{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,18]],"date-time":"2026-08-18T15:36:45Z","timestamp":1787067405928,"version":"build-2736575974"},"reference-count":91,"publisher":"MDPI AG","issue":"1","license":[{"start":{"date-parts":[[2025,1,3]],"date-time":"2025-01-03T00:00:00Z","timestamp":1735862400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Deutschlandstipendium"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Pharmaceuticals"],"abstract":"<jats:p>Background\/Objectives: New drugs are required for the treatment of liver cancers and protozoal parasite infections. Analogs of the known anticancer active and antileishmanial 2\u2032,4\u2032,6\u2032-trimethoxychalcone SU086 were prepared and investigated. Methods: The chalcones were prepared according to the Claisen\u2013Schmidt condensation protocol and analyzed. They were tested for activity against two liver cancer cell lines (HepG2 and HuH-7) and protozoal parasites (Toxoplasma\u00a0gondii and Leishmania\u00a0major). Unspecific toxicity and expression of Hsp90 and Hsp70 upon treatment were analyzed in liver cancer cells. Results: A new chalcone, 2\u2032,4\u2032,6\u2032-trimethoxy-3-pentafluorosulfanylchalcone (246TMP-3SF5), with a pentafluorosulfanyl (SF5) substituent showed pronounced activities against liver cancer cells and T. gondii parasites which were superior to the activities of the parent chalcone SU086 in these models. In contrast, SU086 and its anthracene analog 2\u2032,4\u2032,6\u2032-trimethoxy-9-anthracenylchalcone (246TMP-Anth) were most active against L. major promastigotes. The new SF5-substituted chalcone behaved like the known Hsp90 inhibitor 17-AAG and upregulated Hsp70 expression in liver cancer cells. Conclusions: The SF5-substituted SU086 analog has potential to become a new drug for the therapy of hepatoma and toxoplasmosis.<\/jats:p>","DOI":"10.3390\/ph18010050","type":"journal-article","created":{"date-parts":[[2025,1,3]],"date-time":"2025-01-03T10:17:23Z","timestamp":1735899443000},"page":"50","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Identification of a New Pentafluorosulfanyl-Substituted Chalcone with Activity Against Hepatoma and Human Parasites"],"prefix":"10.3390","volume":"18","author":[{"given":"Alessandra","family":"Viperino","sequence":"first","affiliation":[{"name":"Institute of Physiology, Charit\u00e9-Universit\u00e4tsmedizin Berlin, Corporate Member of the Freie Universit\u00e4t Berlin, Humboldt-Universit\u00e4t zu Berlin and Berlin Institute of Health, Charit\u00e9platz 1, 10117 Berlin, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Michael","family":"H\u00f6pfner","sequence":"additional","affiliation":[{"name":"Institute of Physiology, Charit\u00e9-Universit\u00e4tsmedizin Berlin, Corporate Member of the Freie Universit\u00e4t Berlin, Humboldt-Universit\u00e4t zu Berlin and Berlin Institute of Health, Charit\u00e9platz 1, 10117 Berlin, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nicole","family":"Edel","sequence":"additional","affiliation":[{"name":"Institute of Physiology, Charit\u00e9-Universit\u00e4tsmedizin Berlin, Corporate Member of the Freie Universit\u00e4t Berlin, Humboldt-Universit\u00e4t zu Berlin and Berlin Institute of Health, Charit\u00e9platz 1, 10117 Berlin, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4690-1050","authenticated-orcid":false,"given":"Ibrahim S.","family":"Al Nasr","sequence":"additional","affiliation":[{"name":"Department of Biology, College of Science, Qassim University, Qassim 51452, Saudi Arabia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7773-995X","authenticated-orcid":false,"given":"Waleed S.","family":"Koko","sequence":"additional","affiliation":[{"name":"Department of Biology, College of Science, Qassim University, Qassim 51452, Saudi Arabia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tariq A.","family":"Khan","sequence":"additional","affiliation":[{"name":"Department of Basic Health Sciences, College of Applied Medical Sciences, Qassim University, Ar Rass 51921, Saudi Arabia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Imen","family":"Ben Abdelmalek","sequence":"additional","affiliation":[{"name":"Department