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Article

Preparation and affinity identification of glutamic acid-urea small molecule analogs in prostate cancer

  • Authors:
    • Zhiwei Zhang
    • Zheng Zhu
    • Deyong Yang
    • Weiwei Fan
    • Jianbo Wang
    • Xiancheng Li
    • Xiaochi Chen
    • Qifeng Wang
    • Xishuang Song
  • View Affiliations / Copyright

    Affiliations: Department of Urology, First Affiliated Hospital of Dalian Medical University, Dalian, Liaoning 116023, P.R. China, Department of Urology, Dalian Medical University, Dalian, Liaoning 116085, P.R. China
  • Pages: 1001-1006
    |
    Published online on: June 10, 2016
       https://doi.org/10.3892/ol.2016.4699
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Abstract

In recent years, study concerning activity inhibitors of prostate-specific membrane antigen (PSMA) has been concentrated on the glutamic urea (Glu-urea-R) small molecule and its analogs. The present study aimed to synthesize 4 analogs of Glu‑urea‑R and identify the affinities of these compounds to PSMA. The compounds were synthesized from raw materials, and the experimental procedures of the present study were in accordance with standard techniques under anhydrous and anaerobic conditions. Glu‑urea-Lysine (Glu-urea-Lys), Glu-urea-Ornithine (Glu-urea-Orn), Glu-urea-Glutamine (Glu-urea-Gln) and Glu‑urea‑Asparagine (Glu‑urea‑Asn) were successfully synthesized, and their structures were confirmed to be as desired using nuclear magnetic resonance spectroscopy and mass spectrometry. An affinity assay was performed to detect the affinity between the various compounds and PSMA expressed from the prostate cancer LNCap cell line. Glu‑urea‑Gln had the highest affinity to PSMA, followed by Glu‑urea‑Asn, Glu‑urea‑Orn and Glu‑urea‑Lys. In conclusion, the present study demonstrated that Glu‑urea‑R specifically binds PSMA expressed in the LNCap cell line and inhibits its activity.
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1 

Ferlay J, Shin HR, Bray F, Forman D, Mathers C and Parkin DM: Estimates of worldwide burden of cancer in 2008: GLOBOCAN 2008. Int J Cancer. 127:2893–2917. 2010. View Article : Google Scholar : PubMed/NCBI

2 

Risk MC, Knudsen BS, Coleman I, Dumpit RF, Kristal AR, LeMeur N, Gentleman RC, True LD, Nelson PS and Lin DW: Differential gene expression in benign prostate epithelium of men with and without prostate cancer: Evidence for a prostate cancer field effect. Clin Cancer Res. 16:5414–5423. 2010. View Article : Google Scholar : PubMed/NCBI

3 

Wang W and Mo ZN: Advances in prostate-specific membrane antigen targeted therapies for prostate cancer. Zhonghua Nan Ke Xue. 16:547–551. 2010.(In Chinese). PubMed/NCBI

4 

Cheng L, Song SY, Pretlow TG, Abdul-Karim FW, Kung HJ, Dawson DV, Park WS, Moon YW, Tsai ML, Linehan WM, et al: Evidence of independent origin of multiple tumors from patients with prostate cancer. J Natl Cancer Inst. 90:233–237. 1998. View Article : Google Scholar : PubMed/NCBI

5 

Li J, Zhao X, Chen L, Guo H, Lv F, Jia K, Yv K, Wang F, Li C, Qian J, et al: Safety and pharmacokinetics of novel selective vascular endothelial growth factor receptor-2 inhibitor YN968D1 in patients with advanced malignancies. BMC Cancer. 10:5292010. View Article : Google Scholar : PubMed/NCBI

6 

Heston WD: Significance of prostate-specific membrane antigen (PSMA). A neurocarboxypeptidase and membrane folate hydrolase. Urologe A. 35:400–407. 1996.(In German). View Article : Google Scholar : PubMed/NCBI

7 

Bander NH, Nanus DM, Milowsky MI, Kostakoglu L, Vallabahajosula S and Goldsmith SJ: Targeted systemic therapy of prostate cancer with a monoclonal antibody to prostate-specific membrane antigen. Semin Oncol. 30:667–676. 2003. View Article : Google Scholar : PubMed/NCBI

8 

Bander NH, Trabulsi EJ, Kostakoglu L, Yao D, Vallabhajosula S, Smith-Jones P, Joyce MA, Milowsky M, Nanus DM and Goldsmith SJ: Targeting metastatic prostate cancer with radiolabeled monoclonal antibody J591 to the extracellular domain of prostate specific membrane antigen. J Urol. 170:1717–1721. 2003. View Article : Google Scholar : PubMed/NCBI

9 

Elsässer-Beile U, Reischl G, Wiehr S, Bühler P, Wolf P, Alt K, Shively J, Judenhofer MS, Machulla HJ and Pichler BJ: PET imaging of prostate cancer xenografts with a highly specific antibody against the prostate-specific membrane antigen. J Nucl Med. 50:606–611. 2009. View Article : Google Scholar : PubMed/NCBI

10 

Zhang AX, Murelli RP, Barinka C, Michel J, Cocleaza A, Jorgensen WL, Lubkowski J and Spiegel DA: A remote arene-binding site on prostate specific membrane antigen revealed by antibody-recruiting small molecules. J Am Chem Soc. 132:12711–12716. 2010. View Article : Google Scholar : PubMed/NCBI

