DOI: https://doi.org/10.14710/jksa.26.7.238-248

Synthesis and Computational Study of Bis-(1-(3-Chlorobenzoyl)-3-Phenylthiourea) Cobalt (III) as Anticancer Candidate

1Pharmaceutical Study Program, Universitas Bakti Tunas Husada, Tasikmalaya, Jawa Barat 46115, Indonesia

2Department of Pharmacy, Universitas Perjuangan Tasikmalaya, Tasikmalaya, Jawa Barat 46115, Indonesia

Received: 8 Jul 2023; Revised: 8 Oct 2023; Accepted: 9 Oct 2023; Published: 5 Nov 2023.
Open Access Copyright 2023 Jurnal Kimia Sains dan Aplikasi under http://creativecommons.org/licenses/by-sa/4.0.

Citation Format:
Cover Image
Abstract

Cancer is a disease characterized by cells forming abnormally so that a buildup can cause lumps. Drug compounds used for anticancer treatment by chemotherapy become a severe problem because they have dangerous side effects and can affect patient’s quality of life. This study aims to discover new drug compounds with lowered toxicity effects. This was achieved by modifying their structures through synthesis, characterization, and estimating the interactions of the synthesized compounds with specific target receptors, utilizing a docking method. The result obtained was a synthesis yield of 36.2%. The characterization of complex compounds was characterized by the presence of a maximum wavelength of 273 nm and a molecular weight of 652 g/mmol, indicating the absorption of Co-O and Co-S at respective wavenumbers of 498 cm-1 and 604 cm- 1. The docking results showed that the Bis-(1-(3-Chlorobenzoyl)-3-Phenylthiourea) Cobalt (III) complex had the best activity on human estrogen receptor alpha (hER alpha) with a binding affinity value of - 9.40 kcal/mol and an inhibition constant of 0.129 M, which was lower than the comparison compound (cisplatin) and had a better pharmacokinetic profile than cisplatin. This study shows that the Bis-(1-(3-Chlorobenzoyl)-3-Phenylthiourea) Cobalt (III) complex is predicted to have potential as an anticancer candidate.

Fulltext View|Download Email colleagues
Keywords: cobalt complex; phenylthiourea; synthesis; docking; molecular dynamic
Funding: Lembaga Penelitian dan Pengabdian Masyarakat, Universitas Bakti Tunas Husada

Article Metrics:

