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Sesquiterpenoid Compounds from The Stembark of Aglaia minahassae (Meliaceae) Nunung Kurniasih; Hersa Milawati; Mohamad Fajar; Ace Tatang Hidayat; Rizky Abdulah; Desi Harneti; Unang Supratman; Mohamad Nurul Azmi
Molekul Vol 13, No 1 (2018)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (370.996 KB) | DOI: 10.20884/1.jm.2018.13.1.410

Abstract

Two sesquiterpenoid compounds, 4(15)-eudesmen-1b,6a-diol (1) and spathulenol (2) have been isolated from the stembark of Aglaia minahassae belong to Meliaceae family. The chemical structures of 1 and 2 were identified on the basis of spectroscopic evidence including UV, IR, NMR 1D, NMR 2D as well as mass spectra and by comparison with those previously reported spectra data. This compounds were isolated from this plant for the first time.
A New Limonoid from the Seeds of Chisocheton lasiocarpus (Meliaceae) Ronauli Fitriana; Nurlelasari Nurlelasari; Darwati Darwati; Desi Harneti; Rani Maharani; Tri Mayanti; Unang Supratman
ALCHEMY Jurnal Penelitian Kimia Vol 17, No 2 (2021): September
Publisher : UNIVERSITAS SEBELAS MARET (UNS)

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20961/alchemy.17.2.44782.219-226

Abstract

 A New Limonoid from the Seeds of Chisocheton lasiocarpus (Meliaceae). Chisocheton is one of Meliaceae genus, which has about 53 species spreading in subtropical and tropical regions. One of the species is Chisocheton lasiocarpus. Chisocheton is rich in limonoids that have various biological activities such as anticancer, antimalarial, anti-inflammatory, antifeedant, antiviral, neuroprotective, and antimicrobial properties. This study aims to isolate limonoids from the seeds of C. lasiocarpus, and determine the structures. The dry powder of seeds of C. lasiocarpus (203.75 g) was macerated with subsequent n-hexane, ethyl acetate, and methanol. Extract of ethyl acetate was separated and purified using chromatography methods until a new limonoid, lasiocarpines (1) and one known limonoid, 14β,15β-epoxynimonol (2) were obtained. The purification process was guided by Ehrlich reagent. The chemical structures were identified by UV, IR, 1H-NMR, 13C-NMR, 2D NMR, and mass spectrometry.
Cytotoxic Triterpenoids from the Stembark of Aglaia argentea (Meliaceae) Ace Tatang Hidayat; Kindi Farabi; Desi Harneti; Nurlelasari Nurlelasari; Rani Maharani; Ida Nurfarida; Unang Supratman; Yoshihito Shiono
Indonesian Journal of Chemistry Vol 18, No 1 (2018)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (446.817 KB) | DOI: 10.22146/ijc.25052

Abstract

Four dammarane-type triterpenoid compounds, dammar-24-en-3a-ol (1), 3-epi-cabraleahydroxy lactone (2), (E)-25-hydroperoxydammar-23-en-3b,20-diol (3), and dammar-24-en-3β,20-diol (4), were isolated from the methanolic extract of the stembark of Aglaia argentea. Compounds 1-4 were isolated for first time from this plant. The structure of isolated compounds were elucidated by spectroscopic methods including one and two-dimensional NMR as well as mass spectrometric analysis. Compounds, 1-4, along with a known synthetic analog, 20-hydroxy-dammar-24-en-3-on (5), were evaluated their cytotoxic activity against P-388 murine leukemia cells in vitro. The IC50 values of compounds, 1-5 were 9.09 ± 0.10, 68.53 ± 0.08, 5.89 ± 0.08, 22.40 ± 0.11, and 11.53 ± 0.08 µg/mL, respectively. Among the dammarane-type triterpenoids, compounds 1, 3, 4 and 5 having opened side chain showed the stronger activity, wheres compound 2 with cyclic side chain showed weak or no activity. In addition, compound 3 showed strongest activity, indicate that hydroperoxy group at side chain increase cytotoxic activity.
Cytotoxic Sesquiterpenoids from the Stem Bark of Aglaia harmsiana (Meliaceae) Hersa Milawati; Winda Sukmawati; Desi Harneti; Rani Maharani; Nurlelasari Nurlelasari; Ace Tatang Hidayat; Darwati Darwati; Unang Supratman; Yoshihito Shiono
Indonesian Journal of Chemistry Vol 20, No 6 (2020)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (5103.197 KB) | DOI: 10.22146/ijc.47808

