Abstract
Plant secondary metabolites have been gaining significant attention as potential cancer therapeutics in recent years. In several cases, these are present in plants that are commonly found in the surrounding environment. This study explores the anticancer properties of the methanolic extract of Oxalis corniculata, a common creeper plant known to have medicinal properties. The phytochemical characterization of the extract was performed by biochemical tests and gas chromatography mass spectrometry (GCMS). Cytotoxicity studies on the HCT-116 cell line have shown that the extract can inhibit cell proliferation with an IC50 value of 119.498 µg/mL. Through molecular docking and molecular dynamics simulation, it has been observed that two constituents of the extract namely Desulphosinigrin and d-Glycero-d-ido-heptose exhibit strong and specific interactions with the caspase binding site of the X-linked inhibitor of apoptosis protein (XIAP). Thus, these compounds may be capable of inhibiting XIAP in the cellular environment, thereby promoting apoptosis, resulting in the death of cancer cells.
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References
Abubakar AR, Haque M (2020) Preparation of medicinal plants: basic extraction and fractionation procedures for experimental purposes. J Pharm Bio Allied Sci 12:1. https://doi.org/10.4103/jpbs.JPBS_175_19
Ahuja A, Kim JH, Kim JH, Yi YS, Cho JY (2018) Functional role of ginseng-derived compounds in cancer. J Ginseng Res 42:248–254. https://doi.org/10.1016/j.jgr.2017.04.009
Al-Saraireh YM, Youssef AM, Alsarayreh AZ, Al Hujran TA, Al-Sarayreh S, Al-Shuneigat JM, Alrawashdeh HM (2021) Phytochemical and anti-cancer properties of Euphorbia hierosolymitana Boiss. Crude Extracts J Pharm Pharmacogn Res 9:13–23
Albano D, Benenati M, Bruno A, Bruno F, Calandri M, Caruso D et al (2021) Imaging side effects and Ashraf MAcomplications of chemotherapy and radiation therapy: a pictorial review from head to toe. Insights Imaging 12:1–28. https://doi.org/10.1186/s13244-021-01017-2
Ashraf MA (2020) Phytochemicals as potential anticancer drugs: time to Ponder Nature’s Bounty. BioMed Res Int 8602879. https://doi.org/10.1155/2020/8602879
Bae H, Song G, Lim W (2020) Stigmasterol causes ovarian cancer cell apoptosis by inducing endoplasmic reticulum and mitochondrial dysfunction. Pharmaceutics 12:488. https://doi.org/10.3390/pharmaceutics12060488
Bae H, Park S, Yang C, Song G, Lim W (2021) Disruption of endoplasmic reticulum and ROS production in human ovarian cancer by campesterol. Antioxidants 10:379
Ban JO, Hwang IG, Kim TM, Hwang BY, Lee US, Jeong HS, Yoon YW, Kimz DJ, Hong JT (2007) Anti-proliferate and pro-apoptotic effects of 2, 3-dihydro-3, 5-dihydroxy-6-methyl-4H-pyranone through inactivation of NF-κB in human colon cancer cells. Arch Pharmacal Res 30:1455–1463. https://doi.org/10.1007/BF02977371
Bansal A, Priyadarsini C (2021) Medicinal properties of Phytochemicals and their production. Natural Drugs from, London
Casuga FP, Castillo AL, Corpuz MJAT (2016) GC–MS analysis of bioactive compounds present in different extracts of an endemic plant Broussonetia Luzonica (Blanco)(Moraceae) leaves. Asian. Pac J Trop Biomed 6:957–961. https://doi.org/10.1016/j.apjtb.2016.08.015
Desai AG, Qazi GN, Ganju RK, El-Tamer M, Singh J, Saxena AK, Bedi YS, Taneja SC, Bhat HK (2008) Medicinal plants and cancer chemoprevention. Curr Drug Metab 9:581–591. https://doi.org/10.2174/138920008785821657
Diab TA, Donia T, Saad-Allah KM (2021) Characterization, antioxidant, and cytotoxic effects of some Egyptian wild plant extracts. Beni-Suef Univ J Basic Appl Sci 10:1–13. https://doi.org/10.1186/s43088-021-00111-0
Esghaei M, Ghaffari H, Esboei BR, Tapeh ZE, Salim FB, Motevalian M (2018) Evaluation of anticancer activity of Camellia sinensis in the Caco-2 colorectal cancer cell line. Asian Pac J Cancer Prev: APJCP 19:1697. https://doi.org/10.22034/APJCP.2018.19.6.1697
Gautam V, Sharma A, Arora S, Bhardwaj R (2016) Bioactive compounds in the different extracts of flowers of Rhododendron Arboreum. Sm J Chem Pharm Res 8:439–444
