Biochemical interaction of twenty steroid derivatives with ribosomal protein kinase 4 S6 (RSK-4) surface using a theoretical model

Authors

  • Lauro Figueroa-Valverde Laboratory of Pharmaco-Chemistry, Faculty of Chemical Biological Sciences, University Autonomous of Campeche, Av. Agustín Melgar s/n, Col Buenavista C.P. 24039 Campeche, Camp., México https://orcid.org/0000-0001-7119-4728
  • Francisco Diaz-Cedillo Escuela Nacional de Ciencias Biológicas del Instituto Politécnico Nacional. Prol. Carpio y Plan de Ayala s/n Col. Santo Tomas, México, D.F. C.P. 11340 https://orcid.org/0000-0003-4613-9836
  • Marcela Rosas Nexticapa Escuela Nacional de Ciencias Biológicas del Instituto Politécnico Nacional. Prol. Carpio y Plan de Ayala s/n Col. Santo Tomas, México, D.F. C.P. 11340 https://orcid.org/0000-0001-7119-4728
  • Magdalena Alvarez-Ramirez Escuela Nacional de Ciencias Biológicas del Instituto Politécnico Nacional. Prol. Carpio y Plan de Ayala s/n Col. Santo Tomas, México, D.F. C.P. 11340 https://orcid.org/0000-0003-0046-4342
  • Maria López-Ramos Laboratory of Pharmaco-Chemistry, Faculty of Chemical Biological Sciences, University Autonomous of Campeche, Av. Agustín Melgar s/n, Col Buenavista C.P. 24039 Campeche, Camp., México https://orcid.org/0000-0002-1456-0549
  • Montserrat Melgarejo-Guttierrez Facultad de Nutrición, Universidad Veracruzana, Médicos y Odontologos s/n C.P. 91010, Unidad del Bosque Xalapa Veracruz, México https://orcid.org/0000-0002-8144-6877
  • Catalina Cervantes-Ortega Escuela Nacional de Ciencias Biológicas del Instituto Politécnico Nacional. Prol. Carpio y Plan de Ayala s/n Col. Santo Tomas, México, D.F. C.P. 11340 https://orcid.org/0000-0002-9085-2631
  • Maria Virginia Mateu-Armad Escuela Nacional de Ciencias Biológicas del Instituto Politécnico Nacional. Prol. Carpio y Plan de Ayala s/n Col. Santo Tomas, México, D.F. C.P. 11340 https://orcid.org/0000-0003-3283-0001
  • Juliette Mijangos-Sanchez Laboratory of Pharmaco-Chemistry, Faculty of Chemical Biological Sciences, University Autonomous of Campeche, Av. Agustín Melgar s/n, Col Buenavista C.P. 24039 Campeche, Camp., México https://orcid.org/0009-0007-6847-3823

DOI:

https://doi.org/10.14295/bjs.v3i2.482

Keywords:

Theoretical, RSK-4, DockingServer, steroid derivatives

Abstract

Several genetic expressions have been involved in the development of cancer such as the expression of a ribosomal kinase S6 P90 (RSK-4). It is important to mention that some compounds such as LJH685, 2073047-06-8, and SL0101 can act as RSK-4 inhibitors; however, its interaction with the surface of RSK-4 is very confusing. The aim of this research was to evaluate the interaction of twenty-nine steroid derivatives (1 to 29) with of RSK-4 surface using 6rv2 protein, LJH685, 2073047-06-8 and SL0101 as theoretical tools in the Dockingserver program. The results showed differences in the aminoacid residues involved in the interaction of steroid derivatives with 6rv2 protein surface compared with LJH685, 2073047-06-8 and SL0101. Besides, the inhibition constant for steroid derivatives 1, 12, 14, 19 and 22 was lower compared to 2073047-06-8 drug. In conclusion, the steroid derivatives 1, 12, 14, 19 and 22 could be a good alternative as RSK-4 inhibitors to decrease cancer cells growth.

