Review: Recent Methods for Synthesis of Coumarin Derivatives and Biological Activity
DOI:
https://doi.org/10.64354/1zt4f996Keywords:
coumarins, biological activity.Abstract
Coumarin (2H-1-benzopyran-2-one) is a naturally found plant compound that exhibits a diverse of pharmacological activities. These exhibit anti-inflammatory, anticoagulant, antibacterial, antifungal, antiviral, antiadipogenic, anticonvulsant, antitubercular, antihypertensive, anticancer, antihyperglycemic, antioxidant, and neuro-preservative effects. Benzopyrone derivatives are ubiquitous in the human diet, as they occur in manifold foods notably vegetables, fruits, seeds, nuts, coffee, tea, and wine. Owing to their comparatively low toxicity, low cost, natural presence in foods, and integration in many herbal medicines, coumarins have attracted substantial scientific interest. Accordingly, in depth exploration of their biological properties and potential applications is imperative.
References
[1] C. Kontogiorgis, A. Detsi, and D. Hadjipavlou-Litina, “Coumarin-based drugs: a patent review (2008 – present),” Expert Opinion on Therapeutic Patents, vol. 22, no. 4, pp. 437–454, Apr. 2012, doi: 10.1517/13543776.2012.678835.
[2] A. Y. Mohammed and L. S. Ahamed, “Synthesis and Characterization of New Substituted Coumarin Derivatives and Study Their Biological Activity,” Chem. Methodol., no. Online First, Aug. 2022, doi: 10.22034/CHEMM.2022.349124.1569.
[3] R. Siddique et al., “Coumarin as a Potential Plant Metabolite Offering Diverse Range of Anti-Inflammatory and Therapeutic Effects,” in Ethnopharmacology and Ethnobotany of Medicinal Plants, 1st ed., University of Agriculture, Faisalabad, Pakistan, Z. U. D. Sindhu, B. Aslam, M. N. Faisal, and W. Majeed, Eds., FahumSci, 2024, pp. 72–80. doi: 10.61748/EEMP.2024/10.
[4] D. Egan, R. O’kennedy, E. Moran, D. Cox, E. Prosser, and R. D. Thornes, “The Pharmacology, Metabolism, Analysis, and Applications of Coumarin and Coumarin-Related Compounds,” Drug Metabolism Reviews, vol. 22, no. 5, pp. 503–529, Jan. 1990, doi: 10.3109/03602539008991449.
[5] J. Jumal and Norhanis Sakinah, “Synthesis, Characterization, and Applications of Coumarin Derivatives: A Short Review,” MJoSHT, vol. 7, no. 1, pp. 62–68, Mar. 2021, doi: 10.33102/mjosht.v7i1.145.
[6] F. Annunziata, C. Pinna, S. Dallavalle, L. Tamborini, and A. Pinto, “An Overview of Coumarin as a Versatile and Readily Accessible Scaffold with Broad-Ranging Biological Activities,” IJMS, vol. 21, no. 13, p. 4618, June 2020, doi: 10.3390/ijms21134618.
[7] M. S. Tolba et al., “An overview on synthesis and reactions of coumarin based compounds,” 10.5267/j.ccl, vol. 11, no. 1, pp. 29–42, 2022, doi: 10.5267/j.ccl.2021.9.007.
[8] X. He et al., “FeCl3 -Catalyzed Cascade Reaction: An Efficient Approach to Functionalized Coumarin Derivatives,” Synthetic Communications, vol. 44, no. 10, pp. 1507–1514, May 2014, doi: 10.1080/00397911.2013.862833.
[9] S. B. Phadtare and G. S. Shankarling, “Greener coumarin synthesis by Knoevenagel condensation using biodegradable choline chloride,” Environ Chem Lett, vol. 10, no. 4, pp. 363–368, Dec. 2012, doi: 10.1007/s10311-012-0360-8.
[10] K. Aslam, M. K. Khosa, N. Jahan, and S. Nosheen, “SYNTHESIS AND APPLICATIONS OF COUMARIN,” Pak. J. Pharm. Sci., 2010.
[11] L. Dinparast et al., “Rapid, Efficient, and Green Synthesis of Coumarin Derivatives via Knoevenagel Condensation and Investigating Their Biological Effects,” ChemistrySelect, vol. 4, no. 31, pp. 9211–9215, Aug. 2019, doi: 10.1002/slct.201901921.
[12] A. Bouhaoui et al., “Synthesis and Biological Properties of Coumarin Derivatives. A Review,” ChemistrySelect, vol. 6, no. 24, pp. 5848–5870, June 2021, doi: 10.1002/slct.202101346.
[13] john singh and R. Abraham, “Investigation of New Conditions for the Synthesis of Biological Coumarins,” Biol. Mol. Chem., no. Online First, Jan. 2024, doi: 10.22034/bmc.2024.440529.1025.
[14] S. Elmusa, M. Elmusa, B. Elmusa, and R. Kasımoğulları, “Coumarins: Chemical Synthesis, Properties and Applications,” Düzce Üniversitesi Bilim ve Teknoloji Dergisi, vol. 13, no. 1, pp. 131–170, Jan. 2025, doi: 10.29130/dubited.1441144.