Hernández-Lemus E, Reyes-Gopar H, Espinal-Enríquez J, Ochoa S (2019) The many faces of gene regulation in cancer: a computational oncogenomics outlook. Genes 10:865. https://doi.org/10.3390/genes10110865
Isah T (2016) Anticancer alkaloids from trees: development into drugs. Pharmacogn Rev 10:90. https://doi.org/10.4103/0973-7847.194047
Jiang Q (2017) Natural forms of vitamin E as effective agents for cancer prevention and therapy. Adv Nutr 8:850–867. https://doi.org/10.3945/an.117.016329
Karimzadeh K, Bakhshi N, Ramzanpoor M (2019) Biogenic silver nanoparticles using Oxalis corniculata characterization and their clinical implications.J. Drug Deliv Sci Technol 54:101263. https://doi.org/10.1016/j.jddst.2019.101263
Kathiriya A, Das K, Kumar EP, Mathai KB (2010) Evaluation of antitumor and antioxidant activity of Oxalis Corniculata Linn. against ehrlich ascites carcinoma on mice
Kester RF, Donnell AF, Lou Y, Remiszewski SW, Lombardo LJ, Chen S et al (2013) Optimization of benzodiazepinones as selective inhibitors of the X-linked inhibitor of apoptosis protein (XIAP) second baculovirus IAP repeat (BIR2) domain. J Med Chem 56:7788–7803. https://doi.org/10.1021/jm400732v
Li W, He X, Shi W, Jia H, Zhong B (2010) Pan-PPAR agonists based on the Resveratrol Scaffold: Biological evaluation and docking studies. ChemMedChem 5:1977–1982. https://doi.org/10.1002/cmdc.201000360
Lim H, ** X, Kim J, Hwang S, Shin KB, Choi J, Nam K, No KT (2019) Investigation of hot spot region in XIAP inhibitor binding site by fragment molecular orbital method. Comput Struct Biotechnol J 17:1217–1225. https://doi.org/10.1016/j.csbj.2019.08.004
Liu Y, Peterson DA, Kimura H, Schubert D (1997) Mechanism of cellular 3-(4, 5‐dimethylthiazol‐2‐yl)‐2, 5‐diphenyltetrazolium bromide (MTT) reduction. J Neurochem 69:581–593. https://doi.org/10.1046/j.1471-4159.1997.69020581.x
Lu X, Yu H, Ma Q, Shen S, Das UN (2010) Linoleic acid suppresses colorectal cancer cell growth by inducing oxidant stress and mitochondrial dysfunction. Lipids Health Dis 9:1–11. https://doi.org/10.1186/1476-511X-9-106
Manivannan P, Muralitharan G, Balaji NP (2017) Prediction aided in vitro analysis of octa-decanoic acid from Cyanobacterium Lyngbya sp. as a proapoptotic factor in eliciting anti-inflammatory properties. Bioinformation 13:301. https://doi.org/10.6026/97320630013301
Mohansrinivasan V, Devi CS, Deori M, Biswas A, Naine SJ (2015) Exploring the anticancer activity of grape seed extract on skin cancer cell lines A431. Braz Arch Biol Technol 58:540–546. https://doi.org/10.1590/s1516-8913201500076
Moon JY, Ediriweera MK, Ryu JY, Kim HY, Cho SK (2021) Catechol enhances chemo–and radio–sensitivity by targeting AMPK/Hippo signaling in pancreatic cancer cells. Oncol Rep 45:1133–1141. https://doi.org/10.3892/or.2021.7924
Notaro A, Jakubaszek M, Koch S, Rubbiani R, Dömötör O, Enyedy ÉA et al (2020) A maltol-containing Ruthenium Polypyridyl Complex as a potential Anticancer Agent. Chem–Eur J 26:4997–5009. https://doi.org/10.1002/chem.201904877
Obexer P, Ausserlechner MJ (2014) X-linked inhibitor of apoptosis protein–a critical death resistance regulator and therapeutic target for personalized cancer therapy. Front Oncol 4:197. https://doi.org/10.3389/fonc.2014.00197
Pandey A, Tripathi S (2014) Concept of standardization, extraction and pre phytochemical screening strategies for herbal drug. J Pharmacogn Phytochem 2
Prakash P, Vijayasarathi D, Selvam K, Karthi S, Manivasagaperumal R (2021) Pharmacore ma** based on docking, ADME/toxicity, virtual screening on 3, 5-dimethyl-1, 3, 4-hexanetriol and dodecanoic acid derivates for anticancer inhibitors. J Biomol Struct Dyn 39:4490–4500. https://doi.org/10.1080/07391102.2020.1778533
Rajesh KD, Vasantha S, Rajesh NV, Panneerselvam A (2014) Qualitative and quantitative phytochemical analysis in four pteridophytes. Int J Pharm Sci Rev Res 27:408–412
