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In Silico Screening and Designing Synthesis of Cinchona Alkaloids Derivatives as Potential Anticancer Hanafi, Muhammad; Rosmalena, Rosmalena; Prasasty, Vivitri Dewi; Udin, Linar Zalinar; Primahana, Gian
Journal of Tropical Life Science Vol 7, No 2 (2017)
Publisher : Journal of Tropical Life Science

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.11594/jtls.07.02.06

Abstract

P-glycoprotein (P-gp) resistance in cancer cells decreases intracellular accumulation of various anticancer drugs. This multidrug resistance (MDR) protein can be modulated by a number of non-cytotoxic drugs. We have screened 30 chincona alkaloids derivatives as a potent P-gp inhibitor agent in silico. Hereby, we report the highest potential inhibitions of P-gp is Cinchonidine isobutanoate through molecular docking approach. with affinity energy -8.6 kcal/mol and inhibition constant, Ki is 4.89 x 10-7 M. Cinchonidine isobutanoate is also known has molecular weight below 500, Log P value 3.5, which is indicated violation free of Lipinski`s rule of five. Thus, Cinchonidine isobutanoate is the most potent compound as anticancer compare to other Cinchona alkaloids. Ultimately, we design Cinchonidine isobutanoate for further lead synthesis by using DBSA, act as a combined Brønsted acid-surfactant-catalyst (BASC) to obtain high concentration of organic product by forming micellar aggregates which is very powerful catalytic application in water environment.
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:EtOAc 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:EtOAc 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 A.A. Ketut Agung Cahyawan W Ace Tatang Hidayat Ahmad Randy Aisya, Sitti Akhmad Darmawan Amalia, Senya Putri Anggraini, Meisi Anisa, Hida Arliani Nur Anjayani, Nuri Ariani, Novita Arief Hidayat Asep Saefurohman Asih Triastuti Atwita, Syelziva Yonda Barokah, Giri Rohmad Chang, Helen Cordova, Datu Muhammad Desi Harneti Putri Huspa Dewijanti, Indah D. Dewijanti, Indah Dwiatmi Dwi Retnowati Eti Nurwening Sholikhah Febi Nurilmala Fikriyah, Annisaa Nurul Filailla, Euis Harlita Harlita Hasidu, La Ode Abdul Fajar Hendris Hendarsyah Kurniawan, Hendris Hendarsyah Hening, Egiyanti Nur Widhia Hidayatullah, Sigit Hutagaol, Ricson Pemimpin Iffa Afiqa Khairani Imaniar, Lisana Husna Jekmal Malau Jepri Agung Priyanto, Jepri Agung Khalijah Awang Linar Zalinar Udin, Linar Zalinar LINDA SUKMARINI Mario Mario Maulidiyah Medi Hendra, Medi Megawati Megawati - Meti Indrowati Minarti Minarti Muhammad Nurdin N. Nurjanah Permatasari, Vera Prastya, Muhamad Eka Prastya, Muhammad Eka Prima, Sylvia Rizky Pulung, Maria Ludya Putra, Rayhan Helmyana Respati Tri Swasono Rhesi Kristiana Riana, Elisa Nurma Ridha, Rafifa Riskiana, Angger Arfi Rizna Triana Dewi Rosita, Lisa Rosmalena, Rosmalena Satyaningsih, Desy Shiono, Yoshihito Simbolon, Sumihartati Slamet Santosa Sofa Fajriah Sri Pujiyanto SUKIRNO Sukirno Sukirno Suryanti, Erma Tamhid, Hady Anshory TATI NURHAYATI Tjandrawati Mozef Tri Joko Raharjo UMI FATMAWATI Unang Supratman Vivitri Dewi Prasasty yati, indri Yogaswara, Radite Yuswan, Apriza Zahra, Aliya Azkia Zienitha, Anggie Meilinda