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Eudesman-Type Sesquiterpenoids from Stem Bark Dysoxylum gaudichaudianum and Cytotoxic Evaluation Against Human HeLa Cervical Cancer Maira, Faizah; Naini, Al Arofatus; Mayanti, Tri; Farabi, Kindi; Fajriah, Sofa; Retnowati, Rurini; Supratman, Unang
Jurnal Kimia Valensi Jurnal Kimia VALENSI, Volume 11, No. 2, November 2025
Publisher : Department of Chemistry, Faculty of Science and Technology Syarif Hidayatullah Jakarta State Islamic University

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.15408/jkv.v11i2.46788

Abstract

Two eudesmane-type sesquiterpenoids were isolated from the stem bark of Dysoxylum gaudichaudianum: 6α-hydroxy-eudesm-4(15)-en-1-one (1) and eudesm-4(15),7-dien-1β-ol (2). This study represents the first report of these compounds not only from D. gaudichaudianum but also from the genus Dysoxylum. The cytotoxic potential of two sesquiterpenoids was assessed against human cervical carcinoma (HeLa) cells employing the Resazurin-based PrestoBlue assay. Using cisplatin as a positive control, compound 1 exhibited moderate cytotoxicity with an IC₅₀ of 28.04 µM, whereas compound 2 showed comparatively weaker activity, with an IC₅₀ of 58.37 µM. Their structures were elucidated through comprehensive spectroscopic analyses, including HR-ESI-MS, ¹H NMR, and ¹³C NMR. Structure–activity relationship analysis indicates that hydroxylation at C-6 enhances cytotoxic activity, whereas the C-6/C-7 olefinic moiety reduces potency, likely due to increased molecular rigidity, highlighting key structural features for activity modulation in the eudesmane scaffold.
Studi In Silico Aktivitas Senyawa Steroid Terhadap Antikanker Payudara Menggunakan Estrogen Alfa (ER-α) Nurlelasari, Nurlelasari; Widyana, Almas; Julaeha, Euis; Hardianto, Ari; Huspa, Desi Harneti Putri; Maharani, Rani; Mayanti, Tri; Darwati, Darwati; Hanafi, Muhammad; Supratman, Unang
ALCHEMY Jurnal Penelitian Kimia Vol 19, No 1 (2023): March
Publisher : UNIVERSITAS SEBELAS MARET (UNS)

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20961/alchemy.19.1.62384.44-52

Abstract

Kanker payudara merupakan penyebab kedua terbanyak kematian pada wanita akibat kanker setelah kanker paru-paru di seluruh dunia. Steroid merupakan kelompok senyawa aktif yang diantaranya berhasil diisolasi dari genus Chisocheton yang dilaporkan memiliki aktivitas melawan sel kanker payudara MCF-7. Tujuan penelitian ini adalah untuk mengetahui interaksi senyawa steroid terhadap estrogen alfa (ER-α) melalui metode in silico, yaitu penambatan molekul. Pemodelan struktur tiga dimensi (3D) senyawa steroid dilakukan dengan memperhatikan keadaan terprotonasinya pada pH 7,4. Metode in silico divalidasi melalui penambatan ulang struktur kristal ER-α, hingga diperoleh nilai RMSD < 2 Å, dengan program AutoDock 4.2.6. Dengan program yang sama, senyawa-senyawa steroid ditapis dengan metode penambatan molekul. Hasil penapisan menghasilkan nilai energi bebas dari kedua senyawa steroid yaitu -10,08 kkal/mol (7α-hidroksi-β-sitosterol) dan -10,75 kkal/mol (stigmast-5-en-3β-ol), yang nilainya lebih baik dari estradiol (-9,62 kkal/mol), sebagai ligan alami ER-α. Kedua senyawa ini berpotensi untuk menginhibisi estrogen alfa, dimana senyawa stigmast-5-en-3β-ol memiliki potensi yang lebih besar karena nilai energi bebasnya lebih rendah. Hal ini menandakan bahwa modifikasi struktur senyawa mampu mengubah nilai energi ikatan dan interaksi antara ligan dan reseptor.In Silico Study of Steroid Compound Activity Against Breast Cancer Using Estrogen Alpha (ER-α). Breast cancer is the second worldwide leading cause of cancer death in women after lung cancer. Steroids are a group of active compounds isolated from the Chisocheton genus that has activity against MCF-7 breast cancer cells. This study aimed to determine the interaction activity of steroid compounds against alpha estrogen receptor (ER-α) through in silico method specifically mlecular docking. The modeling of the three-dimensional structure (3D) of steroid compounds was performed by considering their protonation states at pH 7.4. The in silico method was validated by redocking the crystal structure of ER-α until obtaining an RMSD value < 2 Å, using the AutoDock 4.2.6 program. Steroids compounds were screened with the same program namely the molecular docking method. Screening results show that the free energy values of the steroid compounds were -10.08 kcal/mol (7α-hydroxy-β-sitosterol) and -10.75 kcal/mol (stigmast-5-en-3β-ol), which are stronger than estradiol (-9.62 kcal/mol) as native ligand of ER-α. Both of these compounds can inhibit the alpha estrogen receptor, in which the stigmast-5-en-3β-ol compound has a greater potential because of its lower free energy value. This finding indicates that modification of the compound's structure could change the binding energy value and interaction between ligands and receptors.
Triterpenoids from The Bark of Garcinia porecta and their Cytotoxic Activity against MCF7 Breast Cancer Lines Darwati Darwati; Alya Tsamrotul; Tati Herlina; Tri Mayanti; Nurlelasari Nurlelasari; Kansy Haikal; Unang Supratman
ALCHEMY Jurnal Penelitian Kimia Vol 15, No 1 (2019): March
Publisher : UNIVERSITAS SEBELAS MARET (UNS)