of Biology, College of Science, Qassim University, Qassim 51452, Saudi Arabia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8413-4342","authenticated-orcid":false,"given":"Rainer","family":"Schobert","sequence":"additional","affiliation":[{"name":"Organic Chemistry Laboratory, University Bayreuth, Universit\u00e4tsstrasse 30, 95440 Bayreuth, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7305-346X","authenticated-orcid":false,"given":"Bernhard","family":"Biersack","sequence":"additional","affiliation":[{"name":"Organic Chemistry Laboratory, University Bayreuth, Universit\u00e4tsstrasse 30, 95440 Bayreuth, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7916-3344","authenticated-orcid":false,"given":"Bianca","family":"Nitzsche","sequence":"additional","affiliation":[{"name":"Institute of Physiology, Charit\u00e9-Universit\u00e4tsmedizin Berlin, Corporate Member of the Freie Universit\u00e4t Berlin, Humboldt-Universit\u00e4t zu Berlin and Berlin Institute of Health, Charit\u00e9platz 1, 10117 Berlin, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2025,1,3]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","unstructured":"Jasim, H.A., Nahar, L., Jasim, M.A., Moore, S.A., Ritchie, K.J., and Sarker, S.D. (2021). Chalcones: Synthetic chemistry follows where nature leads. Biomolecules, 11.","DOI":"10.3390\/biom11081203"},{"key":"ref_2","doi-asserted-by":"crossref","unstructured":"Rajendran, G., Bhanu, D., Aruchamy, B., Ramani, P., Pandurangan, N., Bobba, K.N., Oh, E.J., Chung, H.Y., Gangadaran, P., and Ahn, B.-C. (2022). Chalcone: A promising bioactive scaffold in medicinal chemistry. Pharmaceuticals, 15.","DOI":"10.3390\/ph15101250"},{"key":"ref_3","doi-asserted-by":"crossref","unstructured":"Villa, S.M., Heckman, J., and Bandyopadhyay, D. (2024). Medicinally privileged natural chalcones: Abundance, mechanisms of action, and clinical trials. Int. J. Mol. Sci., 25.","DOI":"10.3390\/ijms25179623"},{"key":"ref_4","doi-asserted-by":"crossref","unstructured":"Constantinescu, T., and Mihis, A.G. (2022). Two important anticancer mechanisms of natural and synthetic chalcones. Int. J. Mol. Sci., 23.","DOI":"10.3390\/ijms231911595"},{"key":"ref_5","doi-asserted-by":"crossref","unstructured":"Krajka-Ku\u017aniak, V., Belka, M., and Papierska, K. (2024). Targeting STAT3 and NF-\u03baB signaling pathways in cancer prevention and treatment: The role of chalcones. Cancers, 16.","DOI":"10.3390\/cancers16061092"},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"1051","DOI":"10.1016\/S0960-894X(98)00162-0","article-title":"Potent antimitotic and cell growth inhibitory properties of substituted chalcones","volume":"8","author":"Ducki","year":"1998","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"493","DOI":"10.1039\/c1md00042j","article-title":"(Carboxydiamine)Pt(II) complexes of a combretastatin A-4 analogous chalcone: The influence of the diamine ligand on DNA binding and anticancer effects","volume":"2","author":"Zoldakova","year":"2011","journal-title":"ACS Med. Chem. Commun."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"1795","DOI":"10.1021\/jm5016507","article-title":"Synthesis of xanthohumol analogues and discovery of potent thioredoxin reductase inhibitor as potential anticancer agent","volume":"58","author":"Zhang","year":"2015","journal-title":"J. Med. Chem."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"100502","DOI":"10.1016\/j.xcrm.2021.100502","article-title":"SU086, an inhibitor of HSP90, impairs glycolysis and represents a treatment strategy for advanced prostate cancer","volume":"3","author":"Rice","year":"2022","journal-title":"Cell Rep. Med."},{"key":"ref_10","doi-asserted-by":"crossref","unstructured":"Escrivani, D.O., Charlton, R.L., Caruso, M.B., Burle-Caldas, G.A., Borsodi, M.P.G., Zingali, R.B., Arruda-Costa, N., Palmeira-Mello, M.V., de Jesus, J.B., and Souza, A.M.T. (2021). Chalcones identify cTXNPx as potential antileishmanial drug target. PLoS Negl. Trop. Dis., 15.","DOI":"10.1371\/journal.pntd.0009951"},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"6","DOI":"10.1038\/s41572-020-00240-3","article-title":"Hepatocellular carcinoma","volume":"7","author":"Llovet","year":"2021","journal-title":"Nat. Rev. Dis. Primers"},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"732","DOI":"10.3889\/oamjms.2015.111","article-title":"Hepatocellular carcinoma: Risk factors, diagnosis and treatment","volume":"3","author":"Janevska","year":"2015","journal-title":"Open Access Maced. J. Med. Sci."