[15] Y. F. Mustafa, M. K. Bashir, and M. K. Oglah, “Original and Innovative Advances in the Synthetic Schemes of Coumarin-Based Derivatives: A Review”.
[16] L. Song et al., “Cascade Claisen and Meinwald Rearrangement for One-Pot Divergent Synthesis of Benzofurans and 2 H -Chromenes,” Org. Lett., vol. 22, no. 8, pp. 3004–3009, Apr. 2020, doi: 10.1021/acs.orglett.0c00770.
[17] S. Hesse and G. Kirsch, “A rapid access to coumarin derivatives (using Vilsmeier–Haack and Suzuki cross-coupling reactions),” Tetrahedron Letters, vol. 43, no. 7, pp. 1213–1215, Feb. 2002, doi: 10.1016/S0040-4039(01)02373-5.
[18] D. C. Dittmer, Q. Li, and D. V. Avilov, “Synthesis of Coumarins, 4-Hydroxycoumarins, and 4-Hydroxyquinolinones by Tellurium-Triggered Cyclizations1,” J. Org. Chem., vol. 70, no. 12, pp. 4682–4686, June 2005, doi: 10.1021/jo050070u.
[19] S. N. Esfahani, M. S. Damavandi, P. Sadeghi, Z. Nazifi, A. Salari-Jazi, and A. R. Massah, “Synthesis of some novel coumarin isoxazol sulfonamide hybrid compounds, 3D-QSAR studies, and antibacterial evaluation,” Sci Rep, vol. 11, no. 1, p. 20088, Oct. 2021, doi: 10.1038/s41598-021-99618-w.
[20] C. A. Kontogiorgis and D. J. Hadjipavlou-Litina, “Synthesis and Antiinflammatory Activity of Coumarin Derivatives,” J. Med. Chem., vol. 48, no. 20, pp. 6400–6408, Oct. 2005, doi: 10.1021/jm0580149.
[21] V. Mandlik, S. Patil, R. Bopanna, S. Basu, and S. Singh, “Biological Activity of Coumarin Derivatives as Anti-Leishmanial Agents,” PLoS ONE, vol. 11, no. 10, p. e0164585, Oct. 2016, doi: 10.1371/journal.pone.0164585.
[22] Y.-Q. Hu et al., “Recent developments of coumarin-containing derivatives and their anti-tubercular activity,” European Journal of Medicinal Chemistry, vol. 136, pp. 122–130, Aug. 2017, doi: 10.1016/j.ejmech.2017.05.004.
[23] R. Adam and E. Zimam, “Design, Synthesis, and Anticancer of Some New Amide Derivatives from Coumarin-3-Carboxylic Acid Combined with Carbohydrate,” Egyptian Academic Journal of Biological Sciences. C, Physiology and Molecular Biology, vol. 15, no. 2, pp. 37–50, July 2023, doi: 10.21608/eajbsc.2023.308857.
[24] M. Musa, J. Cooperwood, and M. O. Khan, “A Review of Coumarin Derivatives in Pharmacotherapy of Breast Cancer,” CMC, vol. 15, no. 26, pp. 2664–2679, Nov. 2008, doi: 10.2174/092986708786242877.
[25] Sonal Gupta, Juveria Khan, Priti Kumari, Chintam Narayana, R. Ayana, Malabika Chakrabarti, Ram Sagar and Shailja Singh, “Enhanced uptake, high selective and microtubule disrupting activity of carbohydrate fused pyrano-pyranones derived from natural coumarins attributes to its anti-malarial potential” Malar J, vol. 18, no. 1, p. 346, Dec. 2019, doi: 10.1186/s12936-019-2971-z.
[26] V. Ngoc Toan, N. Dinh Thanh, N. Minh Tri, and N. Thi Thu Huong, “Synthesis and biological screening of thiosemicarbazones of substituted 3-acetylcoumarins having d-glucose moiety,” Bioorganic & Medicinal Chemistry Letters, vol. 30, no. 24, p. 127664, Dec. 2020, doi: 10.1016/j.bmcl.2020.127664.
[27] C. D. Raposo, C. A. Conceição, and M. T. Barros, “Nanoparticles Based on Novel Carbohydrate-Functionalized Polymers,” Molecules, vol. 25, no. 7, p. 1744, Apr. 2020, doi: 10.3390/molecules25071744.
[28] Y. Jain, M. Kumari, M. Agarwal, and R. Gupta, “Robust synthesis of sugar-coumarin based fluorescent 1,4-disubstituted-1,2,3-triazoles using highly efficient recyclable citrate grafted β-cyclodextrin@magnetite nano phase transfer catalyst in aqueous media,” Carbohydrate Research, vol. 482, p. 107736, Aug. 2019, doi: 10.1016/j.carres.2019.06.015.
[29] R. W. Adam, E. H. Zimam “Design, Synthesis, Anticancer Activity and Molecular Docking of New 1,2,3-Triazole combined Glucosides with coumarin,” JPTCP, vol. 30, no. 9, Jan. 2023, doi: 10.47750/jptcp.2023.30.09.035.
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