Reza AA, Haque MA, Sarker J, Nasrin MS, Rahman MM, Tareq AM, Alam AK (2021) Antiproliferative and antioxidant potentials of bioactive edible vegetable fraction of Achyranthes Ferruginea Roxb. In cancer cell line. Food Sci Nutr 9:3777–3805. https://doi.org/10.1002/fsn3.2343
Riedl SJ, Renatus M, Schwarzenbacher R, Zhou Q, Sun C, Fesik SW et al (2001) Structural basis for the inhibition of caspase-3 by XIAP. Cell 104:791–800. https://doi.org/10.1016/s0092-8674(01)00274-4
Sakthivel R, Malar DS, Devi KP (2018) Phytol shows anti-angiogenic activity and induces apoptosis in A549 cells by depolarizing the mitochondrial membrane potential. Biomed Pharmacother 105:742–752. https://doi.org/10.1016/j.biopha.2018.06.035
Salahuddin H, Mansoor Q, Batool R, Farooqi AA, Mahmood T, Ismail M (2016) Anticancer activity of Cynodon dactylon and Oxalis corniculata on Hep2 cell line. Cell Mol Biol 62(5):60–63
Sharma RA, Kumari A (2014) Phytochemistry, pharmacology and therapeutic application of Oxalis corniculata Linn.–a review. Int J Pharm Pharm Sci 6:6–12
Sharmila D, Poovarasan A, Pradeep E, Saha T, Rao MRK, Prabhu K (2021) The GC MS study of one ayurvedic formulation Sitopaladi. Res J Pharm Technol 14:911–915. https://doi.org/10.5958/0974-360X.2021.00162.1
Sivakumaran G, Prabhu K, Rao MR, Jones S, Sundaram RL, Ulhas VR, Vijayalakshmi N (2019) Gas chromatography-mass spectrometry analysis of one ayurvedic oil, Ksheerabala Thailam. Drug Invent Today 11:2661–2665
Srikanth M, Swetha T, Veeresh B (2012) Phytochemistry and pharmacology of Oxalis corniculata Linn.: a review. Int J Pharm Sci Res 3(11):4077. https://doi.org/10.13040/IJPSR.0975-8232.3
To NB, Nguyen YTK, Moon JY, Ediriweera MK, Cho SK (2020) Pentadecanoic acid, an odd-chain fatty acid, suppresses the stemness of MCF-7/SC human breast cancer stem-like cells through JAK2/STAT3 signaling. Nutrients 12:1663. https://doi.org/10.3390/nu12061663
Vandana CD, Shanti KN (2017) Cytotoxic activity of Justicia Wynaadensis (Nees) T. Anderson leaf extract on human cancer cell lines. INT J PHARM SCI RES 8(12):5298–5302. https://doi.org/10.13040/IJPSR.0975-8232.8
Vandana CD, Shanti KN, Karunakar P, Chandramohan V (2020) In silico studies of bioactive phytocompounds with anticancer activity from in vivo and in vitro extracts of Justicia wynaadensis (Nees) T. Anderson. Int J Comput Biol Drug Des 13: 582–601. https://doi.org/10.1504/IJCBDD.2020.113836
Wang H, Oo Khor T, Shu L, Su ZY, Fuentes F, Lee JH, Tony Kong AN (2012) Plants vs. cancer: a review on natural phytochemicals in preventing and treating cancers and their druggability. Anti-Cancer Agents Med Chem 12:1281–1305. https://doi.org/10.2174/187152012803833026
Zheng C, Han L, Wu S (2019) A metabolic investigation of anticancer effect of G. Glabra root extract on nasopharyngeal carcinoma cell line, C666-1. Mol Biol Rep 46:3857–3864. https://doi.org/10.1007/s11033-019-04828-1
Acknowledgements
This work has been supported by the Department of Biotechnology, Peoples Education Society University, Banashankari III stage, Bangalore, Karnataka, India. The authors would like to thank the Department of Computer science and Director of C-ISFCR, Peoples Education Society University for providing the computational facility to perform molecular simulation.
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All authors contributed to the study conception and design. Material preparation, data collection and analysis were performed by Meghna Ravishankar Valakatte, Vibha Viswanath, Manasa Aithal. The work was supervised by Shanti Koppala Narayanappa and Prashantha Karunakar. The first draft of the manuscript was written by Meghna Ravishankar Valakatte and all authors commented on previous versions of the manuscript. All authors read and approved the final manuscript.
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Valakatte, M.R., Viswanath, V., Aithal, M. et al. In-vitro and in-silico evaluation of anticancer potential of Oxalis corniculata. ADV TRADIT MED (ADTM) (2024). https://doi.org/10.1007/s13596-024-00777-8
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DOI: https://doi.org/10.1007/s13596-024-00777-8