Novel aloe emodin–hydroxyethyl piperazine hybrid dihydrochloride induces oral cancer CAL-27 cells apoptosis through ROS production, DNA damage and mitochondrial pathways

Valdez JA, Brennan MT. Impact of oral cancer on quality of life. Dent Clin N Am. 2018;62:143–54. https://doi.org/10.1016/j.cden.2017.09.001

Article  PubMed  Google Scholar 

Yuwanati M, Gondivkar S, Sarode SC, Gadbail A, Desai A, Mhaske S, et al. Oral health-related quality of life in oral cancer patients: systematic review and meta-analysis. Future Oncol. 2021;17:979–90. https://doi.org/10.2217/fon-2020-0881

Article  CAS  PubMed  Google Scholar 

De Pablo A, Chen JK, Tsao CK. Trismus surgery and microsurgical reconstruction after oral cancer treatment. J Surg Oncol. 2023;127:929–36. https://doi.org/10.1002/jso.27217

Article  CAS  PubMed  Google Scholar 

Jehn P, Spalthoff S, Lentge F, Zeller AN, Tavassol F, Neuhaus MT, et al. Postoperative quality of life and therapy-related impairments of oral cancer in relation to time-distance since treatment. J Cancer Surviv. 2021;16:1366–78. https://doi.org/10.1007/s11764-021-01118-3

Article  PubMed  Google Scholar 

Wang S, Yin S, Zhang ZL, Su X, Xu ZF. Quality of life after oral cancer resection and free flap reconstruction. J Oral Maxillofac Surg. 2019;77:1724–32. https://doi.org/10.1016/j.joms.2019.02.029

Article  PubMed  Google Scholar 

Rebaudi F, De Rosa A, Greppi M, Pistilli R, Pucci R, Govoni FA, et al. A new method for oral cancer biomarkers detection with a non-invasive cyto-salivary sampling and rapid-highly sensitive ELISA immunoassay: a pilot study in humans. Front Immunol. 2023;14:1216107. https://doi.org/10.3389/fimmu.2023.1216107

Article  CAS  PubMed  PubMed Central  Google Scholar 

Gioanni J, Fischel JL, Lambert JC, Demard F, Mazeau C, Zanghellini E, et al. Two new human tumor cell lines derived from squamous cell carcinomas of the tongue: establishment, characterization and response to cytotoxic treatment. Eur J Cancer Clin Oncol. 1988;24:1445–55. https://doi.org/10.1016/0277-5379(88)90335-5

Article  CAS  PubMed  Google Scholar 

Jablonska E, Iwaniuk A, Ratajczak-Wrona W, Grubczak K, Dziemianczyk-Pakiela D, Moniuszko M, et al. The promoting effect of neutrophil-derived BAFF molecule on the proliferation and life span of CAL-27 oral squamous carcinoma cells. Immunobiology. 2022;227:152247. https://doi.org/10.1016/j.imbio.2022.152247

Article  CAS  PubMed  Google Scholar 

Xu C, Yang HL, Yang YK, Pan L, Chen HY. Zinc-finger protein 750 mitigates malignant biological behavior of oral CSC-like cells enriched from parental CAL-27 cells. Oncol Lett. 2022;23:28. https://doi.org/10.3892/ol.2021.13146

Article  CAS  PubMed  Google Scholar 

Bais MV, Kukuruzinska M, Trackman PC. Orthotopic non-metastatic and metastatic oral cancer mouse models. Oral Oncol. 2015;51:476–82. https://doi.org/10.1016/j.oraloncology.2015.01.012

Article  PubMed  PubMed Central  Google Scholar 

Parshuram Satpute D, Shirwadkar U, Kumar Tharalla A, Dattatray Shinde S, Nikhil Vaidya G, Joshi S, et al. Discovery of fluorinated 2‑Styryl 4(3H)-quinazolinone as potential therapeutic hit for oral cancer. Bioorg Med Chem. 2023;81:117193. https://doi.org/10.1016/j.bmc.2023.117193

Article  CAS  PubMed  Google Scholar 

Chakraborty R, Vickery K, Darido C, Ranganathan S, Hu H. Bacterial antigens reduced the inhibition effect of capsaicin on Cal 27 oral cancer cell proliferation. Int J Mol Sci. 2021;22:8686. https://doi.org/10.3390/ijms22168686

Article  CAS  PubMed  PubMed Central  Google Scholar 

Dong X, Zeng Y, Liu Y, You L, Yin X, Fu J, et al. Aloe‐emodin: a review of its pharmacology, toxicity, and pharmacokinetics. Phytother Res. 2020;34:270–81. https://doi.org/10.1002/ptr.6532

Article  CAS  PubMed  Google Scholar 

Lin ML, Lu YC, Chung JG, Li YC, Wang SG, SH NG, et al. Aloe-emodin induces apoptosis of human nasopharyngeal carcinoma cells via caspase-8-mediated activation of the mitochondrial death pathway. Cancer Lett. 2010;291:46–58. https://doi.org/10.1016/j.canlet.2009.09.016

Article  CAS  PubMed  Google Scholar 

Shen F, Ge C, Yuan P. Aloe-emodin induces autophagy and apoptotic cell death in non-small cell lung cancer cells via Akt/mTOR and MAPK signaling. Eur J Pharmacol. 2020;886:173550. https://doi.org/10.1016/j.ejphar.2020.173550

Article  CAS  PubMed  Google Scholar 

Suboj P, Babykutty S, Srinivas P, Gopala S. Aloe emodin induces G2/M cell cycle arrest and apoptosis via activation of caspase-6 in human colon cancer cells. Pharmacology. 2012;89:91–98. https://doi.org/10.1159/000335659