},{"key":"ref_13","first-page":"506","article-title":"Update on the diagnosis and treatment of hepatocellular carcinoma","volume":"16","author":"Ferrante","year":"2020","journal-title":"Gastroenterol. Hepatol."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"36","DOI":"10.20517\/2394-5079.2022.43","article-title":"Cancer stem cell-mediated therapeutic resistance in hepatocellular carcinoma","volume":"8","author":"Li","year":"2022","journal-title":"Hepatoma Res."},{"key":"ref_15","first-page":"680","article-title":"Pharmacogenetics of hepatocellular carcinoma and cholangiocarcinoma","volume":"2","author":"Marin","year":"2019","journal-title":"Cancer Drug Resist."},{"key":"ref_16","first-page":"435","article-title":"Xanthohumol, a prenylated chalcone derived from hops, inhibits proliferation, migration and interleukin-8 expression in hepatocellular carcinoma","volume":"36","author":"Dorn","year":"2010","journal-title":"Int. J. Oncol."},{"key":"ref_17","doi-asserted-by":"crossref","unstructured":"Badroon, N.A., Majid, N.A., and Alshawsh, M.A. (2020). Antiproliferative and apoptotic effects of cardamonin against hepatocellular carcinoma HepG2 cells. Nutrients, 12.","DOI":"10.3390\/nu12061757"},{"key":"ref_18","doi-asserted-by":"crossref","unstructured":"Kunnimalaiyaan, S., Sokolowski, K.M., Balamurugan, M., Gamblin, T.C., and Kunnimalaiyaan, M. (2015). Xanthohumol inhibits Notch signaling and induces apoptosis in hepatocellular carcinoma. PLoS ONE, 10.","DOI":"10.1371\/journal.pone.0127464"},{"key":"ref_19","doi-asserted-by":"crossref","unstructured":"Huang, Y., Liu, C., Zeng, W.-C., Xu, G.-Y., Wu, J.-M., Li, Z.-W., Huang, X.-Y., Lin, R.-J., and Shi, X. (2020). Isoliquiritigenin inhibits the proliferation, migration and metastasis of Hep3B cells via suppressing cyclin D1 and PI3K\/AKT pathway. Biosci. Rep., 40.","DOI":"10.1042\/BSR20192727"},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"3283","DOI":"10.12659\/MSM.906528","article-title":"Butein inhibited in vitro hexokinase-2-mediated tumor glycolysis in hepatocellular carcinoma by blocking epidermal growth factor receptor (EGFR)","volume":"24","author":"Liao","year":"2018","journal-title":"Med. Sci. Monit."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"1521","DOI":"10.7150\/ijbs.25334","article-title":"Butein suppresses hepatocellular carcinoma growth via modulating aurora B kinase activity","volume":"14","author":"Zhou","year":"2018","journal-title":"Int. J. Biol. Sci."},{"key":"ref_22","doi-asserted-by":"crossref","unstructured":"Tsai, J.-P., Hsiao, P.-C., Yang, S.-F., Hsieh, S.-C., Bau, S.-T., Ling, C.-L., Pai, C.-L., and Hsieh, Y.-H. (2014). Licochalcone A suppresses migration and invasion of human hepatocellular carcinoma cells through downregulation of MKK4\/JNK via NF-\u03baB mediated urokinase plasminogen activator expression. PLoS ONE, 9.","DOI":"10.1371\/journal.pone.0086537"},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"1237","DOI":"10.1002\/tox.22630","article-title":"Synergistic antimetastatic effect of cotreatment with licochalcone A and sorafenib on human hepatocellular carcinoma cells through the inactivation of MKK4\/JNK and uPA expression","volume":"33","author":"Wu","year":"2018","journal-title":"Environ. Toxicol."