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Article Open Access

Synthesis of a novel p‑hydroxycinnamic amide with anticancer capability and its interaction with human serum albumin

  • Authors:
    • Yuan‑Hong Jiao
    • Fa‑Yan Meng
    • Gui‑Bing Zhu
    • Ling‑Zi Ran
    • Yu‑Feng Jiang
    • Qian Zhang
  • View Affiliations / Copyright

    Affiliations: College of Chemistry and Chemical Engineering, Hubei Polytechnic University, Huangshi, Hubei 435003, P.R. China, Pharmaceutical College, Guangxi Medical University, Nanning, Guangxi 530021, P.R. China, College of Materials Science and Engineering, Hubei Polytechnic University, Huangshi, Hubei 435003, P.R. China
    Copyright: © Jiao et al. This is an open access article distributed under the terms of Creative Commons Attribution License.
  • Pages: 1321-1329
    |
    Published online on: December 6, 2018
       https://doi.org/10.3892/etm.2018.7060
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Abstract

In the present study, a novel p-hydroxycinnamic amide (E)-3-(4-hydroxyphenyl)-N-(4-(N-(5-meth oxypyrimidin-2-yl)-sulfamoyl)phenyl)acrylamide (HMSP) was synthesized and confirmed. In vitro cytotoxic assays indicated that HMSP was able to inhibit the proliferation of various cancer cell lines. The interaction between HMSP and human serum albumin (HSA) was examined by fluorescence, UV‑Vis and circular dichroism (CD) spectra, in addition to molecular simulation. The fluorescence and UV‑Vis spectra data indicated that the binding of HMSP with HSA was a static process. According to the fluorescence quenching calculation, the corresponding thermodynamic parameters, bimolecular quenching rate constant and apparent quenching constants were calculated. Van der Walls forces and hydrogen bonds were vital in the binding of HMSP on HSA. The distances between HSA and its derivatives were obtained. Furthermore, competitive experiments and molecular modeling results suggested that the binding of the compound on HSA mainly occurred in site I (sub‑domain IIA). Changes in HSA conformation were observed from synchronous fluorescence and CD spectra, which were further investigated by molecular dynamic simulations.
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Copy and paste a formatted citation
Spandidos Publications style
Jiao YH, Meng FY, Zhu GB, Ran LZ, Jiang YF and Zhang Q: Synthesis of a novel p‑hydroxycinnamic amide with anticancer capability and its interaction with human serum albumin. Exp Ther Med 17: 1321-1329, 2019.
APA
Jiao, Y., Meng, F., Zhu, G., Ran, L., Jiang, Y., & Zhang, Q. (2019). Synthesis of a novel p‑hydroxycinnamic amide with anticancer capability and its interaction with human serum albumin. Experimental and Therapeutic Medicine, 17, 1321-1329. https://doi.org/10.3892/etm.2018.7060
MLA
Jiao, Y., Meng, F., Zhu, G., Ran, L., Jiang, Y., Zhang, Q."Synthesis of a novel p‑hydroxycinnamic amide with anticancer capability and its interaction with human serum albumin". Experimental and Therapeutic Medicine 17.2 (2019): 1321-1329.
Chicago
Jiao, Y., Meng, F., Zhu, G., Ran, L., Jiang, Y., Zhang, Q."Synthesis of a novel p‑hydroxycinnamic amide with anticancer capability and its interaction with human serum albumin". Experimental and Therapeutic Medicine 17, no. 2 (2019): 1321-1329. https://doi.org/10.3892/etm.2018.7060
Copy and paste a formatted citation
x
Spandidos Publications style
Jiao YH, Meng FY, Zhu GB, Ran LZ, Jiang YF and Zhang Q: Synthesis of a novel p‑hydroxycinnamic amide with anticancer capability and its interaction with human serum albumin. Exp Ther Med 17: 1321-1329, 2019.
APA
Jiao, Y., Meng, F., Zhu, G., Ran, L., Jiang, Y., & Zhang, Q. (2019). Synthesis of a novel p‑hydroxycinnamic amide with anticancer capability and its interaction with human serum albumin. Experimental and Therapeutic Medicine, 17, 1321-1329. https://doi.org/10.3892/etm.2018.7060
MLA
Jiao, Y., Meng, F., Zhu, G., Ran, L., Jiang, Y., Zhang, Q."Synthesis of a novel p‑hydroxycinnamic amide with anticancer capability and its interaction with human serum albumin". Experimental and Therapeutic Medicine 17.2 (2019): 1321-1329.
Chicago
Jiao, Y., Meng, F., Zhu, G., Ran, L., Jiang, Y., Zhang, Q."Synthesis of a novel p‑hydroxycinnamic amide with anticancer capability and its interaction with human serum albumin". Experimental and Therapeutic Medicine 17, no. 2 (2019): 1321-1329. https://doi.org/10.3892/etm.2018.7060
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