Article Info
Section: Research Articles
Language : EN
Most cited articles
Isolation of Flavonoid Compounds from Eceng Gondok (Eichhornia crassipes) and Antioxidant Tests with DPPH (1,1-Diphenyl-2-Picrylhydrazyl) Method Pengaruh Variasi Jenis Asam terhadap Karakter Nanosilika yang Disintesis dari Abu Sekam Padi Total Hyptolide of Indonesian Hyptis pectinata extracts in a various solvent using HPLC and UV-Vis spectroscopy and their toxicities Sintesis Asam Eugenoksi Asetat (EOA) dari Eugenol untuk Ekstraktan Logam Berat dan Recovery Krom dari Limbah Elektroplating Pengolahan Limbah Cair Industri Batik dengan Metoda Elektrokoagulasi Menggunakan Besi Bekas Sebagai Elektroda More cited articles
  1. Megawati Puspa Ningrum, R. R. Sri Ratna Rahayu, Determinan Kejadian Kanker Payudara pada Wanita Usia Subur (15-49 Tahun), Indonesian Journal of Public Health and Nutrition, 1, 3, (2021), 362-370
  2. Hai‐Rong Zhang, Ting Meng, Yan‐Cheng Liu, Zhen‐Feng Chen, You‐Nian Liu, Hong Liang, Synthesis, characterization and biological evaluation of a cobalt (II) complex with 5‐chloro‐8‐hydroxyquinoline as anticancer agent, Applied Organometallic Chemistry, 30, 9, (2016), 740-747 https://doi.org/10.1002/aoc.3498
  3. Andika Putri Ningtyas, Fahimah Martak, Sintesis dan Uji Toksisitas Kompleks Kobalt (II) dengan Ligan (6E)-(N2)-((E)-2-(6-aminopiridin-2-ilimino)-1, 2-difeniletilidin) piridin-2, 6-diamina, Jurnal Sains dan Seni ITS, 5, 2, (2016),
  4. Catherine S. Birch, Nicola E. Brasch, Andrew McCaddon, John H. H. Williams, A novel role for vitamin B12: cobalamins are intracellular antioxidants in vitro, Free Radical Biology and Medicine, 47, 2, (2009), 184-188 https://doi.org/10.1016/j.freeradbiomed.2009.04.023
  5. Ruswanto Ruswanto, Asep Nugraha, Sintesis Senyawa 1-(4-Hephtilbenzoil-3-Metiltiourea) dan Uji Sitotoksisitas Terhadap Sel T47D sebagai Kandidat Antikanker, Jurnal Kesehatan Bakti Tunas Husada: Jurnal Ilmu-ilmu Keperawatan, Analis Kesehatan dan Farmasi, 14, 1, (2015), 145-153
  6. Dini Kesuma, Bambang Tri Purwanto, Suko Hardjono, Uji in silico Aktivitas Sitotoksik dan Toksisitas Senyawa Turunan N-(Benzoil)-N’-feniltiourea sebagai Calon Obat Antikanker, Journal of Pharmaceutical Science and Clinical Research, 3, 1, (2018), 1-11 https://doi.org/10.20961/jpscr.v3i1.16266
  7. Bambang Tri Purwanto, Sintesis Senyawa N-(2-klorobenzoil)-N’fenilurea dan uji aktivitasnya antikanker terhadap sel HeLa, Jurnal Ilmu Kefarmasian Indonesia, 16, 2, (2018), 159-165
  8. Marie C. Heffern, Natsuho Yamamoto, Robert J. Holbrook, Amanda L. Eckermann, Thomas J. Meade, Cobalt derivatives as promising therapeutic agents, Current Opinion in Chemical Biology, 17, 2, (2013), 189-196 https://doi.org/10.1016/j.cbpa.2012.11.019
  9. Arynta Dharmayanti, Fahimah Martak, Sintesis Senyawa Aktif Kompleks Mangan(II) dengan Ligan 2(4-nitrofenil)-4,5-difenil-1H-imidazol, Jurnal Sains dan Seni ITS, 4, 2, (2015), C-52-C-56
  10. Arun Kumar, Pritam Singh, Arun Nanda, Hot stage microscopy and its applications in pharmaceutical characterization, Applied Microscopy, 50, (2020), 12 https://doi.org/10.1186/s42649-020-00032-9
  11. Ermi Abriyani, Lia Fikayuniar, Syifa Fauziah, Lulu Melinda, Skrining Fitokimia dan Profil KLT dari Fraksi N-Heksana dan Etil Asetat pada Kulit Pithecellobium Jiringa (Jack) Prain, Jurnal Buana Farma, 2, 3, (2022), 8-13 https://doi.org/10.36805/jbf.v2i3.545
  12. Abdul Aziz, Dimas Andrianto, Mega Safithri, Penambatan Molekuler Senyawa Bioaktif Daun Wungu (Graptophyllum Pictum (L) Griff) sebagai Inhibitor Tirosinase, Indonesian Journal of Pharmaceutical Science and Technology, 9, 2, (2022), 96-107 https://doi.org/10.24198/ijpst.v9i2.36219
  13. Atika Umi Hanif, Prima Agusti Lukis, Arif Fadlan, Pengaruh Minimisasi Energi MMFF94 dengan MarvinSketch dan Open Babel PyRx pada Penambatan Molekular Turunan Oksindola Tersubstitusi, ALCHEMY: Journal of Chemistry, 8, 2, (2020), 33-40 https://doi.org/10.18860/al.v8i2.10481