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"645","DOI":"10.1007\/s12192-022-01302-z","article-title":"A novel synthetic chalcone derivative, 2,4,6-trimethoxy-4\u2019-nitrochalcone (Ch-19), exerted anti-tumor effects through stimulating ROS accumulation and inducing apoptosis in esophageal cancer cells","volume":"27","author":"Yang","year":"2022","journal-title":"Cell Stress Chaperones"},{"key":"ref_25","doi-asserted-by":"crossref","unstructured":"Zhang, M., Li, J., Ma, R., Xi, J., Xi, L., Zhang, B., Tian, J., and Bai, Z. (2023). (2E)-1-(2,4,6-Trimethoxyphenyl)-3-(4-chlorophenyl)prop-2-en-1-one, a chalcone derivative, promotes apoptosis by suppressing RAS-ERK and AKT\/FOXO2a pathways in hepatocellular carcinoma. Chem. Biodivers., 20.","DOI":"10.1002\/cbdv.202300050"},{"key":"ref_26","doi-asserted-by":"crossref","unstructured":"Ramirez-Tagle, R., Escobar, C.A., Romero, V., Montorfano, I., Armis\u00e9n, R., Borgna, V., Jeldes, E., Pizarro, L., Simon, F., and Echeverria, C. (2016). Chalcone-induced apoptosis through caspase-dependent intrinsic pathways in human hepatocellular carcinoma cells. Int. J. Mol. Sci., 17.","DOI":"10.3390\/ijms17020260"},{"key":"ref_27","doi-asserted-by":"crossref","unstructured":"Santarsiero, A., Pappalardo, I., Rosa, G.M., Pisano, I., Superchi, S., Convertini, P., Todisco, S., Scafato, P., and Infantino, V. (2022). Mitochondrial role in intrinsic apoptosis induced by a new synthesized chalcone in hepatocellular carcinoma cells. Biomedicines, 10.","DOI":"10.3390\/biomedicines10123120"},{"key":"ref_28","doi-asserted-by":"crossref","unstructured":"Sahin, I.D., Christodoulou, M.S., Guzelcan, E.A., Koyas, A., Karaca, C., Passarella, D., and Cetin-Atalay, R. (2020). A small library of chalcones induce liver cancer cell death through Akt phosphorylation inhibition. Sci. Rep., 10.","DOI":"10.1038\/s41598-020-68775-9"},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"1981","DOI":"10.1039\/D3MD00300K","article-title":"Design, synthesis, and anti-hepatocellular carcinoma of thiopyrimidine\/chalcone hybrids as dual STAT3\/STAT5 inhibitors","volume":"14","author":"Altwaijry","year":"2023","journal-title":"RSC Med. Chem."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"153373","DOI":"10.1016\/j.phymed.2020.153373","article-title":"Trans-chalcone induces death by autophagy mediated by p53 upregulation and b-catenin downregulation on human hepatocellular carcinoma HuH7-5 cell line","volume":"80","author":"Concato","year":"2021","journal-title":"Phytomedicine"},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"102488","DOI":"10.1016\/j.mex.2023.102488","article-title":"Synthesis and pharmacological properties of coumarin-chalcones","volume":"11","author":"Bensalah","year":"2023","journal-title":"MethodsX"},{"key":"ref_32","doi-asserted-by":"crossref","unstructured":"Kunachowicz, D., Kr\u00f3l-Kulikowska, M., Raczycka, W., Sleziak, J., B\u0142azejewska, M., and Kulbacka, J. (2024). Heat shock proteins, a double edged sword: Significance in cancer progression, chemotherapy resistance and novel therapeutic perspectives. Cancers, 16.","DOI":"10.3390\/cancers16081500"},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"2072","DOI":"10.3748\/wjg.v11.i14.2072","article-title":"Expression of heat shock proteins (HSP27, HSP60, HSP70, HSP90, GRP78, GRP94) in hepatitis B virus-related hepatocellular carcinomas and dysplastic nodules","volume":"11","author":"Lim","year":"2005","journal-title":"World J. Gastroenterol."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"142","DOI":"10.3390\/livers4010011","article-title":"Functions and therapeutic use of heat shock proteins in hepatocellular carcinoma","volume":"4","author":"Paul","year":"2024","journal-title":"Livers"},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"1824","DOI":"10.1002\/ijc.29723","article-title":"Heat shock proteins in hepatocellular carcinoma: Molecular mechanism and therapeutic potential","volume":"138","author":"Wang","year":"2016","journal-title":"Int. J. Cancer"},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"9110","DOI":"10.1002\/jcp.29776","article-title":"The role of HSP90 molecular chaperones in hepatocellular carcinoma","volume":"235","author":"Alizadeh","year":"2020","journal-title":"J. Cell. Physiol."},{"key":"ref_37","doi-asserted-by":"crossref","unstructured":"Liao, Y., Yang, Y., Pan, D., Ding, Y., Zhang, H., Ye, Y., Li, J., and Zhao, L. (2021). HSP90 mediates sorafenib resistance in human hepatocellular carcinoma by necroptosis inhibition under hypoxia. Cancers, 13.","DOI":"10.3390\/cancers13020243"},{"key":"ref_38","doi-asserted-by":"crossref","unstructured":"Nitzsche, B., H\u00f6pfner, M., and Biersack, B. (2023). Synthetic small molecule modulators of Hsp70 and Hsp40 chaperones as promising anticancer agents. Int. J. Mol. Sci., 24.","DOI":"10.3390\/ijms24044083"},{"key":"ref_39","unstructured":"(2024, April 12). Leishmaniasis. Available online: https:\/\/www.who.int\/en\/news-room\/fact-sheets\/detail\/leishmaniasis."