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Flavonoid Compounds from the Bark of Aglaia eximia (Meliaceae) Sianturi, Julinton; Purnamasari, Mayshah; Mayanti, Tri; Harneti, Desi; Supratman, Unang; Awang, Khalijah; Hayashi, Hideo
Makara Journal of Science Vol. 19, No. 1
Publisher : UI Scholars Hub

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Abstract

Three flavonoid compounds, kaempferol (1), kaempferol-3-O-α-L-rhamnoside (2), and kaempferol-3-O-β-D-glucosyl-α-L-rhamnoside (3), were isolated from the bark of Aglaia eximia (Meliaceae). The chemical structures of compounds 1–3 were identified with spectroscopic data, including UV, IR, NMR (1H, 13C, DEPT 135°, HMQC, HMBC, 1H-1H-COSY NMR), and MS, as well as a compared with previously reported spectra data. All compounds were evaluated for their cytotoxic effects against P-388 murine leukemia cells. Compounds 1–3 showed cytotoxicity against P-388 murine leukemia cells with IC50 values of 1.22, 42.92, and >100 mg/mL, respectively
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).
Cytotoxic Triterpenoid from the Stembark of Chisocheton celebicus (Meliaceae) Katja, Dewa Gede; Farabi, Kindi; Harneti, Desi; Mayanti, Tri; Supratman, Unang
Makara Journal of Science Vol. 21, No. 1
Publisher : UI Scholars Hub

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Plants belonging to the Chisocheton genus are a rich source of tetracylic triterpenoids with diverse biological activities. Two triterpenoid compounds,dammar-20,24-dien-3-one (1) and 3β-hydroxy-tirucall-7-en (2) were isolated from the stembark of Chisocheton celebicus. The chemical structures of compounds 1 and 2 were identified by spectroscopic data, including IR, NMR (1H, 13C, DEPT 135°, HMQC, HMBC, 1H-1H COSY), and MS, and they were compared with previously reported spectral data. Compounds 1 and 2 were evaluated for their cytotoxic effects against P-388 murineleukemia cells. The compounds showed cytotoxicity against P-388 murine leukemia cells, with IC50 values of 30.2 and 4.3 μg/mL, respectively.
Nimonol from Chisocheton macrophyllus (Meliaceae) Seeds and Their Cytotoxic Activity against P-388 Leukaemia Cells Nurlelasari Nurlelasari; Desi Harneti P. Huspa; Rani Maharani; Darwati Darwati; Tri Mayanti; Kindi Farabi; Muhammad Hanafi; Unang Supratman
Jurnal Kimia Valensi Jurnal Kimia VALENSI Volume 8, No. 2, November 2022
Publisher : Syarif Hidayatullah State Islamic University

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.15408/jkv.v8i2.27782

Abstract

The Chisocheton genus belongs to the Meliaceae family which produces various structures and activities of compounds, such as antimalarial, antimicrobial, antitumor, anti-inflammatory, and cytotoxic. This plant has 53 species that are spread in tropical and sub-tropical forests, including Indonesia. Chisocheton plants have been known as plants that produce limonoids, namely triterpenoid compounds that have been modified to lose four terminal carbons (tetranortriterpenoids). One of the species whose phytochemical reports are still few and interesting for research on limonoid content is Chisocheton macrophyllus. Chisocheton macrophyllus is a tall plant that grows in the rainforest in the northern part of the island of Sulawesi, Indonesia, has the regional name ma aa, gula, pasak lingga, gending, ta suea, bekak, or pithraj tree. This paper will describe a limonoid compound, namely nimonol which has been isolated from Chisocheton macrophyllus. Nimonol is known to have the molecular formula C28H36O5 from a group of havanensin. The structure was determined by spectroscopic methods UV, IR, 1D-NMR (1H-NMR, 13C-NMR, and DEPT), 2D-NMR (1H-1H COSY, HMQC, and HMBC), and mass spectroscopy.
Total Synthesis of a Reversed-Bacicyclin Using a Combination of Solid- and Solution-Phase Methods Rani Maharani; Anastasya Firdausi; Tri Mayanti; Desi Harneti; Nurlelasari Nurlelasari; Safri Ishmayana; Kindi Farabi; Unang Supratman; Ace Tatang Hidayat
Indonesian Journal of Chemistry Vol 22, No 4 (2022)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.22146/ijc.72956

