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All Journal VALENSI Jurnal Kimia (Journal of Chemistry) Indonesian Journal of Applied Sciences Journal of Mathematical and Fundamental Sciences Indonesian Journal of Pharmaceutical Science and Technology Al-Kimia Chimica et Natura Acta ALCHEMY Jurnal Penelitian Kimia Indonesian Journal of Chemistry Molekul: Jurnal Ilmiah Kimia Indonesian Journal of Medical Sciences and Public Health Jurnal Ilmiah Berkala: Sains dan Terapan Kimia Makara Journal of Science Molekul: Jurnal Ilmiah Kimia
Desi Harneti Putri Huspa
Departemen Kimia, Fakultas Matematika Dan Ilmu Pengetahuan Alam, Universitas Padjadjaran, Bandung
Agriculture, Biological Sciences & Forestry Astronomy Biochemistry, Genetics & Molecular Biology Chemical Engineering, Chemistry & Bioengineering Chemistry Computer Science & IT Earth & Planetary Sciences Energy Engineering Environmental Science Health Professions Materials Science & Nanotechnology Mathematics Medicine & Pharmacology Physics Public Health Veterinary

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Cytotoxic Dammarane-Type Triterpenoids from Aglaia cucullata Peel Fruit Intan Hawina Anjari; Desi Harneti; Kindi Farabi; Al Arofatus Naini; Ace Tatang Hidayat; Risyandi Anwar; Hadi Kuncoro; Mohamad Nurul Azmi; Unang Supratman
Indonesian Journal of Chemistry Vol 24, No 1 (2024)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.22146/ijc.83694

Abstract

Four triterpenoids, known as dammarane-type, dammaradienone (1), 20(S),25-epoxy-5α-dammar-20-en-3-one (2), 20(S)-5α-dammar-24-en-3α,20-diol-3-acetate (3) and 3α-acetyl-20S,24S-epoxy-25-hydroxydammarane (4), were isolated from Aglaia cucullata peel fruit. The structures of isolated compounds were identified based on their HR-TOFMS data and extensive NMR spectroscopic analysis, as well as compared with literature data. Compounds 1-4 were assessed for cytotoxic effects against HeLa cervical and B16-F10 melanoma skin cancer cells. All compounds showed moderate to weak activity against B16-F10 cancer cells, while compound 2 exhibited the strongest activity against HeLa cancer cells with IC50 of 7.10 µg/mL indicating that the existence of an epoxy moiety at the side chain increases the cytotoxicity to HeLa cells.
Diketopiperazine Cyclo-(S-Pro-R-Leu) Produced by Periconia pseudobyssoides K5 Isolated from Toona sureni (Meliaceae) and its Heme Polymerization Inhibition Activity Azhari, Azmi; Harneti, Desi; Wulandari, Asri Peni; Mulyani, Yeni; Purbaya, Sari; Sari, Aprilia Permata; Pratama, Galih Bayu; Supratman, Unang; Shiono, Yoshihito
Makara Journal of Science Vol. 27, No. 1
Publisher : UI Scholars Hub

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Abstract

Fungi endophytes are living microorganisms colonizing inside the internal tissue of a plant and provide ecological benefits for their host. Endophytes provide various metabolites for plant adaptation toward biotic and abiotic stresses and have tremendous pharmacological activities. Toona sureni (T. sureni) (Meliaceae) belongs to the Toona genera and is reported to have antimalarial activity. To determine the compounds produced by the endophytic fungus from this plant, we isolated a compound from Periconia pseudobyssoides (P. pseudobyssoides) K5 endophytes from the stem bark of T. sureni. Diketopiperazine cyclo-(S-Pro-R-Leu), a non-ribosomal peptide, was isolated from brown rice fermented at 28 ± 2 ℃ for 30 days. The structure was determined by spectroscopic methods including fourier-transform infrared spectroscopy, mass spectrometry, and 1D and 2D nuclear magnetic resonance techniques. This compound was evaluated for heme polymerization inhibition activity (HPIA) with an IC50 value of 9.89 ± 0.24 mmol/L compared with positive control chloroquine phosphate with an IC50 value of 3.08 ± 0.58 mmol/L. This compound has been categorized as having low activity three times lower than positive control chloroquine phosphate. This information provides new leads about the compound diketopiperazine cyclo-(S-Pro-R-Leu) produced by P. pseudobyssoides K5 endophytes having low activity in inhibiting heme polymerization. In the future, to explore the potency of this compound as antimalarial agent, the other antimalarial test such as lactate dehydrogenase assay might be useful.
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.
Morelloflavone and Molecular Docking from Stembark of Chisocheton lasiocarpus and Its Cytotoxic Activity Against Breast Cancer Mcf-7 Cell Lines Nurlelasari, Nurlelasari; Harneti, Desi; Maharani, Rani; Darwati, Darwati; Mayanti, Tri; Farabi, Kindi; Hanafi, Muhammad; Supratman, Unang
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.2023.18.2.6845