References

Aljelehawy, Q., Mal Allah, O. R., & Sourazur, G. (2022). Physicochemical properties, medicinal chemistry, toxicity, and absorption of quercetin and its interaction with spike glycoprotein of SARS-CoV-2: Molecular docking. Nano Micro

Biosystems, 1(1), 32-39. https://doi.org/10.22034/NMBJ.2022.163207

Arul, N., & Cho, Y. Y. (2013). A rising cancer prevention target of RSK2 in human skin cancer. Frontiers in oncology, 3, 201. https://doi.org/10.3389/f0nc.2013.00201 DOI: https://doi.org/10.3389/fonc.2013.00201

Baji, Á., Gyovai, A., Wölfling, J., Minorics, R., Ocsovszki, I., Zupkó, I., & Frank, É. (2016). Microwave-assisted one-pot synthesis of steroid–quinoline hybrids and an evaluation of their antiproliferative activities on gynecological cancer cell lines. RSC advances, 6(33), 27501-27516. https://doi.org/10.1039/C6RA03910C DOI: https://doi.org/10.1039/C6RA03910C

Bao, J., Liu, D., Sun, J., Su, X., Cheng, H., Qi, L., ... & Li, L. (2022). Pancreatic cancer-associated diabetes mellitus is characterized by reduced β-cell secretory capacity, rather than insulin resistance. Diabetes Research and Clinical Practice, 185, 109223. https://doi.org/10.1016/j.diabres.2022.109223 DOI: https://doi.org/10.1016/j.diabres.2022.109223

Barthakur, M. G., Gogoi, S., Dutta, M., & Boruah, R. C. (2009). A facile three-component solid phase synthesis of steroidal A-ring fused pyrimidines under microwave irradiation. Steroids, 74(9), 730-734. https://doi.org/10.1016/j.steroids.2009.03.006 DOI: https://doi.org/10.1016/j.steroids.2009.03.006

Barthakur, M. G., Hasib, A., Gogoi, J., & Boruah, R. C. (2010). A convenient strategy for the annulation of aryl scaffold to A/B-ring steroids under microwave irradiation. Steroids, 75(6), 445-449.https://doi.org/10.1016/j.steroids.2010.02.009 DOI: https://doi.org/10.1016/j.steroids.2010.02.009

Bignone, P. A., Lee, K. Y., Liu, Y., Emilion, G., Finch, J., Soosay, A. E. R., ... & Ganesan, T. S. (2007). RPS6KA2, a putative tumour suppressor gene at 6q27 in sporadic epithelial ovarian cancer. Oncogene, 26(5), 683-700. https://doi.org/10.1038/sj.onc.1209827 DOI: https://doi.org/10.1038/sj.onc.1209827

Borthakur, M., Barthakur, M. G., & Boruah, R. C. (2008). Microwave promoted one-pot synthesis of novel A-ring fused steroidal dehydropiperazines. Steroids, 73(5), 539-542. https://doi.org/10.1016/j.steroids.2008.01.005 DOI: https://doi.org/10.1016/j.steroids.2008.01.005

Borthakur, M., & Boruah, R. C. (2008). A microwave promoted and Lewis acid catalysed solventless approach to 4-azasteroids. Steroids, 73(6), 637-641. https://doi.org/10.1016/j.steroids.2008.01.022 DOI: https://doi.org/10.1016/j.steroids.2008.01.022

Casalvieri, K. A., Matheson, C. J., Backos, D. S., & Reigan, P. (2017). Selective targeting of RSK isoforms in cancer. Trends in cancer, 3(4), 302-312. https://doi.org/10.1016/j.trecan.2017.03.004. DOI: https://doi.org/10.1016/j.trecan.2017.03.004

Chen, I. J., & Foloppe, N. (2008). Conformational sampling of druglike molecules with MOE and catalyst: implications for pharmacophore modeling and virtual screening. Journal of chemical information and modeling, 48(9), 1773-1791. https://doi.org/10.1021/ci800130k DOI: https://doi.org/10.1021/ci800130k

Cho, Y. Y., Yao, K., Pugliese, A., Malakhova, M. L., Bode, A. M., & Dong, Z. (2009). A regulatory mechanism for RSK2 NH2-terminal kinase activity. Cancer research, 69(10), 4398-4406. https://doi.org/10.1158/0008-5472.CAN-08-4959 DOI: https://doi.org/10.1158/0008-5472.CAN-08-4959

Clark, D. E., Errington, T. M., Smith, J. A., Frierson Jr, H. F., Weber, M. J., & Lannigan, D. A. (2005). The serine/threonine protein kinase, p90 ribosomal S6 kinase, is an important regulator of prostate cancer cell proliferation. Cancer research, 65(8), 3108-3116. https://doi.org/10.1158/0008-5472.CAN-04-3151 DOI: https://doi.org/10.1158/0008-5472.CAN-04-3151

