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Cytotoxic Steroids from The Stem Bark of Chisocheton cumingianus (Meliaceae) Dewa Gede Katja; Kindi Farabi; Nurlelasari Nurlelasari; Desi Harneti; Euis Julaeha; Ace Tatang Hidayat; Tri Mayanti; Rani Maharani; Unang Supratman; Khalijah Awang
Molekul Vol 12, No 1 (2017)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (373.58 KB) | DOI: 10.20884/1.jm.2017.12.1.257

Abstract

Three cytotoxic steroids, stigmasterol (1), stigmast-5-en-3b-ol (2) and b-sitosterol-3-O-acetate (3) were isolated from the stem bark of Chisocheton cumingianus. The chemical structures of those compounds were identified based on spectroscopic data and by comparison with those data previously reported. All of the compounds isolated were evaluated for their cytotoxic effects against P-388 murine leukemia cells in vitro. Compounds 1-3 showed cytotoxicity activity against P-388 murine leukemia cells with IC50values of 12.4, 60.8, and ˃ 100 mg/mL, respectively.
A Nortriterpenoid and Steroid from the Stem Bark of Aglaia angustifolia Miq (Meliaceae) Ricson Pemimpin Hutagaol; Unang Supratman; Ihsan Rahadian; Srikandi Srikandi; Desi Harneti; Ace Tatang Hidayat; Khalijah Awang; Yoshihito shiono
Jurnal Kimia Valensi Jurnal Kimia VALENSI Volume 8, No. 1, May 2022
Publisher : Syarif Hidayatullah State Islamic University

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.15408/jkv.v8i1.23011

Abstract

A nortriterpenoid, 3-epi-cabraleahydroxylactone (1) and a steroid, stigma-4-en-3-on (2) were isolated from the n-hexane extract of  stem bark of Aglaia angustifolia Miq. Compound (2) was isolated for the first time from this Genus. The structure of both compounds were identified by spectroscopic datas including one and two-dimensional NMR as well as infrared spectrum, high-resolution mass spectrometric analysis and by comparing with those spectral data previously.
Activity of Cytotoxic Flavanoids against a P-388 Murine Leukemia Cell Line from the Stem Bark of Aglaia elliptica (Meliaceae) Hidayat, Ace Tatang; Farabi, Kindi; Harneti, Desi; Maharani, Rani; Nurlelasari,; Supratman, Unang; Shiono, Yoshihito
Makara Journal of Science Vol. 21, No. 4
Publisher : UI Scholars Hub

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Abstract

Two mixtures of flavanoid compounds (1 and 2), a mixture of catechin (1a) and epicatechin (1b), and a mixture of gallocatechin (2a) and epigallocatechin (2b), were isolated from the active fraction of the stem bark of Aglaia elliptica methanol extract. The chemical structure of the compounds was identified with spectroscopic data, including UV, IR, NMR (1H, 13C, DEPT 135°, HMQC, HMBC, 1H-1H COSY), and MS, and additionally compared with previously reported spectral data. All compounds were evaluated for their cytotoxic effects against P-388 murine leukemia cells. Compound 2 showed cytotoxicity against the P-388 murine leukemia cell, with an IC50 value of 7.79 µg/mL, but compound 1 was found not to be active (more than 100 µg/mL).
Limonoids Isolated from Chisocheton pentandrus (Meliaceae) Stembarks and its Cytotoxicity Towards MCF-7 Breast Cancer Cell Line Runadi, Dudi; Anjari, Intan Hawina; Purnama, Purnama; Nurlelasari, Nurlelasari; Harneti, Desi; Mayanti, Tri; Harizon, Harizon; Hidayat, Ace Tatang; Salam, Supriatno; Azmi, Mohamad Nurul; Supratman, Unang
Makara Journal of Science Vol. 28, No. 2
Publisher : UI Scholars Hub

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Abstract

Chisocheton is a large source of limonoids with various pharmacological effects, such as antiviral, antibacterial, antimalarial, antifungal, and cytotoxic activities. This study aimed to isolate, elucidate, and evaluate the cytotoxicity of limonoids from C. pentandrus stembarks. Isolation was carried out using various separation methods including extraction and column chromatography. Spectral data were analyzed by FT-IR, UV, DEPT 135°, 1H, 13C-NMR, and HRTOF-MS and compared with those previously reported to determine the chemical structure.The obtained limonoids were lasiocarpine (1), lasiocarpine B (2), pentandricine (3), and 16β-hydroxydysobinin (4); all of which were successfully isolated from C. pentandrus for the first time. The cytotoxic activity of these limonoids were also evaluated against Michigan Cancer Foundation-7 (MCF-7) breast cancer cells using PrestoBlue method. Lasiocarpine A revealed the strongest cytotoxicity with an IC50 of 42.62 µM in moderate level.
Cholestan Steroids from The Stem Bark of Aglaia angustifolia Miq and Their Cytotoxic Activity against MCF-7 Breast Cancer Cell Lines Hutagaol, Ricson Pemimpin; Mozef, Tjandrawati; Fajriah, Sofa; Primahana, Gian; Supratman, Unang; Harneti, Desi; Hidayat, Ace Tatang; Awang, Khalijah; Shiono, Yoshihito
Molekul Vol 18 No 2 (2023)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20884/1.jm.2023.18.2.6205