},{"key":"ref_40","doi-asserted-by":"crossref","unstructured":"Rasheed, Z., Ahmed, A.A., Salem, T., Al-Dhubaibi, M.S., Al Robaee, A.A., and Alzolibani, A.A. (2019). Prevalence of Leishmania species among patients with cutaneous leishmaniasis in Qassim province of Saudi Arabia. BMC Public Health, 19.","DOI":"10.1186\/s12889-019-6710-8"},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"4241","DOI":"10.1007\/s00436-021-07166-z","article-title":"Molecular characterization of Leishmania species from stray dogs and human patients in Saudi Arabia","volume":"120","author":"Alanazi","year":"2021","journal-title":"Parasitol. Res."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"105707","DOI":"10.1016\/j.actatropica.2020.105707","article-title":"Visceral leishmaniasis in Saudi Arabia: From hundreds of cases to zero","volume":"212","author":"Abuzaid","year":"2020","journal-title":"Acta Trop."},{"key":"ref_43","first-page":"129","article-title":"Novel benzoxaborole, nitroimidazole and aminopyrazoles with activity against experimental cutaneous leishmaniasis","volume":"11","author":"Caridha","year":"2019","journal-title":"IJP Drugs Drug Resist."},{"key":"ref_44","doi-asserted-by":"crossref","unstructured":"Souza, J.M., de Carvalho, \u00c9.A.A., Candido, A.C.B.B., de Mendon\u00e7a, R.P., Fernanda da Silva, M., Parreira, R.L.T., Dias, F.G.G., Ambr\u00f3sio, S.R., Arantes, A.T., and da Silva Filho, A.A. (2020). Licochalcone A exhibits leishmanicidal activity in vitro and in experimental model of Leishmania (Leishmania) infantum. Front. Vet. Sci., 7.","DOI":"10.3389\/fvets.2020.00527"},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"e08939","DOI":"10.1016\/j.heliyon.2022.e08939","article-title":"Coumaro.chalcones synthesized under solvent-free conditions as potential agents against malaria, leishmania and trypanosomiasis","volume":"8","author":"Cuellar","year":"2022","journal-title":"Heliyon"},{"key":"ref_46","doi-asserted-by":"crossref","unstructured":"Alkhaldi, A.A.M. (2023). Effects of synthetic ligustrazine-based chalcone derivatives on Trypanosoma brucei brucei and Leishmania spp. promastigotes. Molecules, 28.","DOI":"10.3390\/molecules28124652"},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"1032","DOI":"10.1017\/S0031182020000712","article-title":"Single-dose treatment for cutaneous leishmaniasis with an easily synthesized chalcone entrapped in polymeric microparticles","volume":"147","author":"Escrivani","year":"2020","journal-title":"Parasitology"},{"key":"ref_48","doi-asserted-by":"crossref","unstructured":"Zheoat, A.M., Alenezi, S., Elmahallawy, E.K., Ungogo, M.A., Alghamdi, A.H., Watson, D.G., Igoli, J.O., Gray, A.I., de Koning, H.P., and Ferro, V.A. (2021). Antitrypanosomal and antileishmanial activity of chalcones and flavanones from Polygonum salicifolium. Pathogens, 10.","DOI":"10.3390\/pathogens10020175"},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"240410","DOI":"10.1098\/rsos.240410","article-title":"Direct synthesis, characterization, in vitro and in silico studies of simple chalcones as potential antimicrobial and antileishmanial agents","volume":"11","author":"Khan","year":"2024","journal-title":"R. Soc. Open Sci."},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"93","DOI":"10.1186\/s12936-019-2724-z","article-title":"The past, present and future of anti-malarial medicines","volume":"18","author":"Tse","year":"2019","journal-title":"Malar. J."},{"key":"ref_51","doi-asserted-by":"crossref","unstructured":"Rangel, G.W., and Llin\u00e1s, M. (2021). Re-envisioning anti-apicomplexan parasite drug discovery approaches. Front. Cell. Infect. Microbiol., 11.","DOI":"10.3389\/fcimb.2021.691121"},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"1965","DOI":"10.1016\/S0140-6736(04)16412-X","article-title":"Toxoplasmosis","volume":"363","author":"Montoya","year":"2004","journal-title":"Lancet"},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"1217","DOI":"10.1016\/S0020-7519(00)00124-7","article-title":"Toxoplasma gondii: From animals to humans","volume":"30","author":"Tenter","year":"2000","journal-title":"Int. J. Parasitol."