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Cytotoxic of Usnic Acid Isolated from Ramalina sp.: Cytotoxic of Usnic Acid Isolated from Ramalina sp. Darmawan, Akhmad; Maulidiyah; Megawati; Ariani, Novita; Aisya, Sitti; Sukirno; Randy, Ahmad; Primahana, Gian; Hendra, Medi; Nurdin, Muhammad
Journal of Tropical Life Science Vol. 14 No. 2 (2024)
Publisher : Journal of Tropical Life Science

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.11594/jtls.14.02.14

Abstract

Ramalina sp. (Ramalinaceae) is a type of lichen known to contain many active secondary metabolite compounds that have the potential to be used as medicine or medicinal raw materials. One of the biological activities possessed by Ramalina sp. lichen is its anticancer activity. This research aims to isolate and identify active secondary metabolite compounds from the methanol extract of the Ramalina sp. lichen and to find out the cytotoxic activity of the isolated compound against MCF7 breast cancer cells. Compound 1 (usnic acid) was successfully isolated from fraction A. The isolation and purification process was carried out starting with a maceration process using acetone solvent, followed by silica gel column chromatography using a gradient solvent system consisting of n-hexane, n-hexane:EtOAc, EtOAc, EtOAc:MeOH, and MeOH with 5% increment of polarity to obtain 17 fractions (F-1 to F-17). From the 17 fractions obtained, fraction 3 (F-3) and fraction 4 (F-4) (eluted with n-hexane:EtOAcĀ 30%), which had the same TLC profile, were combined and named as fraction A. Compound 1 (50 mg) is a yellow needle crystal that was formed in a bottle of fraction A, which was obtained after the process of combining fractions F-3 and F-4 and solvent evaporation process. The crystals were then separated and purified with CHCl3 and MeOH. Compound 1 was then characterized based on spectroscopic data. Various spectroscopic analysis data, including FTIR, 1D- and 2D-NMR, and LC-ESI-MS, show that Compound 1 is a dibenzofuran derivative compound with 18 carbons (3 from carbonyl groups (C=O) and 3 from methyl groups) and 2 hydroxyl (-OH). Cytotoxicity assay showed that at a low concentration of 18.75 ug/mL, Compound 1 caused a 67.06% decrease in MCF7 viability
Cytotoxic of Usnic Acid Isolated from Ramalina sp.: Cytotoxic of Usnic Acid Isolated from Ramalina sp. Darmawan, Akhmad; Maulidiyah; Megawati; Ariani, Novita; Aisya, Sitti; Sukirno; Randy, Ahmad; Primahana, Gian; Hendra, Medi; Nurdin, Muhammad
Journal of Tropical Life Science Vol. 14 No. 2 (2024)
Publisher : Journal of Tropical Life Science

