317
Views
15
CrossRef citations to date
0
Altmetric
Research Articles

Cirsimaritin, a lung squamous carcinoma cells (NCIH-520) proliferation inhibitor

, , , , & ORCID Icon
Pages 3312-3323 | Received 04 Feb 2020, Accepted 25 Apr 2020, Published online: 13 May 2020

References

  • Alam, S., & Khan, F. (2018). Virtual screening, Docking, ADMET and System Pharmacology studies on Garcinia caged Xanthone derivatives for Anticancer activity. Scientific Reports, 8(1), 5524. doi: 10.1038/s41598-018-23768-7
  • Ames, B. N., Mccann, J., & Yamasaki, E. (1975). Methods for detecting carcinogens and mutagens with the Salmonella/mammalian-microsome mutagenicity test. Mutation Research/Environmental Mutagenesis and Related Subjects, 31(6), 347–364. doi: 10.1016/0165-1161(75)90046-1
  • Arivazhagan, L., & Sorimuthu Pillai, S. (2014). Tangeretin, a citrus pentamethoxyflavone, exerts cytostatic effect via p53/p21 up-regulation and suppresses metastasis in 7,12-dimethylbenz(α)anthracene-induced rat mammary carcinoma. The Journal of Nutritional Biochemistry, 25(11), 1140–1153. doi: 10.1016/j.jnutbio.2014.06.007
  • Bai, N., He, K., Roller, M., Lai, C. S., Shao, X., Pan, M. H., Bily, A., & Ho, C. T. (2011). Flavonoid glycosides from Microtea debilis and their cytotoxic and anti-inflammatory effects. Fitoterapia, 82(2), 168–172. doi: 10.1016/j.fitote.2010.08.014
  • Bawankule, D. U., Chattopadhyay, S. K., Pal, A., Saxena, K., Yadav, S., Faridi, U., … Khanuja, S. P. S. (2008). Modulation of inflammatory mediators by coumarinolignoids from Cleome viscosa in female swiss albino mice. Inflammopharmacology, 16(6), 272–277. doi: 10.1007/s10787-008-8012-0
  • Beaujouin, M., & Liaudet-Coopman, E. (2008). Cathepsin D overexpressed by cancer cells can enhance apoptosis-dependent chemo-sensitivity independently of its catalytic activity. Advances in Experimental Medicine and Biology, 617, 453–461. doi: 10.1007/978-0-387-69080-3_44
  • Ben Sghaier, M., Skandrani, I., Nasr, N., Franca, M.-G. D., Chekir-Ghedira, L., & Ghedira, K. (2011). Flavonoids and sesquiterpenes from Tecurium ramosissimum promote antiproliferation of human cancer cells and enhance antioxidant activity: A structure-activity relationship study. Environmental Toxicology and Pharmacology, 32(3), 336–348. doi: 10.1016/j.etap.2011.07.003
  • Berman, H. M., Kleywegt, G. J., Nakamura, H., & Markley, J. L. (2013). The future of the protein data bank. Biopolymers, 99(3), 218–222. doi: 10.1002/bip.22132
  • Bishayee, K., & Khuda-Bukhsh, A. R. (2013). 5-Lipoxygenase Antagonist therapy: A new approach towards targeted cancer chemotherapy. Acta Biochimica et Biophysica Sinica, 45(9), 709–719. doi: 10.1093/abbs/gmt064
  • Bishop, J. M. (1983). Cellular oncogenes and retroviruses. Annual Review of Biochemistry, 52(1), 301–354. doi: 10.1146/annurev.bi.52.070183.001505
  • Bray, F., Ferlay, J., Soerjomataram, I., Siegel, R. L., Torre, L. A., & Jemal, A. (2018). Global cancer statistics 2018: GLOBOCAN estimates of incidence and mortality worldwide for 36 cancers in 185 countries. CA: A Cancer Journal for Clinicians, 68(6), 394–424. doi: 10.3322/caac.21492
  • Bundscherer, A., Malsy, M., Lange, R., Hofmann, P., Metterlein, T., Graf, B. M., & Gruber, M. (2013). Cell harvesting method influences results of apoptosis analysis by annexin V staining. Anticancer Research, 33(8), 3201–3204. http://www.ncbi.nlm.nih.gov/pubmed/23898079