Abstract

Three aromadendrane-type sesquiterpenoids, spathulenol (1), 4β,10α-dihydroxyaromadendrane (2), and 4α,10α-dihydroxyaromadendrane (3) were isolated from the stem bark of Aglaia harmsiana (Meliaceae). Compound 3 was isolated for the first time from Aglaia genus. The chemical structures of isolated compounds were elucidated by various spectroscopic methods, including one and two-dimensional NMR, as well as mass spectroscopy analysis. These sesquiterpenoids 1-3 were evaluated for their cytotoxic activity against MCF-7 breast cancer cell lines. The IC50 value of compound 1-3 were 31.65 ± 0.1, 8.41 ± 0.04 and 2.80 ± 0.02 µM, respectively. Among the aromadendrane-type sesquiterpenoids, compounds 2 and 3, which do not have a double bond, showed higher activity than compound 1. Whereas, compound 3 showed the strongest activity indicate that α configuration of hydroxyl group increases the cytotoxic activity.
Sesquiterpenoids from the Stem Bark of Aglaia simplicifolia and Their Cytotoxic Activity against B16-F10 Melanoma Skin Cancer Cell Ghina Izdihar; Al Arofatus Naini; Desi Harneti; Rani Maharani; Nurlelasari Nurlelasari; Tri Mayanti; Agus Safari; Kindi Farabi; Unang Supratman; Mohamad Nurul Azmi; Yoshihito Shiono
Indonesian Journal of Chemistry Vol 21, No 6 (2021)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.22146/ijc.68383

Abstract

Four sesquiterpenoid derivatives, i.e., 4β,10α-dihydroxyaromadendrane (1), caryophyllenol-II (2), senecrassidiol (3), and clovane-2β,9α-diol (4) have been isolated from the stem bark of Aglaia simplicifolia. The chemical structures of compounds 1-4 were determined based on spectroscopic data, including one and two-dimensional NMR and mass spectroscopy. In addition, these sesquiterpenoids 1-4, were also tested for their cytotoxic activity against B16-F10 melanoma skin cancer cell lines through in vitro assay. Among the isolated compounds 1-4, compound 1 showed the highest activity with an IC50 value of 44.8 μg/mL, suggesting the presence of a cyclopropane ring that plays an essential role in cytotoxic activity against B16-F10 melanoma skin cancer cell lines.
Senyawa Steroid dari Kulit Batang Chisocheton macrophyllus Nurlelasari Nurlelasari; Desi Harneti; Rani Maharani; Tri Mayanti; Darwati Darwati; Unang Supratman
Jurnal Sains dan Terapan Kimia Vol 13, No 1 (2019)
Publisher : Program Studi Kimia, Universitas Lambung Mangkurat

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (592.08 KB) | DOI: 10.20527/jstk.v1i1.5916

Abstract

Salah satu tumbuhan famili Meliaceae yang tumbuh di hutan tropik Indonesia adalah Chisocheton. Tumbuhan ini merupakan genus terbesar kedua setelah Aglaia, dengan 50 spesies yang terdistribusi di daerah tropis dan subtropik seperti India, Thailand, Malaysia, dan Indonesia. Genus Chisochetondilaporkan mempunyai senyawa-senyawa dengan kerangka limonoid dengan modifikasi cincin yang beragam, triterpenoid, steroid, dan fenil propanoid yang beraktivitas antimalaria, antimikroba, sitotoksik, antitumor dan anti-inflamasi. Tumbuhan Chisochetontelah dilaporkan mengandung senyawa triterpenoid yang memiliki aktivitas antitumor. Dalam penelitian berkelanjutan kami untuk mencari metabolit sekunderdari tumbuhan ChisochetonIndonesia, telah ditemukan dua senyawa steroid yaitu 7β-metoksi-3β-sitosterol (1), stigmast-5-en-3β-ol (2). Duasenyawa steroid ini diisolasi dari kulit batang C. macrophyllusdengan  menggunakan metode ekstraksi dan dimurnikan dengan berbagai metode kromatografi. Struktur kimia kedua senyawa ditetapkan berdasarkan data spektroskopi dan perbandingan data spektra yang diperoleh sebelumnya.   Kata Kunci:  Meliaceae, Chisocheton macrophyllus, Steroid,7β-metoksi-3β-sitosterol, stigmast-5-en-3β-ol.
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.
Anti-Cancer Assessment of a Ramie (Boehmeria nivea L. Gaud.) Leaf Extract Using Mcf-7 Cell Line and a Yeast-Based Bioassay Asri Peni Wulandari; Annisa Abdiwijaya Qaromah; Karen Kezia Lolowang; Desi Harneti Putri Huspa; Ade Zuhrotun
Indonesian Journal of Medical Sciences and Public Health Vol 2 No 1 (2021)
Publisher : Future Science