Abstract

With about 120 species, Aglaia is one of the largest genera of the plant family Meliaceae (the mahogany plants). Various Aglaia species have been investigated since the 1960s for their phytochemical constituents and biological properties. This research objective was to find secondary metabolites that have activity as anti-breast cancer compounds from endemic Indonesian Aglaia, such as Aglaia angustifolia Miq. Two cholestan type steroids, stigmast-5en-3α-acetat (1), as a new steroid with α-sterochemistry of acetyl moiety at C-3 and 23a-homostigmast-5en-3β-ol (2), with unusual side chain were isolated for the first time from the stem bark of Aglaia angustifolia Miq or known as segara tree in Kalimantan. The chemical structures of two steroids were identified with spectroscopic data, including IR, NMR (1H, 13C, DEPT 135°, HMQC, HMBC, NOESY, 1H-1H COSY) and HRTOF-MS, as well as by comparing with previously reported spectral data. These two steroids were isolated for the first time from this genus. Steroids 1 and 2 were evaluated for cytotoxic activity against MCF-7 breast cancer cells and showed weak activity with IC50 values of 829.0 and 903.0 µg/mL, respectively.
Sesquiterpenoids from The Stem Bark of Aglaia cucullata (Meliaceae) and Their Cytotoxic Activity Against A549 Lung Cancer Cell Lines Mustaqim, Iqbal Wahyu; Harneti, Desi; Naini, Al Arofatus; Hilmayanti, Erina; Darwati, Darwati; Nurlelasari, Nurlelasari; Mayanti, Tri; Maharani, Rani; Farabi, Kindi; Hidayat, Ace Tatang; Supratman, Unang; Fajriah, Sofa; Azmi, Mohamad Nurul; Shiono, Yoshihito
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.2024.19.2.9823

Abstract

ABSTRACT. Sesquiterpenoids are a class of terpenoid compounds with a remarkable diversity of structures and biological activities. Sesquiterpenoids are primarily found in higher plants, such as the Meliaceae family's Aglaia genus. Aglaia cucullata is a species of Aglaia that is still rarely explored and can potentially contain sesquiterpenoid compounds with cytotoxic activity. Hence, the research intended to isolate sesquiterpenoids from the n-hexane extract of A. cucullata stem bark and evaluate their cytotoxic effect against A549 lung cancer cells. Compounds 1 and 2 were isolated and purified from n-hexane extracts utilizing various chromatographic techniques. The structure of compounds 1 and 2 was determined by analyzing various spectroscopic methods (IR, MS, and NMR) and comparing them to previously reported spectral data. Compound 1 was identified as an isodaucane-type sesquiterpenoid, 10-hydroxy-6,10-epoxy-7(14)-isodaucane, and was first reported in Meliaceae family. Compound 2 was confirmed as an eudesmane-type sesquiterpenoid, eudesm-4(15)-ene-1β,6α-dihydroxy, and was first reported in Aglaia cucullata. Cytotoxic activity of 1 and 2 were investigated in vitro against A549 lung cancer cells using the PrestoBlue assay and resulted in inactive and low cytotoxicity with IC50 values of 292.77 and 90.55 μM, respectively. Key words: Aglaia cucullata, , A549 cell lines, cytotoxic activity, Meliaceae, sesquiterpenoids.
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.
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
Synthesis of Two Analogues of Xylapeptide A and Their Potency as New Antimicrobial Agent Maharani, Rani; Muchlis, Handi Nugraha; Hidayat, Ace Tatang; Al-Anshori, Jamaludin; Nurlelasari, Nurlelasari; Harneti, Desi; Mayanti, Tri; Farabi, Kindi; Supratman, Unang
Indonesian Journal of Chemistry Vol 25, No 5 (2025)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.22146/ijc.100353