Article  CAS  PubMed  Google Scholar 

Kumar GD, Siva B, Vadlamudi S, Bathula SR, Dutta H, Suresh Babu K. Design, synthesis, and biological evaluation of pyrazole-linked aloe emodin derivatives as potential anticancer agents. RSC Med Chem. 2021;12:791–6. https://doi.org/10.1039/D0MD00315H

Article  CAS  PubMed  PubMed Central  Google Scholar 

Liu Y, Wu Y, Sun L, Gu Y, Hu L. Synthesis and structure-activity relationship study of water-soluble carbazole sulfonamide derivatives as new anticancer agents. Eur J Med Chem. 2020;191:112181. https://doi.org/10.1016/j.ejmech.2020.112181

Article  CAS  PubMed  Google Scholar 

Sun H, Huang SY, Jeyakkumar P, Cai GX, Fang B, Zhou CH. Natural berberine-derived azolyl ethanols as new structural antibacterial agents against drug-resistant Escherichia coli. J Med Chem. 2022;65:436–59. https://doi.org/10.1021/acs.jmedchem.1c01592

Article  CAS  PubMed  Google Scholar 

Zheng S, Lavrenyuk K, Lamson NG, Fein KC, Whitehead KA, Dahl KN. Piperazine derivatives enhance epithelial cell monolayer permeability by increased cell force generation and loss of cadherin structures. ACS Biomater Sci Eng. 2019;6:367–74. https://doi.org/10.1021/acsbiomaterials.9b01660

Article  CAS  PubMed  Google Scholar 

Lamson NG, Cusimano G, Suri K, Zhang A, Whitehead KA. The pH of piperazine derivative solutions predicts their utility as transepithelial permeation enhancers. Mol Pharm. 2016;13:578–85. https://doi.org/10.1021/acs.molpharmaceut.5b00803

Article  CAS  PubMed  Google Scholar 

Shang H, Guo J, Wang P, Li L, Tian Y, Li X, et al. Design, synthesis and anti-inflammatory evaluation of aloe-emodin derivatives as potential modulators of Akt, NF-κB and JNK signaling pathways. Eur J Med Chem. 2022;238:114511. https://doi.org/10.1016/j.ejmech.2022.114511

Article  CAS  PubMed  Google Scholar 

Qiu X, Pei H, Ni H, Su Z, Li Y, Yang Z, et al. Design, synthesis, and anti-inflammatory study of novel N-heterocyclic substituted aloe-emodin derivatives. Chem Biol Drug Des. 2021;97:358–71. https://doi.org/10.1111/cbdd.13788

Article  CAS  PubMed  Google Scholar 

Guesmi H, Kraim JB, Alatrache A, Holzgrabe U. Hydrogen-deuterium (H/D) exchange reaction of acebutolol hydrochloride in D2O and CD3OD solution. Pharmazie. 2022;77:217–23. https://doi.org/10.1691/ph.2022.2419

Article  CAS  PubMed  Google Scholar 

Shi DH, Huang W, Li C, Liu YW, Wang SF. Design, synthesis and molecular modeling of aloe-emodin derivatives as potent xanthine oxidase inhibitors. Eur J Med Chem. 2014;75:289–96. https://doi.org/10.1016/j.ejmech.2014.01.058

Article  CAS  PubMed  Google Scholar 

Thimmegowda NR, Park C, Shwetha B, Sakchaisri K, Liu K, Hwang J, et al. Synthesis and anti-tumor activity of natural compound aloe emodin derivatives. Chem Biol Drug Des. 2015;85:638–44. https://doi.org/10.1111/cbdd.12448

Article  CAS  PubMed  Google Scholar 

Shang H, Hu Y, Li J, Li L, Tian Y, Li X, et al. The synthesis and biological evaluation of aloe-emodin-coumarin hybrids as potential anti-tumor agents. Molecules. 2022;27:6153. https://doi.org/10.3390/molecules27196153

Article  CAS  PubMed  PubMed Central  Google Scholar 

Dileep Kumar G, Siva B, Ashwini K, Vinod Kumar J, Ramalingam V, Sai Balaji A, et al. Design, synthesis, cytotoxic, and anti-inflammatory activities of some novel analogues of aloe-emodin isolated from the rhizomes of Rheum emodi. Nat Prod Res. 2023;37:1511–7. https://doi.org/10.1080/14786419.2021.2024531

Article  CAS  PubMed  Google Scholar 

Zhang Q, Wang J, Lan F, Zhai H, Li F, Ma T, et al. Synthesis and DNA interaction of aloe-emodin α-amino phosphate derivatives. J Mol Struct. 2023;1279:134950. https://doi.org/10.1016/j.molstruc.2023.134950

Article  CAS  Google Scholar 

Fang Z, Zhang B, Xing W, Yu H, Xing C, Gong N, et al. An evolving role of aqueous piperazine to improve the solubility of non-steroidal anti-inflammatory drugs. J Pharm Sci. 2022;111:2839–47. https://doi.org/10.1016/j.xphs.2022.05.009

Article  CAS  PubMed  Google Scholar 

Matthews HK, Bertoli C, de Bruin RAM. Cell cycle control in cancer. Nat Rev Mol Cell Biol. 2022;23:74–88. https://doi.org/10.1038/s41580-021-00404-3

Article  CAS  PubMed  Google Scholar 

Tu HY, Huang AM, Teng CH, Hour TC, Yang SC, Pu YS, et al. Anthraquinone derivatives induce G2/M cell cycle arrest and apoptosis in NTUB1 cells. Bioorg Med Chem. 2011;19:5670–8. https://doi.org/10.1016/j.bmc.2011.07.021

Article  CAS  PubMed 

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