Czaplinska, D., Gorska, M., Mieczkowski, K., Peszynska-Sularz, G., Zaczek, A. J., Romanska, H. M., & Sadej, R. (2018). RSK1 promotes murine breast cancer growth and metastasis. Folia Histochemica et Cytobiologica, 56(1), 11-20. https://doi.org/10.5603/FHC.a2018.0001 DOI: https://doi.org/10.5603/FHC.a2018.0001

Dixon, S. L., Smondyrev, A. M., & Rao, S. N. (2006). PHASE: a novel approach to pharmacophore modeling and 3D database searching. Chemical biology & drug design, 67(5), 370-372. https://doi.org/10.1111/j.1747-0285.2006.00384.x DOI: https://doi.org/10.1111/j.1747-0285.2006.00384.x

Dutta, M., Saikia, P., Gogoi, S., & Boruah, R. C. (2013). Microwave-promoted and Lewis acid catalysed synthesis of steroidal A-and D-ring fused 4, 6-diarylpyridines. Steroids, 78(4), 387-395. https://doi.org/10.1016/j.steroids.2013.01.006 DOI: https://doi.org/10.1016/j.steroids.2013.01.006

Einstein, A. J., Henzlova, M. J., & Rajagopalan, S. (2007). Estimating risk of cancer associated with radiation exposure from 64-slice computed tomography coronary angiography. Jama, 298(3), 317-323. https://doi.org/10.1001/jama.298.3.317 DOI: https://doi.org/10.1001/jama.298.3.317

Garcia-Pelaez, J., Barbosa-Matos, R., São José, C., Sousa, S., Gullo, I., Hoogerbrugge, N., ... & Oliveira, C. (2022). Gastric cancer genetic predisposition and clinical presentations: Established heritable causes and potential candidate genes. European Journal of Medical Genetics, 65(1), 104401. https://doi.org/10.1016/j.ejmg.2021.104401 DOI: https://doi.org/10.1016/j.ejmg.2021.104401

Gogoi, S., Shekarrao, K., Duarah, A., Bora, T. C., Gogoi, S., & Boruah, R. C. (2012). A microwave promoted solvent-free approach to steroidal quinolines and their in vitro evaluation for antimicrobial activities. Steroids, 77(13), 1438-1445. https://doi.org/10.1016/j.steroids.2012.08.008 DOI: https://doi.org/10.1016/j.steroids.2012.08.008

Hanahan, D. (2022). Hallmarks of cancer: new dimensions. Cancer discovery, 12(1), 31-46. https://doi.org/10.1158/2159-8290.CD-21-1059 DOI: https://doi.org/10.1158/2159-8290.CD-21-1059

Hernández-Linares, M. G., Sandoval-Ramírez, J., Meza-Reyes, S., Montiel-Smith, S., & Guerrero-Luna, G. (2011). Stereospecific synthesis of new steroidal isoxazoles in dry media. Steroids, 76(14), 1521-1526. https://doi.org/10.1016/j.steroids.2011.08.003 DOI: https://doi.org/10.1016/j.steroids.2011.08.003

Jiang, Y., Meyers, T. J., Emeka, A. A., Cooley, L. F., Cooper, P. R., Lancki, N., ... & Witte, J. S. (2022). Genetic factors associated with prostate cancer conversion from active surveillance to treatment. Human Genetics and Genomics Advances, 3(1), 100070. https://doi.org/10.1016/j.xhgg.2021.100070 DOI: https://doi.org/10.1016/j.xhgg.2021.100070

Jójárt, R., Ali, H., Horváth, G., Kele, Z., Zupkó, I., & Mernyák, E. (2020). Pd-catalyzed Suzuki–Miyaura couplings and evaluation of 13α-estrone derivatives as potential anticancer agents. Steroids, 164, 108731. https://doi.org/10.1016/j.steroids.2020.108731 DOI: https://doi.org/10.1016/j.steroids.2020.108731

Kang, S., Elf, S., Lythgoe, K., Hitosugi, T., Taunton, J., Zhou, W., ... & Chen, J. (2010). p90 ribosomal S6 kinase 2 promotes invasion and metastasis of human head and neck squamous cell carcinoma cells. The Journal of clinical investigation, 120(4), 1165-1177. https://doi.org/10.1172/JCI40582 DOI: https://doi.org/10.1172/JCI40582