},{"key":"ref_54","doi-asserted-by":"crossref","first-page":"e00057-17","DOI":"10.1128\/CMR.00057-17","article-title":"Treatment of toxoplasmosis: Historical perspective, animal models, and current clinical practice","volume":"31","author":"Dunay","year":"2018","journal-title":"Clin. Microbiol. Rev."},{"key":"ref_55","doi-asserted-by":"crossref","unstructured":"El Hajj, R., Tawk, L., Itani, S., Hamie, M., Ezzeddine, J., El Sabban, M., and El Hajj, H. (2021). Toxoplasmosis: Current and emerging parasite druggable targets. Microorganisms, 9.","DOI":"10.3390\/microorganisms9122531"},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"1138","DOI":"10.1017\/S0031182014000055","article-title":"Toxoplasma gondii Hsp90: Potential roles in essential cellular processes of the parasite","volume":"141","author":"Angel","year":"2014","journal-title":"Parasitology"},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"238","DOI":"10.1016\/j.ijpddr.2018.02.006","article-title":"Licochalcone A: An effective and low-toxicity compound against Toxoplasma gondii in vitro and in vivo","volume":"8","author":"Si","year":"2018","journal-title":"IJP Drugs Drug Resist."},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"114244","DOI":"10.1016\/j.ejmech.2022.114244","article-title":"Discovery and evaluation of chalcone derivatives as novel potential anti-Toxoplasma gondii agents","volume":"234","author":"Jiang","year":"2022","journal-title":"Eur. J. Med. Chem."},{"key":"ref_59","doi-asserted-by":"crossref","unstructured":"Mazzone, F., Klischan, M.K.T., Greb, J., Smits, S.H.J., Pietruszka, J., and Pfeffer, K. (2024). Synthesis and in vitro evaluation of bichalcones as novel anti-toxoplasma agents. Front. Chem., 12.","DOI":"10.3389\/fchem.2024.1406307"},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"57","DOI":"10.1016\/j.jfluchem.2012.06.030","article-title":"Synthetic chemistry and biological activity of pentafluorosulphanyl (SF5) organic molecules","volume":"143","author":"Altomonte","year":"2012","journal-title":"J. Fluor. Chem."},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"2840","DOI":"10.1039\/C8DT03440K","article-title":"Ferrocene-appended pharmacophores: An exciting approach for modulating the biological potential of organic scaffolds","volume":"48","author":"Singh","year":"2019","journal-title":"Dalton Trans."},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"4897","DOI":"10.1002\/slct.201703019","article-title":"Aminomethylanthracene dyes as high-ionic-strength DNA-photocleaving agents: Two rings are better than one","volume":"3","author":"Safiarian","year":"2018","journal-title":"ChemistrySelect"},{"key":"ref_63","doi-asserted-by":"crossref","unstructured":"Al Nasr, I.S., Hanachi, R., Said, R.B., Rahali, S., Tangour, B., Abdelwahab, S.I., Farasani, A., Taha, M.M.E., Bidwai, A., and Koko, W.S. (2021). p-Trifluoromethyl- and p-pentafluorothio-substituted curcuminoids of the 2,6-di[(E)-benzylidene)]cycloalkanone type: Syntheses and activities against Leishmania major and Toxoplasma gondii parasites. Bioorg. Chem., 114.","DOI":"10.1016\/j.bioorg.2021.105099"},{"key":"ref_64","doi-asserted-by":"crossref","first-page":"760","DOI":"10.1111\/cbdd.13486","article-title":"Spotlight on 17-AAG as an Hsp90 inhibitor for molecular targeted cancer treatment","volume":"93","author":"Talaei","year":"2019","journal-title":"Chem. Biol. Drug Des."