2025)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20884/1.jm.2025.20.1.12796

Abstract

ABSTRACT. Triterpenoids are a large group of secondary metabolites commonly found in plants, exhibiting high diversity in both structural features and biological activities. Meliaceae family is knows as a rich source of the triterpenoid compounds. As the most extensive genus within the Meliaceae family, Aglaia is known to contain many bioactive triterpenoid compounds, including cytotoxic triterpenoids. Among the various types of triterpenoids, dammarane is frequently found in Aglaia and has demonstrated potential cytotoxic activity. This purpose of the research was to isolate and structure determination of four dammarane triterpenoids from the methanol extract of Aglaia eximia stem bark. All four compounds were successfully isolated and identified as, dammar-24-en-3a,20-diol (1), 20S,24S-epoxy-dammar-3a,25-diol (2), (E)-dammar-23-en-3a,20,25-triol (3), and (E)-25-hydroperoxydammar-23-en-3a,20-diol (4), respectively. The compounds were analyzed using a combination of spectroscopic techniques, including HRMS (high-resolution mass spectroscopy), FTIR (fourier transform infrared spectroscopy), and NMR (nuclear magnetic resonance, one and two dimensional). Cytotoxicity assays using the MTT method were applied to compounds 1-4. All isolated compounds (1-4) generated moderate cytotoxic activity against P388 murine leukemia cells with IC50 9.09, 11.03, 5.89, and 5.74 μg/mL, respectively. Preliminary structure-activity relationship (SAR) analysis suggested that the presence of hydroxyl and hydroperoxyl groups at C-25 increases cytotoxicity, whereas the cyclization in the side chain to form an epoxide ring decreases cytotoxicity. Keyword: Triterpenoids, Meliaceae, Aglaia eximia, cytotoxicity, P388 murine leukemia cells