  14. Ayarivan Puratchikody, Dharmaraj Sriram, Appavoo Umamaheswari, Navabshan Irfan, 3-D structural interactions and quantitative structural toxicity studies of tyrosine derivatives intended for safe potent inflammation treatment, Chemistry Central Journal, 10, (2016), 24 https://doi.org/10.1186/s13065-016-0169-9
  15. Xuben Hou, Jintong Du, Jian Zhang, Lupei Du, Hao Fang, Minyong Li, How to Improve Docking Accuracy of AutoDock4.2: A Case Study Using Different Electrostatic Potentials, Journal of Chemical Information and Modeling, 53, 1, (2013), 188-200 https://doi.org/10.1021/ci300417y
  16. Garrett M. Morris, David S. Goodsell, Robert S. Halliday, Ruth Huey, William E. Hart, Richard K. Belew, Arthur J. Olson, Automated docking using a Lamarckian genetic algorithm and an empirical binding free energy function, Journal of Computational Chemistry, 19, 14, (1998), 1639-1662 https://doi.org/10.1002/(SICI)1096-987X(19981115)19:14%3C1639::AID-JCC10%3E3.0.CO;2-B
  17. Suci Ramda Rena, Nurhidayah Nurhidayah, Rustan Rustan, Analisis Molecular Docking Senyawa Garcinia Mangostana L Sebagai Kandidat Anti SARS-CoV-2, Jurnal Fisika Unand, 11, 1, (2022), 82-88 https://doi.org/10.25077/jfu.11.1.82-88.2022
  18. Ramu Anandakrishnan, Aleksander Drozdetski, Ross C. Walker, Alexey V. Onufriev, Speed of conformational change: comparing explicit and implicit solvent molecular dynamics simulations, Biophysical Journal, 108, 5, (2015), 1153-1164 https://doi.org/10.1016/j.bpj.2014.12.047
  19. Michael Levitt, Miriam Hirshberg, Ruth Sharon, Keith E. Laidig, Valerie Daggett, Calibration and Testing of a Water Model for Simulation of the Molecular Dynamics of Proteins and Nucleic Acids in Solution, The Journal of Physical Chemistry B, 101, 25, (1997), 5051-5061 https://doi.org/10.1021/jp964020s
  20. Srinivas Bandaru, Mallika Alvala, Anuraj Nayarisseri, Saphy Sharda, Himshikha Goud, Hema Prasad Mundluru, Sanjeev Kumar Singh, Molecular dynamic simulations reveal suboptimal binding of salbutamol in T164I variant of β2 adrenergic receptor, PLoS ONE, 12, 10, (2017), e0186666 https://doi.org/10.1371/journal.pone.0186666
  21. Ruswanto, Diana Sri Zustika, Richa Mardianingrum, Resti Fizriani, Monograf Kajian Studi Komputasi Kompleks Logam Platinum (II)–tiourea Sebagai Kandidat Antikanker, Perkumpulan Rumah Cemerlang Indonesia, 2022,
  22. Eka Sulistya Hermawati, Suhartana Suhartana, Taslimah Taslimah, Sintesis dan karakterisasi senyawa kompleks Zn (II)-8-hidroksikuinolin, Jurnal Kimia Sains dan Aplikasi, 19, 3, (2016), 94-98 https://doi.org/10.14710/jksa.19.3.94-98
  23. Yasemin Yildiz, General Aspects of the Cobalt Chemistry, in: Cobalt, IntechOpen, 2017, https://doi.org/10.5772/intechopen.71089
  24. Simmi Kharb, General Lab Techniques, in: Mind Maps in Clinical Chemistry, Bentham Science Publishers, 2021, https://doi.org/10.2174/9789814998758121010012
  25. Tati Suhartati, Dasar-dasar spektrofotometri UV-Vis dan spektrometri massa untuk penentuan struktur senyawa organik, Aura, 2017,
  26. Yulyani Nur Azizah, Irma Mulyani, Deana Wahyuningrum, Damar Nurwahyu Bima, Synthesis, Characterization and Antioxidant Activity of Kobalt (II)-Hydrazone Complex, EduChemia (Jurnal Kimia dan Pendidikan), 5, 2, (2020), 119-133 http://dx.doi.org/10.30870/educhemia.v5i2.7987
  27. Dilla Sistesya, Heri Sutanto, Sifat optis lapisan ZnO: Ag yang dideposisi di atas substrat kaca menggunakan metode chemical solution deposition (CSD) dan aplikasinya pada degradasi zat warna methylene blue, Youngster Physics Journal, 1, 4, (2013), 71-80
  28. Fitriani, Djulia Onggo, Irma Mulyani, Kompleks Besi(II) dengan Ligan 3-BPP: Review, Jurnal Kartika Kimia, 4, 1, (2021), 21-27 https://doi.org/10.26874/jkk.v4i1.74