  • Cragg, G. M., & Newman, D. J. (2013). Natural products: A continuing source of novel drug leads. Biochimica et Biophysica Acta (Bba) - General Subjects, 1830(6), 3670–3695. doi: 10.1016/j.bbagen.2013.02.008
  • Dorfman, A., Roseman, S., Ludowieg, J., Mayeda, M., Moses, F. E., & Cifonelli, J. A. (1955). The biosynthesis of hyaluronic acid by group A Streptococcus. IV. Role of glucosone as an intermediate in the synthesis of glucosamine. The Journal of Biological Chemistry, 216(2), 549–552. http://www.ncbi.nlm.nih.gov/pubmed/13271334
  • Dubey, V., & Luqman, S. (2017). Cathepsin D as a Promising Target for the Discovery of Novel Anticancer Agents. Current Cancer Drug Targets, 17(5), 404–422. doi: 10.2174/1568009616666161229145115
  • Ertl, P., Rohde, B., & Selzer, P. (2000). Fast calculation of molecular polar surface area as a sum of fragment-based contributions and its application to the prediction of drug transport properties. Journal of Medicinal Chemistry, 43(20), 3714–3717. doi: 10.1021/jm000942e
  • Feitelson, M. A., Arzumanyan, A., Kulathinal, R. J., Blain, S. W., Holcombe, R. F., Mahajna, J., Marino, M., Martinez-Chantar, M. L., Nawroth, R., Sanchez-Garcia, I., Sharma, D., Saxena, N. K., Singh, N., Vlachostergios, P. J., Guo, S., Honoki, K., Fujii, H., Georgakilas, A. G., Bilsland, A., … Nowsheen, S. (2015). Sustained proliferation in cancer: Mechanisms and novel therapeutic targets. Seminars in Cancer Biology, 35(Suppl), S25–S54. Suppldoi: 10.1016/j.semcancer.2015.02.006
  • Foster, D. A., Yellen, P., Xu, L., & Saqcena, M. (2010). Regulation of G1 cell cycle progression: Distinguishing the restriction point from a nutrient-sensing cell growth checkpoint(s). Genes & Cancer, 1(11), 1124–1131. doi: 10.1177/1947601910392989
  • Fox, C., Cocchiaro, P., Oakley, F., Howarth, R., Callaghan, K., Leslie, J., Luli, S., Wood, K. M., Genovese, F., Sheerin, N. S., & Moles, A. (2016). Inhibition of lysosomal protease cathepsin D reduces renal fibrosis in murine chronic kidney disease. Scientific Reports, 6(1), 1–15. (2016). doi: 10.1038/srep20101
  • Goldenberg, M. M. (1999). Celecoxib, a selective cyclooxygenase-2 inhibitor for the treatment of rheumatoid arthritis and osteoarthritis. Clinical Therapeutics, 21(9), 1497–1513. doi: 10.1016/S0149-2918(00)80005-3
  • Gounaris, E., Heiferman, M. J., Heiferman, J. R., Shrivastav, M., Vitello, D., Blatner, N. R., Knab, L. M., Phillips, J. D., Cheon, E. C., Grippo, P. J., Khazaie, K., Munshi, H. G., & Bentrem, D. J. (2015). Zileuton, 5-lipoxygenase inhibitor, acts as a chemopreventive agent in intestinal polyposis, by modulating polyp and systemic inflammation. PloS One, 10(3), e0121402. doi: 10.1371/journal.pone.0121402
  • Hashemi Goradel, N., Najafi, M., Salehi, E., Farhood, B., & Mortezaee, K. (2019). Cyclooxygenase-2 in cancer: A review. Journal of Cellular Physiology, 234(5), 5683–5699. doi: 10.1002/jcp.27411
  • Hillcoat, B. L., Kawai, M., McCulloch, P. B., Rosenfeld, J., & Williams, C. K. (1976). A sensitive assay of 5-fluorouracil in plasma by gas chromatography-mass spectrometry. British Journal of Clinical Pharmacology, 3(1), 135–143. doi: 10.1111/j.1365-2125.1976.tb00580.x
  • Ireland, L. V., & Mielgo, A. (2018). Macrophages and fibroblasts, key players in cancer chemoresistance. Frontiers in Cell and Developmental Biology, 6, 131. doi: 10.3389/fcell.2018.00131