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20961/alchemy.15.1.20262.1-9

Abstract

The Garcinia genus is a well known tropical plant in the Indo-Malesiana region and mainly distributed in tropical countries including Indonesia, Thailand, and Malaysia. Previous phytochemical studies on Garcinia species have led to the identification and isolation of mainly prenylated xanthones. This research describes the isolation and structure elucidation of isolated triterpenoids compounds from the bark of Garcinia porecta. Dried powder bark of G. porecta was extracted with methanol and then partitioned with n-hexane, ethyl acetate, and n-butanol. The n-hexane extract then was separated and purified with chromatography techniques to obtain isolated compounds 1 and 2. The chemical structure of isolated compounds was elucidated by spectroscopic methods including one and two-dimensional NMR as well as high-resolution mass spectrometric analysis and identified as lanosterol (1) dan arabidiol (2), respectively. These triterpenoids were isolated from this plant for the first time. Compound 1 and 2 showed weak cytotoxic activity against MCF-7 breast cancer cells with IC50 values of 60.09 dan 46.17 µM, respectively.
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.
Co-Authors Abdillah, Lutfi Ace Tatang Hidayat Achmad Zainuddin Aditya Seiza Wibisono Agus Safari Agus Safari Agus Safari Agus Susanto Ahmad Darmawan Ajeng Diantini, Ajeng Al Arofatus Naini Alya Tsamrotul Andre A. Sonda Aneu Wahyuni Anindyta, Annisa Anjari, Intan Hawina Annisa Anindyta Aoliya, Salwa Rohmatul Aprilia Permata Sari Ari Hardianto Azmi, Mohamad Nurul Azzahra, Fathia Celcius Waranmaselembun Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati Darwati, Darwati, Darwati Deden Indra Dinata Deden Indra Dinata, Deden Indra Desak Made Malini Desi Harneti Putri Huspa Dewa Gede Katja Dikdik Kurnia Dini Oktaviani DUDI RUNADI Elizabeth Fitriana Sari Endah Yulia Erina Hilmayanti Euis Julaeha Euis Julaeha Evan Hadrian Faizah Maira Fajar Fauzi Abdullah Farabi, Kindi Ferry Ferdiansyah Sofian, Ferry Ferdiansyah Fidela Histiya Gunawan Ghina Izdihar Gunawan, Latifah Harizon Harizon Hideo Hayashi Hideo Hayashi Hideo Hayashi Hikmat Kasmara Hilmayanti, Erina Indri Indriyani Indriyani, Indri Iqbal Wahyu Mustaqim Isramiharti Isramiharti Jamaluddin Al Anshori Jamaludin Al-Anshori Julinton Sianturi Julinton Sianturi Julita Nahar Kansy Haikal Kautsari, Arsi Khalijah Awang Khalijah Awang Khalijah Awang Khalijah Awang Khalijah Awang Khlaijah Awang Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kindi Farabi Kusumiyati Lutfi Abdillah Madihah Madihah Maira, Faizah Mayshah Purnamasari Melanie Melanie Mia Miranti Rustama Mohamad Nurul Azmi Mohamad Nurul Azmi Mohamad Nurzaman Muchlis, Handi Nugraha Muhamad Nurul Azmi Muhammad Andry Muhammad Hanafi Muhammad Hanafi Mustaqim, Iqbal Wahyu Mustofa, Hidayat Nurul Nabila Maudi Nafiah, Mohamad Azlan Naini, Al Arofatus Noor Istifadah Nur Insani Amir Nurcahyanti, Ois Nurjihan, Khansa Nurlelasari Nurlelasari Nurlelasari Nurul Qomarilla Ois Nurcahyanti Purnama Purnama Purnama Purnama Qomarilla, Nurul Rani Maharani Rani Maharani Reina Yulianti Reina Yulianti Yulianti Rida Evalina Tarigan Rika Meliansyah Risyandi Anwar Riza Yulisar Romundza, Febbry Ronauli Fitriana Ronny Lesmana Rurini Retnowati Salam, Supriatno Sandra Amalia Riyadi Setiani, Cahya Shabarni Gaffar Shiono, Yoshihito Sianturi, Julinton Siska Elisahbet Sinaga Siva Siti Patimah Sofa Fajriah Sofa Fajriah Sofa Fajriah Sofa Fajriah Sri Hartati Sri Purwani Sri Rejeki Rahayuningsih Supriatno Salam Surbakti, Chemayanti Sylvia Rachmawati Meilanie Tati Herlina Tenny Putri Wikayani Tenny Putri Wikayani, Tenny Putri Unang Supratman Vidia Afina Nuraini Vita Novianti Wahyuni, Aneu Wawan Hermawan Wawan Hermawan Wibisono, Aditya Seiza Widyana, Almas Winda Sukmawati Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yoshihito Shiono Yulisar, Riza Zahidah Nurulhaq Zulfikar Zulfikar