Potential of Prenylated Flavonoid Derivatives from Jackfruit Roots (Artocarpus heterophyllus Lam.) as Liver Anticancer Candidates: In Silico Study

Richa Mardianingrum; Meylany Sity Rossy Lestary; Nur Aji; Ruswanto Ruswanto

doi:10.14710/jksa.26.2.57-63

DOI: https://doi.org/10.14710/jksa.26.2.57-63

Potential of Prenylated Flavonoid Derivatives from Jackfruit Roots (Artocarpus heterophyllus Lam.) as Liver Anticancer Candidates: In Silico Study

Richa Mardianingrum¹

, Meylany Sity Rossy Lestary¹, Nur Aji²

, Ruswanto Ruswanto³

¹Universitas Perjuangan Tasikmalaya, Tasikmalaya, Indonesia

²Department of Pharmacy, Poltekkes Kemenkes Tasikmalaya, Tasikmalaya, Indonesia

³Universitas Bakti Tunas Husada, Tasikmalaya, Indonesia

Received: 28 Nov 2022; Revised: 15 Feb 2023; Accepted: 25 Feb 2023; Published: 28 Feb 2023.

BibTex Citation Data :

@article{JKSA50551,
    author = {Richa Mardianingrum and Meylany Sity Rossy Lestary and Nur Aji and Ruswanto Ruswanto},
    title = {Potential of Prenylated Flavonoid Derivatives from Jackfruit Roots (Artocarpus heterophyllus Lam.) as Liver Anticancer Candidates: In Silico Study},
    journal = {Jurnal Kimia Sains dan Aplikasi},
  volume = {26},
    number = {2},
    year = {2023},
    keywords = {Artocarpus heterophyllus Lam.; Cycloartocarpesin; Prenylated flavonoids; Hepatocellular carcinoma; In silico},
    abstract = {Hepatocellular carcinoma (HCC), or liver cancer, is the fourth largest cancer in Indonesia, with 21,392 new cases and around 20,920 deaths. One of the standard drugs for liver cancer patients is lenvatinib, but lenvatinib has dangerous side effects such as hypertension. Previous studies reported that jackfruit root extract ( Artocarpus heterophyllus  Lam.) contains prenylated flavonoid compounds known to have anticancer activity. This study aims to find compounds that have the potential to the anticancer liver from jackfruit root by understanding the interaction between prenylated flavonoid derivative compounds against the VEGFR2 receptor (PDB ID: 3WZE) in silico. The methods include toxicity and pharmacokinetic screening, drug scanning, docking, and molecular dynamics simulation. The toxicity, pharmacokinetic, and drug scans of cycloartocarpesin are better than lenvatinib. The docking cycloartocarpesin compound showed ∆G -8.49 kcal/mol and Ki 0.59967 M lower than lenvatinib by forming the same hydrogen bond at residue Glu885. The molecular dynamics simulation of the cycloartocarpesin compound in the MM-GBSA calculation method resulted in a ∆G total  of -56.641 kcal/mol. The cycloartocarpesin compound is predicted to be used as a candidate for liver anticancer drugs because it has better stability and affinity than lenvatinib.},
   issn = {2597-9914},   pages = {57--63}  doi = {10.14710/jksa.26.2.57-63},
    url = {https://ejournal.undip.ac.id/index.php/ksa/article/view/50551}
}

Citation Format:

Abstract

Hepatocellular carcinoma (HCC), or liver cancer, is the fourth largest cancer in Indonesia, with 21,392 new cases and around 20,920 deaths. One of the standard drugs for liver cancer patients is lenvatinib, but lenvatinib has dangerous side effects such as hypertension. Previous studies reported that jackfruit root extract (Artocarpus heterophyllus Lam.) contains prenylated flavonoid compounds known to have anticancer activity. This study aims to find compounds that have the potential to the anticancer liver from jackfruit root by understanding the interaction between prenylated flavonoid derivative compounds against the VEGFR2 receptor (PDB ID: 3WZE) in silico. The methods include toxicity and pharmacokinetic screening, drug scanning, docking, and molecular dynamics simulation. The toxicity, pharmacokinetic, and drug scans of cycloartocarpesin are better than lenvatinib. The docking cycloartocarpesin compound showed ∆G -8.49 kcal/mol and Ki 0.59967 M lower than lenvatinib by forming the same hydrogen bond at residue Glu885. The molecular dynamics simulation of the cycloartocarpesin compound in the MM-GBSA calculation method resulted in a ∆G_total of -56.641 kcal/mol. The cycloartocarpesin compound is predicted to be used as a candidate for liver anticancer drugs because it has better stability and affinity than lenvatinib.