},{"key":"ref_65","doi-asserted-by":"crossref","first-page":"102","DOI":"10.1002\/hep.22912","article-title":"Targeting heat shock protein 90 with non-quinone inhibitors: A novel chemotherapeutic approach in human hepatocellular carcinoma","volume":"50","author":"Breinig","year":"2009","journal-title":"Hepatology"},{"key":"ref_66","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1007\/s12192-007-0006-0","article-title":"The therapeutic implications of clinically applied modifiers of heat shock protein 70 (Hsp70) expression by tumor cells","volume":"13","author":"Gehrmann","year":"2008","journal-title":"Cell Stress Chaperones"},{"key":"ref_67","doi-asserted-by":"crossref","first-page":"519","DOI":"10.1016\/j.cstres.2024.05.005","article-title":"An update on the status of HSP90 inhibitors in cancer clinical trials","volume":"29","author":"Rastogi","year":"2024","journal-title":"Cell Stress Chaperones"},{"key":"ref_68","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/j.ejmech.2019.07.001","article-title":"A new series of bicalutamide, enzalutamide and enobosarm derivatives carrying pentafluorosulfanyl (SF5) and pentafluoroethyl (C2F5) substituents: Improved antiproliferative agents against prostate cancer","volume":"180","author":"Pertusati","year":"2019","journal-title":"Eur. J. Med. Chem."},{"key":"ref_69","doi-asserted-by":"crossref","first-page":"e1800175","DOI":"10.1002\/ardp.201800175","article-title":"Synthesis of androgen receptor antagonists containing a pentafluorosulfanyl (SF5) moiety","volume":"351","author":"Jin","year":"2018","journal-title":"Arch. Pharm."},{"key":"ref_70","doi-asserted-by":"crossref","first-page":"1278","DOI":"10.1248\/cpb.c19-00522","article-title":"Development of boron-cluster-based progesterone receptor antagonists bearing a pentafluorosulfanyl (SF5) group","volume":"67","author":"Mori","year":"2019","journal-title":"Chem. Pharm. Bull."},{"key":"ref_71","doi-asserted-by":"crossref","unstructured":"Goehringer, N., Peng, Y., Nitzsche, B., Biermann, H., Pradhan, R., Schobert, R., Herling, M., H\u00f6pfner, M., and Biersack, B. (2021). Improved anticancer activities of a new pentafluorothio substituted vorinostat-type histone deacetylase inhibitor. Pharmaceuticals, 14.","DOI":"10.3390\/ph14121319"},{"key":"ref_72","doi-asserted-by":"crossref","unstructured":"Linder, B., K\u00f6hler, L.H.F., Reisbeck, L., Menger, D., Subramaniam, D., Herold-Mende, C., Anant, S., Schobert, R., Biersack, B., and K\u00f6gel, D. (2021). A new pentafluorothio-substituted curcuminoid with superior antitumor activity. Biomolecules, 11.","DOI":"10.3390\/biom11070947"},{"key":"ref_73","doi-asserted-by":"crossref","first-page":"28685","DOI":"10.1039\/D1RA05095H","article-title":"Synthesis, structure and in vitro antiproliferative effects of alkyne-linked 1,2,4-thiadiazole hybrids including erlotinib- and ferrocene-containing derivatives","volume":"11","author":"Boulhaoua","year":"2021","journal-title":"RSC Adv."},{"key":"ref_74","doi-asserted-by":"crossref","unstructured":"Zheng, J., Zeng, L., Tang, M., Lin, H., Pi, C., Xu, R., and Cui, X. (2021). Novel ferrocene derivatives induce G0\/G1, cell cycle arrest and apoptosis through the mitochondrial pathway in human hepatocellular carcinoma. Int. J. Mol. Sci., 22.","DOI":"10.3390\/ijms22063097"},{"key":"ref_75","doi-asserted-by":"crossref","first-page":"109903","DOI":"10.1016\/j.vetpar.2023.109903","article-title":"In vitro anti-Toxoplasma gondii effects of a coccidiostat dinitolmide","volume":"316","author":"Cao","year":"2023","journal-title":"Vet. Parasitol."},{"key":"ref_76","doi-asserted-by":"crossref","first-page":"5137","DOI":"10.1016\/j.tetlet.2010.07.113","article-title":"Synthesis of an 8-pentafluorosulfanyl analog of the antimalarial agent mefloquine","volume":"51","author":"Mo","year":"2010","journal-title":"Tetrahedron Lett."},{"key":"ref_77","doi-asserted-by":"crossref","first-page":"3935","DOI":"10.1021\/jm200265b","article-title":"Lead optimization of aryl and alkyl amine-based triazolopyrimidine inhibitors of Plasmodium falciparum dihydroorotate dehydrogenase with antimalarial activity in mice","volume":"54","author":"Gujjar","year":"2011","journal-title":"J. Med. Chem."},{"key":"ref_78","doi-asserted-by":"crossref","first-page":"5540","DOI":"10.1021\/jm200592f","article-title":"Structure-guided lead optimizazion of triazolopyrimidine-ring substituents identifies potent Plasmodium falciparum dihydroorotate dehydrogenase inhibitors with clinical candidate potential","volume":"54","author":"Coteron","year":"2011","journal-title":"J. Med. Chem."