  • Jensen, D. E., Black, A. R., Swick, A. G., & Azizkhan, J. C. (1997). Distinct roles for Sp1 and E2F sites in the growth/cell cycle regulation of the DHFR promoter. Journal of Cellular Biochemistry, 67(1), 24–31. doi. 10.1002/(SICI)1097-4644(19971001)67:1<24::AID-JCB3>3.0.CO;2-Y
  • Kalani, K., Agarwal, J., Alam, S., Khan, F., Pal, A., & Srivastava, S. K. (2013). In silico and in vivo anti-malarial studies of 18β glycyrrhetinic acid from Glycyrrhiza glabra. PLoS One., 8(9), e74761. doi: 10.1371/journal.pone.0074761
  • Kamalipooya, S., Abdolmaleki, P., Salemi, Z., Javani Jouni, F., Zafari, J., Soleimani, H. (2017). Simultaneous application of cisplatin and static magnetic field enhances oxidative stress in HeLa cell line Animal. doi: 10.1007/S11626-017-0148-Z
  • Kim, S., Chen, J., Cheng, T., Gindulyte, A., He, J., He, S., Li, Q., Shoemaker, B. A., Thiessen, P. A., Yu, B., Zaslavsky, L., Zhang, J., & Bolton, E. E. (2019). PubChem 2019 update: Improved access to chemical data. Nucleic Acids Research, 47(D1), D1102–D1109. doi: 10.1093/nar/gky1033
  • Kim, H. J., Kim, I. S., Dong, Y., Lee, I. S., Kim, J. S., Kim, J. S., Woo, J. T., & Cha, B. Y. (2015). Melanogenesis-inducing effect of cirsimaritin through increases in microphthalmia-associated transcription factor and tyrosinase expression. International Journal of Molecular Sciences, 16(12), 8772–8788. doi: 10.3390/ijms16048772
  • Koomoa, D. L. T., Yco, L., Borsics, T., Wallick, C. J., & Bachmann, A. S. (2008). Ornithine decarboxylase inhibition by DFMO activates opposing signaling pathways via phosphorylation of both Akt/PKB and p27Kip1 in neuroblastoma. Cancer Research, 68(23), 9825–9831. doi: 10.1158/0008-5472.CAN-08-1865
  • Kulmacz, R. J., & Lands, W. E. (1984). Prostaglandin H synthase. Stoichiometry of heme cofactor. The Journal of Biological Chemistry, 259(10), 6358–6363. http://www.ncbi.nlm.nih.gov/pubmed/6427213
  • Lee, D., Kim, K. H., Lee, J., Hwang, G. S., Lee, H. L., Hahm, D. H., Huh, C. K., Lee, S. C., Lee, S., & Kang, K. S. (2017). Protective effect of cirsimaritin against streptozotocin-induced apoptosis in pancreatic beta cells. Journal of Pharmacy and Pharmacology, 69(7), 875–883. doi: 10.1111/jphp.12719
  • Lee, J., Koo, N., & Min, D. B. (2004). Reactive oxygen species, aging, and antioxidative nutraceuticals. Comprehensive Reviews in Food Science and Food Safety, 3(1), 21–33. doi: 10.1111/j.1541-4337.2004.tb00058.x
  • Leshno, M., Lin, V. Y., Pinkus, A., & Schocken, S. (1993). Multilayer feedforward networks with a nonpolynomial activation function can approximate any function. Neural Networks, 6(6), 861–867. doi: 10.1016/S0893-6080(05)80131-5
  • Li, R., Sirawaraporn, R., Chitnumsub, P., Sirawaraporn, W., Wooden, J., Athappilly, F., Turley, S., & Hol, W. G. (2000). Three-dimensional structure of M. tuberculosis dihydrofolate reductase reveals opportunities for the design of novel tuberculosis drugs. Journal of Molecular Biology, 295(2), 307–323. doi: 10.1006/jmbi.1999.3328
  • Lipinski, C. A., Lombardo, F., Dominy, B. W., & Feeney, P. J. (2001). Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Advanced Drug Delivery Reviews, 46(1–3), 3–26. doi: 10.1016/S0169-409X(00)00129-0