  29. Novia Mintari, Suhartana Suhartana, Sriatun Sriatun, Pengaruh Variasi Jenis Pelarut pada Rendemen Sintesis Senyawa Kompleks Bis-Asetilasetonatodiaquonikel (II), Jurnal Kimia Sains dan Aplikasi, 18, 1, (2015), 29-33 https://doi.org/10.14710/jksa.18.1.29-33
  30. Evanthia Lionta, George Spyrou, Demetrios K. Vassilatis, Zoe Cournia, Structure-Based Virtual Screening for Drug Discovery: Principles, Applications and Recent Advances, Current Topics in Medicinal Chemistry, 14, 16, (2014), 1923-1938 http://dx.doi.org/10.2174/1568026614666140929124445
  31. M. B. O. Rastini, N. K. M. Giantari, K. D. Adnyani, N. P. L. Laksmiani, Molecular docking aktivitas antikanker dari kuersetin terhadap kanker payudara secara in silico, Jurnal Kimia, 13, 2, (2019), 180-184 https://doi.org/10.24843/JCHEM.2019.v13.i02.p09
  32. Yani Suryani, Opik Taupiqurrohman, Ai Rikani, Epa Paujiah, Insilico docking studies of daidzeion compounds as selective estrogen receptor modulator (SERMS) breast cancer, MATEC Web of Conferences, 2018 https://doi.org/10.1051/matecconf/201819703009
  33. Arwansyah Arwansyah, Laksmi Ambarsari, Tony I. Sumaryada, Simulasi docking senyawa kurkumin dan analognya sebagai inhibitor reseptor androgen pada kanker prostat, Current Biochemistry, 1, 1, (2014), 11-19
  34. V. N. Novoseletsky, T. V. Pyrkov, R. G. Efremov, Analysis of hydrophobic interactions of antagonists with the beta2-adrenergic receptor, SAR and QSAR in Environmental Research, 21, 1-2, (2010), 37-55 https://doi.org/10.1080/10629360903560637
  35. Ruswanto Ruswanto, Richa Mardianingrum, Arry Yanuar, Computational Studies of Thiourea Derivatives as Anticancer Candidates through Inhibition of Sirtuin-1 (SIRT1), Jurnal Kimia Sains dan Aplikasi, 25, 3, (2022), 87-96 https://doi.org/10.14710/jksa.25.3.87-96
  36. Maya Mardiana, Ruswanto, Simulasi Dinamika Molekular Senyawa Pyridin pada Protein 2Xnb sebagai Antikanker Menggunakan Aplikasi Gromas, Prosiding Seminar Nasional dan Penelitian Kesehatan 2018, 2019
  37. Harry Prayoga, Analisis Dinamika Molekul Protein Lysozyme Putih Telur dengan Model Potensial Lennard-Jones Menggunakan Aplikasi Gromacs, Jurnal Teori dan Aplikasi Fisika, 6, 2, (2018), 239-248 http://dx.doi.org/10.23960%2Fjtaf.v6i2.1849
  38. Alina M. Petrescu, Virgil Paunescu, Gheorghe Ilia, The antiviral activity and cytotoxicity of 15 natural phenolic compounds with previously demonstrated antifungal activity, Journal of Environmental Science and Health, Part B, 54, 6, (2019), 498-504 https://doi.org/10.1080/03601234.2019.1574176
  39. Subhash Chander, Cheng-Run Tang, Helmi Mohammed Al-Maqtari, Joazaizulfazli Jamalis, Ashok Penta, Taibi Ben Hadda, Hasnah Mohd Sirat, Yong-Tang Zheng, Murugesan Sankaranarayanan, Synthesis and study of anti-HIV-1 RT activity of 5-benzoyl-4-methyl-1, 3, 4, 5-tetrahydro-2H-1,5-benzodiazepin-2-one derivatives, Bioorganic Chemistry, 72, (2017), 74-79 https://doi.org/10.1016/j.bioorg.2017.03.013
  40. Douglas E. V. Pires, Tom L. Blundell, David B. Ascher, pkCSM: Predicting Small-Molecule Pharmacokinetic and Toxicity Properties Using Graph-Based Signatures, Journal of Medicinal Chemistry, 58, 9, (2015), 4066-4072 https://doi.org/10.1021/acs.jmedchem.5b00104
  41. Suko Hardjono, Prediksi Sifat Farmakokinetik, Toksisitas dan Aktivitas Sitotoksik Turunan N-Benzoil-N’-(4-fluorofenil)tiourea sebagai Calon Obat Antikanker melalui Pemodelan Molekul, Jurnal Ilmu Kefarmasian Indonesia, 14, 2, (2017), 246-255

Last update:

  1. Phytochemical constituents analysis in laminaria digitata for Alzheimer’s disease: molecular docking and in-silico toxicity approach

    Angelina Deva Adella Putri, Mikael Ham Sembiring, Syahrul Tuba. Communicative & Integrative Biology, 17 (1), 2024. doi: 10.1080/19420889.2024.2357346

Last update: 2026-09-09 16:08:26

No citation recorded.