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All Journal VALENSI Jurnal Kimia (Journal of Chemistry) Bionatura Chimica et Natura Acta Indonesian Journal of Chemistry Molekul: Jurnal Ilmiah Kimia Makara Journal of Science Molekul: Jurnal Ilmiah Kimia
Ace Tatang Hidayat
Departemen Kimia Fakultas Matematika Dan Ilmu Pengetahuan Alam Universitas Padjadjaran
Agriculture, Biological Sciences & Forestry Biochemistry, Genetics & Molecular Biology Chemical Engineering, Chemistry & Bioengineering Chemistry Environmental Science Immunology & microbiology Materials Science & Nanotechnology

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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).
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.
Azadirone-Type Limonoids from the Fruit of Chisocheton lasiocarpus and Their Cytotoxic Activity Against MCF-7 Breast Cancer Lines Erina Hilmayanti; Nurlelasari Nurlelasari; Dewa Gede Katja; Ace Tatang Hidayat; Sofa Fajriah; Akhmad Darmawan; Unang Supratman; Mohamad Nurul Azmi; Yoshihito Shiono
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.2022.17.1.5593

Abstract

Limonoid is derivatives of triterpenoid compound that have a wide variety of structures due to various ring-opening, rearrangements, and high-degree of oxidation. Limonoid is known as compounds that have wide-range of biological activities, including anticancer activity. This research was aimed to determine the chemical structure and cytotoxic activity of limonoid in the n-hexane extract of Chisocheton lasiocarpus fruit. Dried powder of C. lasiocarpus fruit was extracted using methanol followed by fractionated using n-hexane, ethyl acetate, and n-butanol. Five azadirone-type limonoids, 6α-(acetoxy)-14β,15β-epoxyazadirone (1), dysobinin (2), 7α-acetylneotricilenone (3), 6α-O-acetyl-7-deacetylnimocinol (4), and 7α-hyroxyneotricilenone (5), were isolated from the n-hexane extract of Chisocheton lasiocarpus fruit. The chemical structure of all compounds was identified by spectroscopic analysis, including 1D, 2D-NMR, IR, UV and HR-TOF MS as well as by comparison with previous reported spectra data. Compounds 1-5 were investigated from this plant for first time. The cytotoxic activity of the isolated compounds against MCF-7 breast cancer line were examined and the results showed that 7α-hyroxyneotricilenone (5) showed the moderate activity with IC50 values of 53 μM
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.
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.
Co-Authors Achmad Zainuddin Achmad Zainuddin Ade Sholeh Hidayat Akhmad Darmawan Al Arofatus Naini Anastasya Firdausi 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 Dewa Gede Katja Dewi Astrid DUDI RUNADI Erina Hilmayanti Euis Julaeha Fajar Fauzi Abdullah Fajar Fauzi Abdullah Farabi, Kindi Febrianti, Inky Ferry Ferdiansyah Sofian, Ferry Ferdiansyah Gunawan Gunawan Gunawan, Latifah Hadi Kuncoro Harizon Harizon Hasbilla, Raihan Fathurrahman Herdanu Rizqullah Hersa Milawati Hersa Milawati Hidayat, Ade Sholeh Hilmayanti, Erina Ida Nur Farida Ida Nurfarida Ihsan Rahadian Ika Wiani Iman Permana Maksum Iman Rahayu Inky Febrianti Intan Hawina Anjari 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 Kindi Farabi Kindi Farabi Mohamad Fajar Mohamad Nurul Azmi Mohamad Nurul Azmi 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 Ricson Pemimpin Hutagaol Risyandi Anwar Rita Mulyasari Rizky Abdulah Ronny Lesmana Rurini Retnowati Saadah Diana Rachman Safri Ishmayana Safriansyah, Wahyu Salam, Supriatno Salam, Supriyanto Sandra Amalia Riyadi Shiono, Yoshihito Siska Mulya Octavia Siska Mulya Octavia Sofa Fajriah 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