  • Liu, T., Castro, S., Brasier, A. R., Jamaluddin, M., Garofalo, R. P., & Casola, A. (2004). Reactive oxygen species mediate virus-induced STAT activation: Role of tyrosine phosphatases. Journal of Biological Chemistry, 279(4), 2461–2469. doi: 10.1074/jbc.M307251200
  • Liu, J. L., Kong, Y. C., Miao, J. Y., Mei, X. Y., Wu, S. Y., Yan, Y. C., & Cao, X. Y. (2019). Spectroscopy and molecular docking analysis reveal structural specificity of flavonoids in the inhibition of α-glucosidase activity. International Journal of Biological Macromolecules, 152, 981–989. doi: 10.1016/j.ijbiomac.2019.10.184
  • Lu, W., Zhao, X., Xu, Z., Dong, N., Zou, S., Shen, X., & Huang, J. (2013). Development of a new colorimetric assay for lipoxygenase activity. Analytical Biochemistry, 441(2), 162–168. doi: 10.1016/j.ab.2013.06.007
  • Luqman, S., Luqman, S., Masood, N., Srivastava, S., & Dubey, V. (2013). A modified spectrophotometric and methodical approach to find novel inhibitors of ornithine decarboxylase enzyme: A path through the maze. Protocol Exchange, 10. doi: 10.1038/protex.2013.045
  • Maeda, H., & Khatami, M. (2018). Analyses of repeated failures in cancer therapy for solid tumors: Poor tumor-selective drug delivery, low therapeutic efficacy and unsustainable costs. Clinical and Translational Medicine, 7(1), 11. doi: 10.1186/s40169-018-0185-6
  • Masuelli, L., Marzocchella, L., Quaranta, A., Palumbo, C., Pompa, G., Izzi, V., Canini, A., Modesti, A., Glavano, F., & Bei, R. (2011). Apigenin induces apoptosis and impairs head and neck carcinomas EGFR/ErbB2 signaling. Frontiers in Bioscience, 16(1), 1060–1068. doi: 10.2741/3735
  • McAtee, C. O., Barycki, J. J., & Simpson, M. A. (2014). Emerging roles for hyaluronidase in cancer metastasis and therapy. Advances in Cancer Research, 123, 1–34. doi: 10.1016/B978-0-12-800092-2.00001-0
  • Morris, G. M., Green, L. G., Radić, Z., Taylor, P., Sharpless, K. B., Olson, A. J., & Grynszpan, F. (2013). Automated docking with protein flexibility in the design of femtomolar “click chemistry” inhibitors of acetylcholinesterase. Journal of Chemical Information and Modeling, 53(4), 898–906. doi: 10.1021/ci300545a
  • Nunez, R. (2001). DNA measurement and cell cycle analysis by flow cytometry. Current Issues in Molecular Biology, 3(3), 67–70. http://www.ncbi.nlm.nih.gov/pubmed/11488413
  • Nyiligira, E., Viljoen, A. M., Van Heerden, F. R., Van Zyl, R. L., Van Vuuren, S. F., & Steenkamp, P. A. (2008). Phytochemistry and in vitro pharmacological activities of South African Vitex (Verbenaceae) species. Journal of Ethnopharmacology, 119(3), 680–685. doi: 10.1016/j.jep.2008.07.004
  • Panche, A. N., Diwan, A. D., & Chandra, S. R. (2016). Flavonoids: An overview. Journal of Nutritional Science, 5, e47. doi: 10.1017/jns.2016.41
  • Park, J. Y., Kim, H. Y., Shibamoto, T., Jang, T. S., Lee, S. C., Shim, J. S., Hahm, D. H., Lee, H. J., Lee, S., & Kang, K. S. (2017). Beneficial effects of a medicinal herb, Cirsium japonicum var. maackii, extract and its major component, cirsimaritin on breast cancer metastasis in MDA-MB-231 breast cancer cells. Bioorganic & Medicinal Chemistry Letters, 27(17), 3968–3973. doi: 10.1016/j.bmcl.2017.07.070
  • Pegg, A. E. (2016). Functions of polyamines in mammals. Journal of Biological Chemistry, 291(29), 14904–14912. doi: 10.1074/jbc.R116.731661