Abstract

Xylapeptide A, derived from the fungus Xylaria sp. x Sophora tonkinensis, exhibits potent and selective antimicrobial properties. Our research group has successfully synthesized xylapeptide A. In our recent work, two xylapeptide A analogues (An1 and An2) were synthesized using a combination of solid- and solution-phase synthesis methods. The linear precursors of An1 and An2 were synthesized on 2-CTC resin with the Fmoc strategy. The coupling reagents HBTU/HOBt and HATU/HOAt were employed. Subsequently, the linear precursor was cleaved from the resin using either 20% TFA or a TFE mixture, and then cyclized in solution phase with HBTU. The synthesized products were purified using semi-preparative RP-HPLC, giving the percent yields 16% for An1 and 12% for An2. Both compounds were then characterized by HR-ToF-MS, 1H- and 13C-NMR. The synthesized xylapeptide A and its analogues were evaluated against Bacillus cereus, Bacillus subtilis, Staphylococcus aureus, Enterococcus faecalis, Escherichia coli, Klebsiella pneumoniae, and Candida albicans. The result showed that An2, possessing arginine residue, exhibited higher activity compared to xylapeptide A and An1. This research suggests that xylapeptide A analogues hold great promise as novel antimicrobial agents.
The Phenolic Compounds Isolated from Myristica fragrans and Their Cytotoxic Effects on B16-F10 Melanoma Cancer Cell Lines Hasbilla, Raihan Fathurrahman; Riyadi, Sandra Amalia; Safriansyah, Wahyu; Hidayat, Ace Tatang; Susianti, Susianti; Salam, Supriyanto; Lesmana, Ronny; Retnowati, Rurini; Supratman, Unang
Molekul Vol 20 No 3 (2025)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20884/1.jm.2025.20.3.16265

Abstract

Phenolic compounds are a major type of secondary metabolite found in plants. These compounds are synthesized through shikimic and phenylpropanoid pathways, resulting in the formation of numerous unique structures and bioactivities. In addition, a significant amount has been reported in nutmeg, an endemic plant of Indonesia, which has been widely used in traditional medicine. A previous study also revealed that ethyl acetate extract of the plant has notable cytotoxic effects against melanoma B16-F10. Therefore, the purpose of this study is to isolate and evaluate phenolic compounds in nutmeg for their potential to inhibit B16-F10 melanoma cancer cell growth. The seeds extract of nutmeg was separated by various chromatographic techniques to yield a total of five compounds, which were identified through spectroscopic analysis (HR-TOF-ESI-MS, IR, and NMR) as well as comparison with literature. The compounds 1-5 were identified as (+)-veraguensin (1), 3',4',5'-trimethoxycinnamyl alcohol (2), (+)-galbegin (3), (-)-polysphorin (4), and 7-methoxycoumarin (5). Cytotoxic effects were then assayed against B16-F10 melanoma cell lines using the Resazurin method. Furthermore, compound 1 displayed the highest cytotoxic activity, with an IC50 value of 112.71 µM.
Co-Authors Achmad Zainuddin Achmad Zainuddin Ade Sholeh Hidayat Andi Rahim Anjari, Intan Hawina Astrid, Dewi Azmi, Mohamad Nurul Christina Marpaung Dadan Sumiarsa Darwati Darwati Darwati Darwati Desi Harnet Desi Harneti Putri Huspa Dessy Yulyani Kurnia Dewa Gede Katja Dewi Astrid DUDI RUNADI Euis Julaeha Fajar Fauzi Abdullah Fajar Fauzi Abdullah Farabi, Kindi Febrianti, Inky Ferry Ferdiansyah Sofian, Ferry Ferdiansyah Gunawan Gunawan Gunawan, Latifah Harizon Harizon Hasbilla, Raihan Fathurrahman Herdanu Rizqullah Hersa Milawati Hersa Milawati Hidayat, Ade Sholeh Hilmayanti, Erina Hutagaol, Ricson Pemimpin Ida Nur Farida Ida Nurfarida Ihsan Rahadian Ika Wiani IMAN PERMANA MAKSUM Iman Permana Maksum Iman Rahayu Inky Febrianti Jamaludin Al-Anshori Kansy Haikal Khadijah Awang Khalijah Awang Khalijah Awang Khalijah Awang Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Mohamad Fajar Mohamad Nurul Azmi Mohamad Nurul Azmi Muchlis, Handi Nugraha Mulyasari, Rita Mustaqim, Iqbal Wahyu Mustofa, Hidayat Nurul Nadya Thufaila Naini, Al Arofatus Nunung Kurniasih Nur Muhammad Miftah Nurlelasari Nurlelasari Nuruzzahra Ammatillah O. Suprijana - Ponis Tarigan Primahana, Gian Purnama Purnama R. Ukun M.S. Soedjanaatmadja Rachman, Saadah Diana Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Ricson Pemimpin Hutagaol Rita Mulyasari Rizky Abdulah Ronny Lesmana Rurini Retnowati Saadah Diana Rachman Safriansyah, Wahyu Salam, Supriatno Salam, Supriyanto Sandra Amalia Riyadi Shiono, Yoshihito Siska Mulya Octavia Siska Mulya Octavia Sofa Fajriah Srikandi, Srikandi Supriatno Supriatno Supriyatna, - Susianti, Susianti Tati Herlina TATI NURHAYATI Tjandrawati Mozef Tri Mayanti Tri Mayanti Unang Supratman Winda Sukmawati Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yoshihito shiono