Abstract

Chisocheton is a plant of the Meliaceae family which has been known as a source of limonoids, triterpenoids, steroids, alkaloids and phenolics. This plant is the second largest in the Meliaceae, with 53 species widely distributed in tropical and subtropical regions including Indonesia. From this genus, compounds that have interesting activities have been found, including anti-inflammatory, antimalarial, cytotoxic, antitumor and anticancer. One of the species that has the potential to find new compounds is Chisocheton lasiocarpus because there are still few phytochemical studies. This study aims to inform the structural elucidation of one of the compounds from the stem bark of C. lasiocarpus, namely morelloflavone and its cytotoxic potential against breast cancer cells using the in silico method against ER-α receptors (PDB code: 3ERD), ER-β (PDB code: 1QKM). ) and HER-2 (GDP code: 3PP0).
Steroids Produced by Endophytic Fungus Lasiodiplodia Theobromae From Aglaia Argentea Blume and Their Cytotoxic Activity Against Hela Cervical Cancer Cell Lines Supratman, Unang; Purbaya, Sari; Harneti, Desi; Wulandari, Asri Peni; Mulyani, Yeni; Azhari, Azmi; Sari, Aprilia Permata
Molekul Vol 18 No 3 (2023)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20884/1.jm.2023.18.3.7824

Abstract

Three steroids, ergosterol (1), ergosterol peroxide (2) and stigmasterol (3) have been isolated from endophytic fungus, Lasiodiplodia theobromae derived from the root of Aglaia argentea Blume. The steroids were isolated by vacuum chromatography and column chromatography, the chemical structure was established following the analysis of 1D-NMR, 2D-NMR, IR, MS and by comparison with previously reported spectra data. Ergosterol peroxide (2) and stigmasterol (3) were reported for the first time isolated from Lasiodiplodia theobromae endophytic fungus. Cytotoxic activities of the compounds were tested with resazurin assay against HeLa cervical cancer cells, compound 2 displayed strongest cytotoxic activities against HeLa cervical cancer cells with IC50 values of 0.28 µM, while compounds 1 and 3 showed IC50 values of 0.34 µM and 27.32 µM, respectively
The Sesquiterpenoids from Aglaia cucullata Peel Fruit and Their Cytotoxic Activities Against B16-F10 and HeLa Cancer Cell Lines Supratman, Unang; Anjari, Intan Hawina; Harneti, Desi; Naini, Al Arofatus; Farabi, Kindi; Anwar, Risyandi
Molekul Vol 18 No 3 (2023)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20884/1.jm.2023.18.3.7900