  • Redza-Dutordoir, M., & Averill-Bates, D. A. (2016). Activation of apoptosis signalling pathways by reactive oxygen species. Biochimica et Biophysica Acta (Bba) - Molecular Cell Research, 1863(12), 2977–2992. doi: 10.1016/j.bbamcr.2016.09.012
  • Rengarajan, T., Nandakumar, N., Rajendran, P., Haribabu, L., Nishigaki, I., & Balasubramanian, M. P. (2014). D-pinitol promotes apoptosis in MCF-7 cells via induction of p53 and Bax and inhibition of Bcl-2 and NF-κB. Asian Pacific Journal of Cancer Prevention, 15(4), 1757–1762. doi: 10.7314/APJCP.2014.15.4.1757
  • Sen, A., Ozbas Turan, S., & Bitis, L. (2017). Bioactivity-guided isolation of anti-proliferative compounds from endemic Centaurea kilaea. Pharmaceutical Biology, 55(1), 541–546. doi: 10.1080/13880209.2016.1255980
  • Sherr, C. J. (1996). Cancer cell cycles. Science, 274(5293), 1672–1677. doi: 10.1126/science.274.5293.1672
  • Shin, M. S., Park, J. Y., Lee, J., Yoo, H. H., Hahm, D. H., Lee, S. C., Lee, S., Hwang, G. S., Jung, K., & Kang, K. S. (2017). Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim. Bioorganic & Medicinal Chemistry Letters, 27(14), 3076–3080. doi: 10.1016/j.bmcl.2017.05.051
  • Simon, H. U., Haj-Yehia, A., & Levi-Schaffer, F. (2000). Role of reactive oxygen species (ROS) in apoptosis induction. APOPTOSIS, 5(5), 415–418. https://doi.org/10.1023/A:1009616228304 doi: 10.1023/A:1009616228304
  • Singh, S., Dubey, V., Singh, D. K., Fatima, K., Ahmad, A., & Luqman, S. (2017). Antiproliferative and antimicrobial efficacy of the compounds isolated from the roots of Oenothera biennis L. Journal of Pharmacy and Pharmacology, 69(9), 1230–1243. doi: 10.1111/jphp.12753
  • Smith, R., & Turk, V. (1974). Cathepsin D: Rapid isolation by affinity chromatography on haemoglobin-agarose resin. European Journal of Biochemistry, 48(1), 245–254. doi: 10.1111/j.1432-1033.1974.tb03762.x
  • Srivastava, V., Negi, A. S., Kumar, J. K., Gupta, M. M., & Khanuja, S. P. (2005). Plant-based anticancer molecules: A chemical and biological profile of some important leads. Bioorganic & Medicinal Chemistry, 13(21), 5892–5908. doi: 10.1016/j.bmc.2005.05.066
  • Sunitha, K., Suresh, P., Santhosh, M. S., Hemshekhar, M., Thushara, R. M., Marathe, G. K., Thirunavukkarasu, C., Kemparaju, K., Kumar, M. S., & Girish, K. S. (2013). Inhibition of hyaluronidase by N-acetyl cysteine and glutathione: Role of thiol group in hyaluronan protection. International Journal of Biological Macromolecules, 55, 39–46. doi: 10.1016/j.ijbiomac.2012.12.047
  • Tian, W., Chen, C., Lei, X., Zhao, J., & Liang, J. (2018). CASTp 3.0: Computed atlas of surface topography of proteins. Nucleic Acids Research, 46(W1), W363–W367. doi: 10.1093/nar/gky473
  • Trott, O., & Olson, A. J. (2010). AutoDock Vina: Improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading. Journal of Computational Chemistry, 31(2), NA–461. doi: 10.1002/jcc.21334
  • Yang, S. F., Yang, W. E., Chang, H. R., Chu, S. C., & Hsieh, Y. S. (2008). Luteolin induces apoptosis in oral squamous cancer cells. Journal of Dental Research, 87(4), 401–406. doi: 10.1177/154405910808700413
  • Zhou, Y., Shu, F., Liang, X., Chang, H., Shi, L., Peng, X., Zhu, J., & Mi, M. (2014). Ampelopsin induces cell growth inhibition and apoptosis in breast cancer cells through ROS generation and endoplasmic reticulum stress pathway. PloS One., 9(2), e89021. doi: 10.1371/journal.pone.0089021

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.