Karpenko, Y., Hunchak, Y., Gutyj, B., Hunchak, A., Parchenko, M., & Parchenko, V. (2022). Advanced research for physico-chemical properties and parameters of toxicity piperazinium 2-((5-(furan-2-YL)-4-phenyl-4H-1, 2, 4-triazol-3-YL) THIO) acetate. ScienceRise: Pharmaceutical Science, 2(36), 18-25. https://doi.org/10.15587/2519-4852.2022.255848 DOI: https://doi.org/10.15587/2519-4852.2022.255848

Katritzky, A. R., & Angrish, P. (2006). Efficient microwave assisted access to chiral O-(α-protected-aminoacyl) steroids. Steroids, 71(8), 660-669. https://doi.org/10.1016/j.steroids.2006.04.003 DOI: https://doi.org/10.1016/j.steroids.2006.04.003

Khan, A. U., Sharma, S. K., Gehlot, A., Gupta, M., & Alam, M. (2020). Antifungal screening and molecular docking simulation of silica supported synthesized sitosteryl hydrogen phthalate using microwave irradiation. Hemijska industrija, 74(6), 377-388. https://doi.org/10.2298/HEMIND200709028K DOI: https://doi.org/10.2298/HEMIND200709028K

Kovács, D., Mótyán, G., Wölfling, J., Kovács, I., Zupkó, I., & Frank, É. (2014). A facile access to novel steroidal 17-2′-(1′, 3′, 4′)-oxadiazoles, and an evaluation of their cytotoxic activities in vitro. Bioorganic & medicinal chemistry letters, 24(5), 1265-1268. https://doi.org/10.1016/j.bmcl.2014.01.069 DOI: https://doi.org/10.1016/j.bmcl.2014.01.069

Kurogi, Y., & Guner, O. F. (2001). Pharmacophore modeling and three-dimensional database searching for drug design using catalyst. Current medicinal chemistry, 8(9), 1035-1055. https://doi.org/10.2174/0929867013372481 DOI: https://doi.org/10.2174/0929867013372481

Fan, L., Li, P., Yin, Z., Fu, G., Liao, D. J., Liu, Y., ... & Wang, Z. (2013). Ribosomal s6 protein kinase 4: a prognostic factor for renal cell carcinoma. British journal of cancer, 109(5), 1137-1146. https://doi.org/10.1038/bjc.2013.463 DOI: https://doi.org/10.1038/bjc.2013.463

Lara, R., Mauri, F. A., Taylor, H., Derua, R., Shia, A., Gray, C., ... & Pardo, O. E. (2011). An siRNA screen identifies RSK1 as a key modulator of lung cancer metastasis. Oncogene, 30(32), 3513-3521. https://doi.org/10.1038/onc.2011.61 DOI: https://doi.org/10.1038/onc.2011.61

Lazarus, E., & Bays, H. E. (2022). Cancer and obesity: an obesity medicine association (OMA) clinical practice statement (CPS) 2022. Obesity Pillars, 3, 100026. https://doi.org/10.1016/j.obpill.2022.100026 DOI: https://doi.org/10.1016/j.obpill.2022.100026

Li, M. Y., Fan, L. N., Han, D. H., Yu, Z., Ma, J., Liu, Y. X., ... & Wang, Z. (2020). Ribosomal S6 protein kinase 4 promotes radioresistance in esophageal squamous cell carcinoma. The Journal of clinical investigation, 130(8), 4301-4319. https://doi.org/10.1172/JCI134930 DOI: https://doi.org/10.1172/JCI134930

Mardianingrum, R., Yusuf, M., Hariono, M., Mohd Gazzali, A., & Muchtaridi, M. (2022). α-Mangostin and its derivatives against estrogen receptor alpha. Journal of Biomolecular Structure and Dynamics, 40(6), 2621-2634. https://doi.org/10.1080/07391102.2020.1841031 DOI: https://doi.org/10.1080/07391102.2020.1841031

Mayén, A. L., Viallon, V., Botteri, E., Proust-Lima, C., Bagnardi, V., Batista, V., ... & Ferrari, P. (2022). A longitudinal evaluation of alcohol intake throughout adulthood and colorectal cancer risk. European Journal of Epidemiology, 37(9), 915-929. https://doi.org/10.1007/s10654-022-00900-6 DOI: https://doi.org/10.1007/s10654-022-00900-6

Miller, K. D., Nogueira, L., Mariotto, A. B., Rowland, J. H., Yabroff, K. R., Alfano, C. M., ... & Siegel, R. L. (2019). Cancer treatment and survivorship statistics, 2019. CA: a cancer journal for clinicians, 69(5), 363-385. https://doi.org/10.3322/caac.21731 DOI: https://doi.org/10.3322/caac.21565