Abstract

Bacicyclin is a cyclic hexapeptide with antibacterial activity against Enterococcus faecalis and Staphylococcus aureus with minimum inhibition concentration (MIC) values of 8 and 12 µM, respectively. Studies on a reversed sequence of bacicyclin were conducted to investigate how the reversed peptide sequence affects its biological properties. A reversed-bacicylin, cyclo-(Gly-Leu-Val-Ile-Ala-Phe), was successfully synthesized by constructing the linear precursor on 2-chlorotrityl chloride resin using a Fmoc-based strategy. The HATU/HOAt reagent was applied in all peptidic bond formations, and the desired linear hexapeptide (82% yield) was cleaved off the resin using a mixture of trifluoroacetic acid:dichloromethane (2:8). The linear peptide was cyclized using 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium-3-oxidehexa-fluorophosphate (HATU) as a coupling agent and diisopropylethylamine (DIPEA) as the base in a very dilute solution (0.001 M) in dichloromethane, then purified by octadecyl silica gel (ODS) column chromatography to obtain the reversed-bacicyclin (43.7% yield). The purity of the cyclic product was analyzed using analytical RP-HPLC (tR = 20.01 min), and characterized by HR-TOF-MS, 1H-NMR, and 13C-NMR. The biological activity of the reversed-bacicyclin is much lower compared to bacicyclin, indicating that the amino acid sequence of the cyclopeptide dictates the antibacterial activity. This finding gives additional information on the relationship between peptide sequence and biological properties.
Steroids from Atactodea striata and Their Cytotoxic Activity against MCF-7 Breast Cancer Cell Lines Evan Hadrian; Aprilia Permata Sari; Tri Mayanti; Desi Harneti; Rani Maharani; Darwati Darwati; Kindi Farabi; Unang Supratman; Celcius Waranmaselembun; Supriatno Salam; Sofa Fajriah; Muhamad Nurul Azmi
Indonesian Journal of Chemistry Vol 23, No 1 (2023)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.22146/ijc.76438

Abstract

Marine environment is known as a source of potential steroids with multiple biological activities, one of which is an anticancer agent. Atactodea striata are one of the seashells distributed in Indonesia located in the Kei Islands, Southeast Maluku. During the course of our continuing search for biologically active substances from Indonesia seashells, seven steroids have been isolated from the n-hexane fraction of A. striata and they were identified as 7β-hydroxy-sitosterol (1), campesterol (2), β-sitosterol (3), cholesterol (4), 5α,8α-epidioxycholest-6-en-3-β-ol (5), 7-keto-cholesterol (6), and 7α-hydroxy-cholesterol (7). The structure was identified by spectroscopic methods including 2D NMR techniques, FTIR, HRTOFMS, and chemical shift comparison with previously reported spectral data. Compounds 1-7 were evaluated for their cytotoxic effects against MCF-7 breast cancer cells and showed weak or no anticancer activity.
Terpenoids from the Stem bark of Aglaia elaeagnoidea and their cytotoxic activity against HeLa and DU145 Cancer Cell lines Dini Oktaviani; Winda Sukmawati; Kindi Farabi; Desi Harneti; Nurlelasari Nurlelasari; Darwati Darwati; Rani Maharani; Tri Mayanti; Agus Safari; Unang Supratman
Molekul Vol 17 No 1 (2022)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20884/1.jm.2022.17.1.5594

Abstract

Aglaia is the largest genus of the Meliaceae family which contains terpenoid compounds. This type of compounds showed a diverse structures and biological activities that can be found in natural resources. Aglaia elaeagnoidea is a species from Aglaia genus that only has a few previous research. This study was aimed to isolate and determine the chemical structure of terpenoid compounds from the ethyl acetate extract of A. elaeagnoidea stem bark. Ethyl acetate extracts were separated and purified by various chromatographic techniques to obtain compounds 1-5. Compounds 1-5 were identified their chemical structures by spectroscopic methods (IR, MS, and NMR) and comparison with previous reported spectral data. Compounds 1 and 2 were identified as eudesmane-type sesquiterpenoids, 5-epi-eudesm-4(15)-ene-1β,6β-diol (1) and 6α-Hydroxy-eudesm-4(15)-en-1-one (2). Compounds 3-5 were identified as dammarane-type triterpenoids, 20S,24S-epoxy-25-hydroxydammarane-3-one (3), 20S,24S-epoxydammarane-3α,25-diol (4), and 3α-epi-cabraleahydroxy lactone (5). These compounds are first time reported from this plant. Compounds 1-5 were tested for cytotoxicity against HeLa cervical cancer cell and DU145 prostate cancer cell and as a result, compound 4 (20S,24S-epoxydammarane-3α,25-diol) showed the stronger activity compared to other compounds.
Triterpenoids from the Stem Bark of Aglaia cucullata (Meliaceae) and Their Cytotoxic Activity against A549 Lung Cancer Cell Line Desi Harneti; Iqbal Wahyu Mustaqim; Darwati Darwati; Al Arofatus Naini; Purnama Purnama; Erina Hilmayanti; Tri Mayanti; Nurlelasari Nurlelasari; Shabarni Gaffar; Rani Maharani; Kindi Farabi; Unang Supratman; Sofa Fajriah; Mohamad Nurul Azmi; Yoshihito Shiono
Indonesian Journal of Chemistry Vol 23, No 4 (2023)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.22146/ijc.78748

