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Flavonoids from Limau Peel (Citrus amblycarpa (Hassk.) Ochse) and Their Antioxidant Activity Kristin Shinta Dewi; Euis Julaeha; Kindi Farabi; Unang Supratman
Molekul Vol 17 No 2 (2022)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20884/1.jm.2022.17.2.5430

Abstract

Citrus amblycarpa (Hassk.) Ochse is an endemic Indonesian plant from West Java. This study aims to determine the chemical structure of the flavonoid compounds of C. amblycarpa peel ethanol extract and their antioxidant activity. Three flavonoid compounds, namely 5-hydroxy-3',4',6,7,8-pentamethoxyflavone (1), 8-hydroxy-3,3',4',5,6,7-hexamethoxyflavone (2), and 3',4',5,6,7,8-hexamethoxyflavone (3), were isolated for the first time from the ethanol extract of C. amblycarpa peel. Their chemical structure was determined by spectroscopic methods (MS, IR, 1H-NMR, 13C-NMR, and DEPT) and compared with previous reported spectral data. Furthermore, these compounds were evaluated for their antioxidant activity using the DPPH method. The results showed that 8-hydroxy-3,3',4',5,6,7-hexamethoxyflavone (2) has the highest antioxidant activity with IC50 value of 121.09 ± 0.24 ppm.
Studi In Silico Aktivitas Senyawa Steroid Terhadap Antikanker Payudara Menggunakan Estrogen Alfa (ER-α) Nurlelasari Nurlelasari; Almas Widyana; Euis Julaeha; Ari Hardianto; Desi Harneti Putri Huspa; Rani Maharani; Tri Mayanti; Darwati Darwati; Muhammad Hanafi; Unang Supratman
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.
Co-Authors Ace Tatang Hidayat Achmad Zainuddin Ade Akbar Abdilla Ade Kania Ningsih Aditya Seiza Wibisono Adryan Fristiohady Agung Wibawa Mahatva Yodha Agus Surya Mulyawan Agus Surya Mulyawan Ahmad Kurniawan Ajeng Diantini, Ajeng Almas Widyana Anas Subarnas Andini Sundowo Ari Hardianto Arif Rahman Hakim Arif Rahman Hakim Chantika Azka Hunafa Cica Kasipah Darwati Darwati Desi Harneti Putri Huspa Dewa Gede Katja Diana Rakhmawaty Eddy Dinda Dede Nabila Doni Sugiyana Dwi Nur Indah Sari Fauzia Azzahra, Fauzia Hanna Goenawan I. Sahidin Iman Permana Maksum Jakariya Nugraha Jamaluddin Al Anshori Kasipah, Cica Khalijah Awang Kindi Farabi Kindi Farabi Kristin Shinta Dewi Lilis Siti Aisyah Lilis Siti Aisyah Lilis Siti Aisyah Luthfia Pratiwi Miftah Andiani Lestari Mohammad Ghozali Muhammad Hanafi Mulyawan, Agus Surya Nani Suryani Nila Sari Pandiangan Nova Sylviana Nurlelasari Nurlelasari Ois Nurcahyanti Prayudie, Untung Purwoko, Agus Raden Maya Febrianti Rani Maharani Rani Maharani Retna Nurkhotimah Riezki Amalia Riza Yulisar Ronny Lesmana Sandra Puspita Sandra Puspita Sari Purbaya Shabarni Gaffar Sofa Fajriah Supriatno Salam Susianti Susianti Sylvia Rachmawati Meilanie Tarso Rudiana, Tarso Tatang Wahyudi Tatang Wahyudi Tatang Wahyudi Tatang Wahyudi Tatang Wahyudi Tati Herlina Tati Herlina Tri Mayanti Tri Mayanti Tri Reksa Saputra Tri Reksa Saputra Unang Supratman Unang Supratman Untung Prayudie W. Wahyuni Wahyudi, Tatang Yenny Febriani Yun Yenny Febriani Yun Yenny Febriani Yun, Yenny Febriani Yuni Elsa Hadisaputri Yuni Susanti Pratiwi