Minihan, A. K., Patel, A. V., Flanders, W. D., Sauer, A. G., Jemal, A., & Islami, F. (2022). Proportion of Cancer Cases Attributable to Physical Inactivity by US State, 2013-2016. Medicine and Science in Sports and Exercise, 54(3), 417-423. https://doi.org/10.1249/mss.0000000000002801 DOI: https://doi.org/10.1249/MSS.0000000000002801

Patel, Y., Gillet, V. J., Bravi, G., & Leach, A. R. (2002). A comparison of the pharmacophore identification programs: Catalyst, DISCO and GASP. Journal of computer-aided molecular design, 16, 653-681. https://doi.org/10.1023/A:1021954728347 DOI: https://doi.org/10.1023/A:1021954728347

Phua, Z. J., MacInnis, R. J., & Jayasekara, H. (2022). Cigarette smoking and risk of second primary cancer: a systematic review and meta-analysis. Cancer Epidemiology, 78, 102160. https://doi.org/10.1016/j.canep.2022.102160 DOI: https://doi.org/10.1016/j.canep.2022.102160

Rosas-Nexticapa, M., Figueroa-Valverde, L., Alvarez-Ramirez, M., Lopez-Ramos, M., Mateu-Armand, V., & Lopez-Gutierrez, T. (2022). Evaluation of Interaction of Some Quinolone Derivatives on RSK-4 Using a Theoretical Model. Clinical Cancer Investigation Journal, 11(6), 1274987. https://doi.org/10.51847/wRqL2guumm DOI: https://doi.org/10.51847/wRqL2guumm

Saikia, P., Gogoi, S., & Boruah, R. C. (2015). A facile synthesis of steroidal and nonsteroidal pyrimidines under microwave irradiation. Tetrahedron Letters, 56(16), 2106-2109. https://doi.org/10.1016/j.tetlet.2015.03.027 DOI: https://doi.org/10.1016/j.tetlet.2015.03.027

Saikia, P., Kaishap, P. P., Goswami, J., Singh, A. K., Boruah, H. P. D., Gogoi, S., & Boruah, R. C. (2014). Synthesis of steroidal and nonsteroidal vicinal heterocyclic alcohols, N-(1-cycloalkenyl) heterocycles and their antibacterial studies. Steroids, 84, 36-45. https://doi.org/10.1016/j.steroids.2014.03.011 DOI: https://doi.org/10.1016/j.steroids.2014.03.011

Salhi, A., Farhadian, J. A., Giles, K. M., De Miera, E. V. S., Silva, I. P., Bourque, C., ... & Osman, I. (2015). RSK1 activation promotes invasion in nodular melanoma. The American journal of pathology, 185(3), 704-716. https://doi.org/10.1016/j.ajpath.2014.11.021 DOI: https://doi.org/10.1016/j.ajpath.2014.11.021

Shekarrao, K., Nath, D., Kaishap, P. P., Gogoi, S., & Boruah, R. C. (2013). Palladium-catalyzed multi-component synthesis of steroidal A-and D-ring fused 5, 6-disubstituted pyridines under microwave irradiation. Steroids, 78(11), 1126-1133. https://doi.org/10.1016/j.steroids.2013.08.002 DOI: https://doi.org/10.1016/j.steroids.2013.08.002

Skoda-Földes, R., Pfeiffer, P., Horváth, J., Tuba, Z., & Kollár, L. (2002). Microwave-assisted Stille-coupling of steroidal substrates. Steroids, 67(8), 709-713. https://doi.org/10.1016/S0039-128X(02)00026-0 DOI: https://doi.org/10.1016/S0039-128X(02)00026-0

Smith, J. A., Poteet-Smith, C. E., Xu, Y., Errington, T. M., Hecht, S. M., & Lannigan, D. A. (2005). Identification of the first specific inhibitor of p90 ribosomal S6 kinase (RSK) reveals an unexpected role for RSK in cancer cell proliferation. Cancer research, 65(3), 1027-1034. https://doi.org/10.1158/0008-5472.1027.65.3 DOI: https://doi.org/10.1158/0008-5472.1027.65.3