Fulltext View|Download

Keywords: Artocarpus heterophyllus Lam.; Cycloartocarpesin; Prenylated flavonoids; Hepatocellular carcinoma; In silico

Funding: Universitas Perjuangan Tasikmalaya

Article Metrics:

Article Info

Section: Research Articles

Language : EN

In Vol 26, No 2 (2023): Volume 26 Issue 2 Year 2023

Recent articles

Eco-Friendly Chitosan-Based Biodiesel Heterogeneous Catalyst Support Membrane Potential of Prenylated Flavonoid Derivatives from Jackfruit Roots (Artocarpus heterophyllus Lam.) as Liver Anticancer Candidates: In Silico Study Effect of NaOH Concentration Toward the Characteristics of Activated Natural Zeolite from Blitar – East Java More recent articles

Most cited articles

Interlayer-free Silica Pectin Membrane for Wetland Saline Water via Pervaporation Pengaruh Variasi Jenis Asam terhadap Karakter Nanosilika yang Disintesis dari Abu Sekam Padi Synthesis of Alginate-Chitosan Polyelectrolyte Complex (PEC) Membrane and Its Physical-Mechanical Properties Pengelolaan Alat Bahan dan Laboratorium Kimia Impregnasi Nikel Klorida pada Zeolit-Y untuk Katalis Hidrorengkah Minyak Bumi More cited articles

Dinda Aprilistya Puri, Sinta Murti, Yudanti Riastiti, Insidensi dan Karakteristik Karsinoma Hepatoseluler di RSUD Abdul Wahab Sjahranie Samarinda, Jurnal Sains dan Kesehatan, 3, 2, (2021), 158-164 https://doi.org/10.25026/jsk.v3i2.275
Globocan, Liver cancer factsheet, The Global Cancer Observatory, 2020
World Health Organization, Indonesia Source GLOBOCAN 2020, The Global Cancer Observatory, 2021
Zaina T. Al-Salama, Yahiya Y. Syed, Lesley J. Scott, Lenvatinib: a review in hepatocellular carcinoma, Drugs, 79, (2019), 665-674 https://doi.org/10.1007/s40265-019-01116-x
Ika Ningsih, Dyah Ayu Rosalinda, Ariyani Kiranasari, Beti Ernawati Dewi, Fithriyah Sjatha, In Vitro Antibacterial Activity Test of Jackfruit (Artocarpus heterophyllus Lam.) Leaf Extract against Methicillin-Resistant Staphylococcus aureus (MRSA), BROMO Conference, Symposium on Natural Product and Biodiversity, 2018
Harlia Ailing, Intan Syahbanu, Rudiyansyah, Karakterisasi Senyawa Fenolik pada Fraksi Etil Asetat dari Kulit Ranting Sukun (Artocarpus communis), Jurnal Kimia Khatulistiwa, 8, 3, (2020), 9-15
Anastasia Karina Buddhisuharto, Hegar Pramastya, Muhamad Insanu, I. Fidriann, An updated review of phytochemical compounds and pharmacology activities of artocarpus genus, Biointerface Research in Applied Chemistry, 11, 6, (2021), 14898-14905 https://doi.org/10.33263/BRIAC116.1489814905
Doan Thi Mai Huonga, Le Tran Nguyen Vu, Luu The Anh, Nguyen Thi Cuc, Nguyen Xuan Nhiem, Bui Huu Tai, Phan Van Kiem, Marc Litaudon, Tran Dang Thach, Chau Van Minh, Van Cuong Pham, Cytotoxic prenylated flavonoids from the leaves of Macaranga indica, Phytochemistry Letters, 34, (2019), 39-42 https://doi.org/10.1016/j.phytol.2019.09.001
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
Jin-Bao Ye, Gang Ren, Wen-Yan Li, Guo-Yue Zhong, Min Zhang, Jin-Bin Yuan, Ting Lu, Characterization and identification of prenylated flavonoids from Artocarpus heterophyllus Lam. roots by quadrupole time-of-flight and linear trap quadrupole orbitrap mass spectrometry, Molecules, 24, 24, (2019), 4591 https://doi.org/10.3390/molecules24244591
Esti Mulatsari, Esti Mumpuni, Ikhsan Ramadhan, Skrining Virtual dan Elusidasi Moda Ikatan Senyawa dalam Bawang Putih (Allium Sativum L.) sebagai Penghambat Reseptor Advanced Glycation end Products, Jurnal Ilmu Kefarmasian Indonesia, 17, 2, (2019), 210-217
Doni Dermawan, Riyadi Sumirtanurdin, Deti Dewantisari, Molecular Dynamics Simulation Estrogen Receptor Alpha againts Andrographolide as Anti Breast Cancer, Indonesian Journal of Pharmaceutical Science and Technology, 6, 2, (2019), 65-76 https://doi.org/10.24198/ijpst.v6i2.18168
Nursalam Hamzah, Afrisusnawati Rauf, Ariwanti Ariwanti, Studi Hubungan Kuantitatif Struktur-Aktifitas (HKSA) Senyawa Turunan 4-Aminoquinolin Pirimidin, Docking Molekul, Penelusuran Farmakofor, Virtual Screening, Uji Toksisitas, Dan Profil Farmakokinetik sebagai Antimalaria Secara In Silico, Jurnal farmasi UIN Alauddin Makassar, 3, 4, (2015), 176-186
Richa Mardianingrum, Muhammad Yusuf, Maywan Hariono, Amira Mohd Gazzali, Muchtaridi Muchtaridi, α-Mangostin and its derivatives against estrogen receptor alpha, Journal of Biomolecular Structure and Dynamics, 40, 6, (2022), 2621-2634 https://doi.org/10.1080/07391102.2020.1841031
Ruswanto Ruswanto, Tifa Nofianti, Richa Mardianingrum, Tresna Lestari, Desain dan Studi In Silico Senyawa Turunan Kuwanon-H sebagai Kandidat Obat Anti-HIV, Jurnal Kimia VALENSI, 4, 1, (2018), 57-66 http://dx.doi.org/10.15408/jkv.v4i1.6867
Jason C. Cole, Christopher W. Murray, J. Willem M. Nissink, Richard D. Taylor, Robin Taylor, Comparing protein–ligand docking programs is difficult, Proteins: Structure, Function, and Bioinformatics, 60, 3, (2005), 325-332 https://doi.org/10.1002/prot.20497
Jessica Duncan, Participation in global governance: coordinating “the voices of those most affected by food insecurity,” in: Global Food Security Governance, Routledge, London and New York, 2015
Richa Mardianingrum, Kamiel Roesman Bachtiar, Susanti Susanti, Aas Nuraisah Aas Nuraisah, Ruswanto Ruswanto, Studi In Silico Senyawa 1, 4-Naphthalenedione-2-Ethyl-3-Hydroxy sebagai Antiinflamasi dan Antikanker Payudara, ALCHEMY Jurnal Penelitian Kimia, 17, 1, (2021), 83-95 https://doi.org/10.20961/alchemy.17.1.43979.83-95
Ruswanto Ruswanto, Mardhiah Mardhiah, Richa Mardianingrum, Korry Novitriani, Sintesis dan Studi In Silico Senyawa 3-Nitro-N'-[(Pyridin-4-Yl) Carbonyl] Benzohydrazide sebagai Kandidat Antituberkulosis, Chimica et Natura Acta, 3, 2, (2015), 54-61 https://doi.org/10.24198/cna.v3.n2.9183
G. Patlewicz, N. Jeliazkova, R. J. Safford, A. P. Worth, B. Aleksiev, An evaluation of the implementation of the Cramer classification scheme in the Toxtree software, SAR and QSAR in Environmental Research, 19, 5-6, (2008), 495-524 https://doi.org/10.1080/10629360802083871
Richard A. Harvey, Pamela C. Champe, Farmakologi Ulasan Bergambar Edisi 4, 4 ed., Kedokteran EGC, Jakarta, 2013