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.11594/jtls.14.02.14

Abstract

Ramalina sp. (Ramalinaceae) is a type of lichen known to contain many active secondary metabolite compounds that have the potential to be used as medicine or medicinal raw materials. One of the biological activities possessed by Ramalina sp. lichen is its anticancer activity. This research aims to isolate and identify active secondary metabolite compounds from the methanol extract of the Ramalina sp. lichen and to find out the cytotoxic activity of the isolated compound against MCF7 breast cancer cells. Compound 1 (usnic acid) was successfully isolated from fraction A. The isolation and purification process was carried out starting with a maceration process using acetone solvent, followed by silica gel column chromatography using a gradient solvent system consisting of n-hexane, n-hexane:EtOAc, EtOAc, EtOAc:MeOH, and MeOH with 5% increment of polarity to obtain 17 fractions (F-1 to F-17). From the 17 fractions obtained, fraction 3 (F-3) and fraction 4 (F-4) (eluted with n-hexane:EtOAcĀ 30%), which had the same TLC profile, were combined and named as fraction A. Compound 1 (50 mg) is a yellow needle crystal that was formed in a bottle of fraction A, which was obtained after the process of combining fractions F-3 and F-4 and solvent evaporation process. The crystals were then separated and purified with CHCl3 and MeOH. Compound 1 was then characterized based on spectroscopic data. Various spectroscopic analysis data, including FTIR, 1D- and 2D-NMR, and LC-ESI-MS, show that Compound 1 is a dibenzofuran derivative compound with 18 carbons (3 from carbonyl groups (C=O) and 3 from methyl groups) and 2 hydroxyl (-OH). Cytotoxicity assay showed that at a low concentration of 18.75 ug/mL, Compound 1 caused a 67.06% decrease in MCF7 viability
Co-Authors -, Heruddin Abda Abda Ahmad Randy Aisya, Sitti Akhmad Darmawan Alya Nindytias Utami Aminuddin, Din Anita Apriliana Anita Apriliana, Anita Ardiansyah, DT Ariani, Novita Arif Prasetyo, Arif Arum, Elis Seftia Atila Sapitri Auliana Ayu Mellyanti B, Dian Aspiyani Chairul Saleh Daniel Happy Putra Daryadi A, Muhammad DEDE SETIADI Dewi Rahmawati DEWI RAHMAWATI Dharma, Bodhi Dhiu, Waltrudis Dijan Sunar Rukmi Dina Hayati Putri Dina Hayati Putri Dwi Susanto Dwi Susanto EDI GUHARDJA EKO BAROTO WALUJO Eko Heryadi eko heryadi, eko Eko Kusumawati ENOS TANGKE ARUNG Ervinda Yuliatin Erwin Erwin Eva Marliana Eva Marliana, Eva Fitriani Fitriani Freminci Fudiantoro, Aldi Hartono, Thirza Larence Helda Sason Hendri Misak Hendris Hendarsyah Kurniawan, Hendris Hendarsyah Husdiati Husna, Riezdqhy Amalina Farahiyah Al Imam Rosadi IRAWAN WIJAYA KUSUMA Jamun, Rosalia Jusmaldi Jusmaldi Kadek Subagiada Kadek Subagiada, Kadek Kristina -, Kristina Kurniati, Melani Della Anggita Putri Buchari Kurniati, Reni Kusumawati, Eko Lariman Lariman Linda Oktavianingsih Linda Oktavianingsih Linda Oktavianingsih Linda Oktavianingsih Lonita Lonita Luh Putu Ratna Sundari Martafola, Cristina Maulidiyah Maysavitrie Citra Wijayanti Kristianto Mbewu, Nur Inayah Megawati Megawati - MERY BUDIARTI SUPRIADI Minarti Minarti Misak, Hendri Mislan Mislan Muhaenal Muhammad Basrowi Muhammad Fauzi Arif Muhammad Fauzi Arif Muhammad Fauzi Arif Muhammad Nurdin Mukhlis Mukhlis Mukhlis munasirah, Munasirah Natasya Irma Nur Salsabillah Nikmahtulhaniah Ayu Wulandari Nova Hariani Noviana Crisdayanti Novita Arumsari Nur Miati Nuramelia, Nadira Nurnaningsi T Oktaviani, Martha Patang, Nurfadilah A. Pratiwi, Aprilia A Primahana, Gian Pujianti, Eva Putri, Fiorhentina Rahayu, Ndaruning Tri Rahmatullah, Kukuh Riezdqhy A. Farahiyah Al Husna Risa Supriningrum Rita Hairani Rita Hairani Ritbey Ruga Rivaldi, Ahmad Rofi, Lintang Maula Rosnah Rosnah Rosnah, Rosnah Saleh, Chairul Sapitri, Atila Sarah Sarah Sasmitha Savitri, Pitaloka Alif Siti Hadijah Sudrajat Sudrajat SUKIRNO Sukirno Sukirno Surianto Effendi Sus Tri Murti syafrizal Syalsabila, Adelia Syamsiar, Syamsiar Titin Suharti Utami, Alya Nindityas WHICLIFFE FIERNALEONARDO PASEDAN Widya Fajariani Winata, Ari Winni Astuti Yanti Puspita Sari Yanti Puspita Sari Yaskinul Anwar YOHANES PURWANTO Yudistira Yudistira Yuliatin, Ervinda Zaini, Mulia