Thakur, A., Sun, Y., Bollig, A., Wu, J., Biliran, H., Banerjee, S., ... & Liao, D. J. (2008). Anti-invasive and antimetastatic activities of ribosomal protein S6 kinase 4 in breast cancer cells. Clinical cancer research, 14(14), 4427-4436. https://doi.org/10.1158/1078-0432.CCR-08-0458 DOI: https://doi.org/10.1158/1078-0432.CCR-08-0458

Xia, C., Dong, X., Li, H., Cao, M., Sun, D., He, S., ... & Chen, W. (2022). Cancer statistics in China and United States, 2022: profiles, trends, and determinants. Chinese medical journal, 135(05), 584-590. DOI: https://doi.org/10.1097/CM9.0000000000002108

Xie, Q. Q., Xie, H. Z., Ren, J. X., Li, L. L., & Yang, S. Y. (2009). Pharmacophore modeling studies of type I and type II kinase inhibitors of Tie2. Journal of Molecular Graphics and Modelling, 27(6), 751-758. https://doi.org/10.1016/j.jmgm.2008.11.008 DOI: https://doi.org/10.1016/j.jmgm.2008.11.008

Yang, W. S., Caliva, M. J., Khadka, V. S., Tiirikainen, M., Matter, M. L., Deng, Y., & Ramos, J. W. (2023). RSK1 and RSK2 serine/threonine kinases regulate different transcription programs in cancer. Frontiers in Cell and Developmental Biology, 10, 1015665. https://doi.org/10.3389/fcell.2022.1015665 DOI: https://doi.org/10.3389/fcell.2022.1015665

Yuan, Y., Xu, J., Jiang, L., Yu, K., Ge, Y., Li, M., ... & Li, H. (2021). Discovery, Optimization, and Structure–Activity Relationship Study of Novel and Potent RSK4 Inhibitors as Promising Agents for the Treatment of Esophageal Squamous Cell Carcinoma. Journal of Medicinal Chemistry, 64(18), 13572-13587. https://doi.org/10.1021/acs.jmedchem.1c00969 DOI: https://doi.org/10.1021/acs.jmedchem.1c00969

Zabransky, D. J., Jaffee, E. M., & Weeraratna, A. T. (2022). Shared genetic and epigenetic changes link aging and cancer. Trends in cell biology, 32(4), 338-350. https://doi.org/10.1016/j.tcb.2022.01.004 DOI: https://doi.org/10.1016/j.tcb.2022.01.004

Zhang, S., Liu, J., Lu, Z. Y., Xue, Y. T., Mu, X. R., Liu, Y., ... & Wu, Q. Y. (2022). Combination of RSK inhibitor LJH-685 and FLT3 inhibitor FF-10101 promoted apoptosis and proliferation inhibition of AML cell lines. Cellular Oncology, 45(5), 1005-1018. https://doi.org/10.1007/s13402-022-00703-7 DOI: https://doi.org/10.1007/s13402-022-00703-7

Zhao, H., Martin, T. A., Davies, E. L., Ruge, F., Yu, H., Zhang, Y., ... & Jiang, W. G. (2016). The clinical implications of RSK1-3 in human breast cancer. Anticancer Research, 36(3), 1267-1274.

Zhao, X., Yuan, M., Huang, B., Ji, H., & Zhu, L. (2010). Ligand-based pharmacophore model of N-Aryl and N-Heteroaryl piperazine α1A-adrenoceptors antagonists using GALAHAD. Journal of Molecular Graphics and Modelling, 29(2), 126-136. https://doi.org/10.1016/j.jmgm.2010.05.002 DOI: https://doi.org/10.1016/j.jmgm.2010.05.002

Zheng, R., Zhang, S., Zeng, H., Wang, S., Sun, K., Chen, R., ... & He, J. (2022). Cancer incidence and mortality in China, 2016. Journal of the National Cancer Center, 2(1), 1-9. https://doi.org/10.1016/j.jncc.2022.02.002 DOI: https://doi.org/10.1016/j.jncc.2022.02.002

Downloads

Published

2024-02-01

How to Cite

Figueroa-Valverde, L., Diaz-Cedillo, F., Nexticapa, M. R., Alvarez-Ramirez, M., López-Ramos, M., Melgarejo-Guttierrez, M., Cervantes-Ortega, C., Mateu-Armad, M. V., & Mijangos-Sanchez, J. (2024). Biochemical interaction of twenty steroid derivatives with ribosomal protein kinase 4 S6 (RSK-4) surface using a theoretical model. Brazilian Journal of Science, 3(2), 66–81. https://doi.org/10.14295/bjs.v3i2.482