},{"key":"ref_79","doi-asserted-by":"crossref","first-page":"e202100641","DOI":"10.1002\/cmdc.202100641","article-title":"Expanding the repertoire of low-molecular weight pentafluorosulfanyl-substitute scaffolds","volume":"17","author":"Jose","year":"2022","journal-title":"ChemMedChem"},{"key":"ref_80","doi-asserted-by":"crossref","first-page":"6669","DOI":"10.1021\/acsomega.2c07256","article-title":"Design, synthesis, and biological evaluation studies of novel naphthalene-chalcone hybrids as antimicrobial, anticandidal, anticancer, and VEGFR-2 inhibitors","volume":"8","author":"Osmaniye","year":"2023","journal-title":"ACS Omega"},{"key":"ref_81","unstructured":"The Myeloma Beacon Staff (2010). Bristol-Myers Squibb Halts Development of Tanespimycin, The Myeloma Beacon."},{"key":"ref_82","doi-asserted-by":"crossref","first-page":"11","DOI":"10.15227\/orgsyn.020.0011","article-title":"9-Anthraldehyde; 2-Ethoxy-1-naphthaldehyde","volume":"20","author":"Fieser","year":"1940","journal-title":"Org. Synth."},{"key":"ref_83","doi-asserted-by":"crossref","first-page":"110300","DOI":"10.1016\/j.eurpolymj.2021.110300","article-title":"Design of photoinitiating systems based on the chalcone-anthracene scaffold for LED cationic photopolymerization and application in 3D printing","volume":"147","author":"Liu","year":"2021","journal-title":"Eur. Polym. J."},{"key":"ref_84","doi-asserted-by":"crossref","first-page":"1101","DOI":"10.1021\/ja01257a027","article-title":"Constitution of natural tannins. VIII. Coloring matters derived from antracene-9-aldehyde","volume":"64","author":"Russell","year":"1942","journal-title":"J. Am. Chem. Soc."},{"key":"ref_85","doi-asserted-by":"crossref","first-page":"2299","DOI":"10.1016\/S0960-894X(02)00430-4","article-title":"Antimalarial activity of ferrocenyl chalcones","volume":"12","author":"Wu","year":"2002","journal-title":"Bioorg. Med. Chem."},{"key":"ref_86","doi-asserted-by":"crossref","first-page":"861","DOI":"10.1016\/j.poly.2007.11.015","article-title":"Ferrocenyl chalcones containing anthracenyl group: Synthesis, X-ray crystal structures and electrochemical properties","volume":"27","author":"Jung","year":"2008","journal-title":"Polyhedron"},{"key":"ref_87","doi-asserted-by":"crossref","first-page":"1783","DOI":"10.1021\/acsmedchemlett.2c00403","article-title":"A new naphthopyran derivative combines c-Myb inhibition, microtubule-targeting effects, and antiangiogenic properties","volume":"13","author":"Reich","year":"2022","journal-title":"ACS Med. Chem. Lett."},{"key":"ref_88","doi-asserted-by":"crossref","unstructured":"Ma, A., Biersack, B., Goehringer, N., Nitzsche, B., and H\u00f6pfner, M. (2022). Novel thienyl-based tyrosine kinase inhibitors for the treatment of hepatocellular carcinoma. J. Pers. Med., 12.","DOI":"10.3390\/jpm12050738"},{"key":"ref_89","doi-asserted-by":"crossref","first-page":"493","DOI":"10.1002\/jhet.4396","article-title":"Synthesis, characterization and in vitro bioactivity studies of isoindolin-1-3-phosophonate compounds","volume":"59","author":"Jelali","year":"2022","journal-title":"J. Heterocycl. Chem."},{"key":"ref_90","doi-asserted-by":"crossref","first-page":"630","DOI":"10.1016\/j.jep.2007.01.015","article-title":"Antiprotozoal and cytotoxic activities in vitro of Colombian Annonaceae","volume":"111","author":"Osorio","year":"2007","journal-title":"J. Ethnopharmacol."},{"key":"ref_91","doi-asserted-by":"crossref","first-page":"26","DOI":"10.1016\/j.jep.2008.03.007","article-title":"In vitro immunomodulating properties of selected Sudanese medicinal plants","volume":"118","author":"Koko","year":"2008","journal-title":"J. Ethnopharmacol."}],"container-title":["Pharmaceuticals"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1424-8247\/18\/1\/50\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,8]],"date-time":"2025-10-08T10:22:35Z","timestamp":1759918955000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1424-8247\/18\/1\/50"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,1,3]]},"references-count":91,"journal-issue":{"issue":"1","published-online":{"date-parts":[[2025,1]]}},"alternative-id":["ph18010050"],"URL":"https:\/\/doi.org\/10.3390\/ph18010050","relation":{},"ISSN":["1424-8247"],"issn-type":[{"value":"1424-8247","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,1,3]]}}}