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (562.518 KB) | DOI: 10.11594/ijmp.02.01.01

Abstract

Introduction: One strategy for molecular cancer therapy is to know the key mechanism of cytotoxic compounds that can kill cancer cells. Ramie (Boehmeria nivea L. Gaud.) leaves contain active compounds that have important effects on cancer chemoprevention. Objective: To obtain the active fraction of a Ramie leaf extract in inhibiting the proliferation of MCF-7 breast cancer cell lines and to determine the mechanism of apoptosis induction using MCF-7 and Saccharomyces cerevisiae strains 1140, 1353, and 1138. Method: Fractions were prepared using n-hexane, dichloromethane (CH2Cl2), ethyl acetate, and n-butanol as solvents. All fractions were tested qualitatively through phytochemical. The MTT-based cytotoxicity assay used MCF-7 (in vitro) to obtain the IC50 value, whereas the model system that targets the enzymatic (topoisomerase) used a yeast-based bioassay to obtain the IC12 value. Apoptotic induction of the active fraction in MCF-7 was performed using flow cytometry and qPCR (2-ΔΔCt method). Results: The phytochemical analysis indicated that the extract fraction consisted of alkaloids and steroids. The smallest IC50 value was obtained from the CH2Cl2 fraction as 3.79 g/mL, potentially act as an anticancer. A higher percentage of apoptosis than that of necrotizing cells and live cells was observed through flow cytometry. The CH2Cl2 fraction with an IC12 value < 8000 in strains 1140, 1353, and 1138 consistently showed the mechanism of apoptosis induction as topoisomerase I and II inhibitors. Also, another mechanism could be through the intrinsic pathway, indicated by the highest expression level in p53. Conclusions: The CH2Cl2 fraction of Ramie leaves can inhibits the proliferation of MCF-7 cells in the active and strong categories. The CH2Cl2 fraction induces apoptosis by increasing p53 gene expression and inhibiting topoisomerase I and II. Thus, it showed potential as an anticancer drug candidate.
Antioxidant Constituents from the Bark of Aglaia eximia (Meliaceae) Sianturi, Julinton; Farabi, Kindi; Mayanti, Tri; Harneti, Desi; Darwati,; Supratman, Unang; Awang, Khalijah; Hayashi, Hideo
Makara Journal of Science Vol. 20, No. 1
Publisher : UI Scholars Hub

Show Abstract | Download Original | Original Source | Check in Google Scholar

Abstract

The genus Aglaia is a a rich source of different compounds with interesting biological activities. A part of our continuing search for novel biologically active compounds from Indonesia Aglaia plants, the ethyl acetate extract of bark of Aglaia eximia showed significant antioxidant activity. Four antioxidant compounds, kaempferol (1), kaempferol-3-O-α-L-rhamnoside (2), kaempferol-3-O-β-D-glucoside (3) and kaempferol-3-O-β-D-glucosyl-(1→4)-α-L-rhamnoside (4) were isolated from the bark of Aglaia eximia (Meliaceae). The chemical structures of compounds 1-4 were identified on the basis of spectroscopic datas including UV, IR, NMR and MS along with by comparison with those spectra datas previously reported. All compounds showed DPPH radical-scavenging activity with IC50 values of 1.18, 6.34, 8.17, 10.63 mg/mL, respectively.
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