Abstract

Sesquiterpenoids are terpenoid derivative compounds that have a diverse chemical structure and pharmacological effects. Sesquiterpenoids can be found in many plants of Aglaia which is the large source of natural compounds in the Meliaceae family. This research was aimed to elucidate the structure of sesquiterpenoids from the peel fruit of Aglaia cucullata and their cytotoxic activities against two human cancer cell lines. The n-hexane extract was separated and further purified by various chromatographic methods to yiled three sesquiterpenoids. The structure of these sesquiterpenoids were identified by spectroscopy analysis including MS, IR, 1H-NMR, 13C-NMR and DEPT as well as compared with spectral data which reported previously. The sesquiterpenoid compounds 1-3 were identified as spathulenol (1), alismol (2), and 10-oxo-isodauc-3-en-15-al (3). The cytotoxic activity of three sesquiterpenoid compounds were tested against HeLa cervical cancer cell and B16-F10 skin cancer cell using the PrestoBlue method. Compound 2 exhibited the highest activity against both HeLa and B16-F10 cancer cell lines with IC50 48.11 μg/mL and 57.05 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.
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.
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.
Co-Authors Ace Tatang Hidayat Achmad Zainuddin Ade Zuhrotun Agus Safari Agus Safari Agus Safari Agus Safari Al Arofatus Naini Anastasya Firdausi Andi Rahim Andre A. Sonda Anjari, Intan Hawina Annisa Abdiwijaya Qaromah Aprilia Permata Sari Asep Supriadin Asri Peni Wulandari Asri Peni Wulandari, Asri Peni Azmi Azhari, Azmi Azmi, Mohamad Nurul Celcius Waranmaselembun Christina Marpaung Dadan Sumiarsa Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati, Darwati, Darwati Dessy Yulyani Kurnia Dewa Gede Katja Dewa Gede Katja Dini Oktaviani DUDI RUNADI Erina Hilmayanti Euis Julaeha Euis Julaeha Evan Hadrian Faizah Maira Fajar, Mohamad Farabi, Kindi Ferry Ferdiansyah Sofian, Ferry Ferdiansyah Ghina Izdihar Gunawan, Latifah Hadi Kuncoro Hadi Kuncoro Harizon Harizon Herdanu Rizqullah Hersa Milawati Hersa Milawati Hersa Milawati Hideo Hayashi Hideo Hayashi Hideo Hayashi Hilmayanti, Erina Hutagaol, Ricson Pemimpin Ida Nur Farida Ida Nurfarida Ihsan Rahadian Intan Hawina Anjari Intan Rahmayanti Iqbal Wahyu Mustaqim Jamaludin Al-Anshori Julinton Sianturi Julinton Sianturi Kansy Haikal Karen Kezia Lolowang Khalijah Awang Khalijah Awang Khalijah Awang Khalijah Awang Khalijah Awang Khalijah Awang Khalijah Awang Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Mayshah Purnamasari Milawati, Hersa Moelyono Moektiwardoyo Mohamad Fajar Mohamad Fajar Mohamad Nurul Azmi Mohamad Nurul Azmi Mohamad Nurul Azmi Mohamad Nurul Azmi Mohamad Nurul Azmi bin Mohamad Taib Muchlis, Handi Nugraha Muhamad Nurul Azmi Muhammad Hanafi Muhammad Hanafi Mustaqim, Iqbal Wahyu Mustofa, Hidayat Nurul Nafiah, Mohamad Azlan Naini, Al Arofatus Nulelasari Nurlelasari Nunung Kurniasih Nunung Kurniasih Nunung Kurniasih, Nunung Nur Muhammad Miftah Nurabi Ferdiana Nurlelasari Nurlelasari Nurlelasari Nurlelasari Nurlelasari Nurlelasari Pratama, Galih Bayu Primahana, Gian Purbaya, Sari Purnama Purnama Purnama Purnama Purnama Purnama Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Rani Maharani Ricson Pemimpin Hutagaol Risyandi Anwar Rizky Abdulah Rizky Abdullah Ronauli Fitriana Safri Ishmayana Safriansyah, Wahyu Salam, Supriatno Sari, Aprilia Permata Shabarni Gaffar Shiono, Yoshihito Sianturi, Julinton Siska Mulya Octavia Siska Mulya Octavia Siti Hani Pratiwi Sofa Fajriah Sofa Fajriah Sofa Fajriah Srikandi, Srikandi Subekti Mauluddin Supriatno Salam Tiara Prima Amalya Tjandrawati Mozef Tri Mayanti Tri Mayanti Tri Mayanti Tri Mayanti Tri Mayanti Tri Mayanti Tri Mayanti Tri Mayanti Tri Mayanti Tri Mayanti Tri Mayanti Tri Mayanti Tri Mayanti Tri Mayanti Tri Mayanti Unang Supratman Vidia Afina Nuraini Winda Sukmawati Winda Sukmawati Yeni Mulyani Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yoshihito shiono Yoshihito Shiono Yoshihito Shiono