Last update:

No citation recorded.

Last update: 2024-11-23 23:56:22

No citation recorded.

As an article writer, the author has the right to use their articles for various purposes, including use by institutions that employ authors or institutions that provide funding for research. Author rights are granted without special permission.

Author who publishes a paper at JKSA has the broad right to use their work for teaching and scientific purposes without the need to ask permission, including: used for (i) teaching in the author's class or institution, (ii) presentation at meetings or conferences and distributing copies to participants ; (iii) training conducted by the author or author's institution; (iv) distribution to colleagues for research use; (v) use in the compilation of subsequent authors' works; (vi) inclusion in a thesis or dissertation; (vi) reuse of part of the article in another work (with citation); (vii) preparation of derivative works (with citation); (viii) voluntary posting on open websites operated by authors or author institutions for scientific purposes (follow the CC BY-SA License).

Authors and readers can copy and redistribute material in any media or format, and mix, modify, and build material for any purpose but they must provide appropriate credit (provide article citation or content), providing links to the license, and indicate if there are changes.

The authors submitting a manuscript do so on the understanding that if accepted for publication, copyright of the article shall be assigned to Jurnal Kimia Sains dan Aplikasi (JKSA). Copyright encompasses rights to reproduce and deliver the article in all form and media, including reprints, photographs, microfilms and any other similar reproductions, as well as translations.

Reproduce any part of this journal, its storage in the database or its transmission by all forms or media is permitted does not need for written permission from JKSA. However, it should be cited as an honor in academic manners

JKSA and the Chemistry Department of Diponegoro University and the Editor make every effort to ensure that there are no data, opinions, or false or misleading statements published in JKSA. However, the content of the article is the sole and exclusive responsibility of each author.

The Copyright Transfer Form can be downloaded here: [Copyright Transfer Form - Indonesian] [Copyright Transfer Form - English]. The copyright form should be signed originally and send to the Editor in the form of printed letters, scanned documents sent via email or fax.

Adi Darmawan, Ph.D (Editor in Chief)

Editor in chief of Jurnal Kimia Sains dan Aplikasi (JKSA)

Chemistry Department, Faculty of Sciences and Mathematics, Diponegoro University

Jl. Prof. Soedarto, Kampus Undip Tembalang, Semarang, Central Java, Indonesia 50275
Email: jksa@live.undip.ac.id