Abstract

The Aglaia species, which contains triterpenoids, is the most numerous in the Meliaceae family. The A. cucullata species, of which there are only a few known examples, has received scant research attention. This investigation aims to identify triterpenoids in an n-hexane preparation of A. cucullata stem bark and evaluate their effects against the A549 lung cancer cell line. Five dammarane-type triterpenoids were isolated from the A. cucullata trunk bark, which is (1) (20S)-20-hydroxydammar-24-en-3-one, (2) cabraleone, (3) cabralealactone, (4) eichlerianic acid, and (5) (+)-fouquierol. Their chemical structures were determined using infrared, high-resolution mass spectrometry, and nuclear magnetic resonance, as well as through data comparison of the reported compounds. Compound 1 was priorly separated from the Aglaia genus, compounds 2–4 were first isolated from the A. cucullata species, and compound 5 has been reportedly isolated from the Meliaceae family and the Aglaia genus. All substances were tested for their lethal potential against the A549 lung cancer cell type. A seco structure in the A ring of dammarane-type triterpenoid might play an important part in the lethal activity of component 4, which showed the greatest activity with an IC50 value of 32.17 µM against the A549 lung cancer cell line.
Havanensin-type Limonoids from the Stem Bark of Chisocheton pentandrus (Meliaceae) Dudi Runadi; Purnama Purnama; Supriatno Salam; Nulelasari Nurlelasari; Desi Harneti; Tri Mayanti; Rani Maharani; Unang Supratman; Yoshihito Shiono
Journal of Mathematical and Fundamental Sciences Vol. 54 No. 3 (2023)
Publisher : Directorate for Research and Community Services (LPPM) ITB

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.5614/j.math.fund.sci.2023.54.3.2

Abstract

A new limonoid, belonging to the havanensin-type, called pentandricine E (1), alongside four other known types, i.e., trichilenone acetate (2), toonaciliatones C (3), 11α-acetoxyazadirone (4) and ceramicine I (5), were found in Chisocheton pentandrus stem bark. The structures of the isolated 1-5 were identified by NMR spectroscopy and HRTOFMS. Pentandricine E (1) displayed the highest cytotoxicity toward the MCF-7 breast cancer line with an IC50 value of 63.27 ± 0.21 mM.
Steroid dari Kulit Batang Aglaia glabrata dan Aktivitas Sitotoksinya terhadap Sel Kanker Leukemia P-388 Risyandi Anwar; Desi Harneti; Vidia Afina Nuraini; Faizah Maira; Nurlelasari Nurlelasari; Tri Mayanti; Rani Maharani; Unang Supratman; Khalijah Awang
Chimica et Natura Acta Vol 11, No 2 (2023)
Publisher : Departemen Kimia

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.24198/cna.v11.n2.48980

Abstract

Steroid saponin baru, b-sitosterol-3-O-beta-D-galaktopiranosil-(1-4)-beta-D-glukopiranosida (1), bersama dengan empat steroid yang diketahui (2-5) diisolasi dari kulit batang dari Aglaia glabrata. Struktur kimia senyawa baru dijelaskan berdasarkan data-data spektroskopi. Semua senyawa diuji aktivitas sitotoksiknya terhadap sel kanker leukemia murine P-388. Diantara senyawa yang diisolasi tersebut, stigmasterol (4) menunjukkan aktivitas sitotoksik terkuat dengan nilai IC50 sebesar 12.2 mg/mL.
Co-Authors Ace Tatang Hidayat Ace Tatang Hidayat 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 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 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 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