11 

Kularatne SA, Wang K, Santhapuram HK and Low PS: Prostate-specific membrane antigen targeted imaging and therapy of prostate cancer using a PSMA inhibitor as a homing ligand. Mol Pharm. 6:780–789. 2009. View Article : Google Scholar : PubMed/NCBI

12 

Maresca KP, Hillier SM, Femia FJ, Keith D, Barone C, Joyal JL, Zimmerman CN, Kozikowski AP, Barrett JA, Eckelman WC and Babich JW: A series of halogenated heterodimeric inhibitors of prostate specific membrane antigen (Psma) as radiolabeled probes for targeting prostate cancer. J Med Chem. 52:347–357. 2009. View Article : Google Scholar : PubMed/NCBI

13 

Bartsch G, Horninger W, Klocker H, Reissigl A, Oberaigner W, Schönitzer D, Severi G, Robertson C and Boyle P: Tyrol Prostate Cancer Screening Group: Prostate cancer mortality after introduction of prostate-specific antigen mass screening in the federal state of tyrol, Austria. Urology. 58:417–424. 2001. View Article : Google Scholar : PubMed/NCBI

14 

Labrie F, Candas B, Dupont A, Cusan L, Gomez JL, Suburu RE, Diamond P, Lévesque J and Belanger A: Screening decreases prostate cancer death: First analysis of the 1988 Quebec prospective randomized controlled trial. Prostate. 38:83–91. 1999. View Article : Google Scholar : PubMed/NCBI

15 

Schroder FH, Hugosson J, Roobol MJ, Tammela TL, Ciatto S, Nelen V, Kwiatkowski M, Lujan M, Lilja H, Zappa M, et al: Screening and prostate-cancer mortality in a randomized European study. N Engl J Med. 360:1320–1328. 2009. View Article : Google Scholar : PubMed/NCBI

16 

Rajasekaran AK, Anilkumar G and Christiansen JJ: Is prostate-specific membrane antigen a multifunctional protein? Am J Physiol Cell Physiol. 288:C975–C981. 2005. View Article : Google Scholar : PubMed/NCBI

17 

Ghosh A and Heston WD: Tumor target prostate specific membrane antigen (PSMA) and its regulation in prostate cancer. J Cell Biochem. 91:528–539. 2004. View Article : Google Scholar : PubMed/NCBI

18 

Mohler JL, Kantoff PW, Armstrong AJ, Bahnson RR, Cohen M, D’Amico AV, Eastham JA, Enke CA, Farrington TA, Higano CS, et al: National comprehensive cancer network: Prostate cancer, version 1.2014. J Natl Compr Canc Netw. 11:1471–1479. 2013.PubMed/NCBI

19 

Auprich M, Bjartell A, Chun FK, de la Taille A, Freedland SJ, Haese A, Schalken J, Stenzl A, Tombal B and van der Poel H: Contemporary role of prostate cancer antigen 3 in the management of prostate cancer. Eur Urol. 60:1045–1054. 2011. View Article : Google Scholar : PubMed/NCBI

20 

Zheng SL, Sun J, Wiklund F, Smith S, Stattin P, Li G, Adami HO, Hsu FC, Zhu Y, Bälter K, et al: Cumulative association of five genetic variants with prostate cancer. N Engl J Med. 358:910–919. 2008. View Article : Google Scholar : PubMed/NCBI

21 

De Wever W, Coolen J and Verschakelen JA: Integrated PET/CT and cancer imaging. JBR-BTR. 92:13–19. 2009.PubMed/NCBI

22 

Del Vecchio S, Zannetti A, Fonti R, Iommelli F, Pizzuti LM, Lettieri A and Salvatore M: PET/CT in cancer research: From preclinical to clinical applications. Contrast Media Mol Imaging. 5:190–200. 2010. View Article : Google Scholar : PubMed/NCBI

23 

Patel CN, Goldstone AR, Chowdhury FU and Scarsbrook AF: FDG PET/CT in oncology: ‘Raising the bar’. Clin Radio. 165:522–535. 2010. View Article : Google Scholar

24 

Picchio M, Briganti A, Fanti S, Heidenreich A, Krause BJ, Messa C, Montorsi F, Reske SN and Thalmann GN: The role of choline positron emission tomography/computed tomography in the management of patients with prostate-specific antigen progression after radical treatment of prostate cancer. Eur Urol. 59:51–60. 2011. View Article : Google Scholar : PubMed/NCBI

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Copy and paste a formatted citation
Spandidos Publications style
Zhang Z, Zhu Z, Yang D, Fan W, Wang J, Li X, Chen X, Wang Q and Song X: Preparation and affinity identification of glutamic acid-urea small molecule analogs in prostate cancer. Oncol Lett 12: 1001-1006, 2016.
APA
Zhang, Z., Zhu, Z., Yang, D., Fan, W., Wang, J., Li, X. ... Song, X. (2016). Preparation and affinity identification of glutamic acid-urea small molecule analogs in prostate cancer. Oncology Letters, 12, 1001-1006. https://doi.org/10.3892/ol.2016.4699
MLA
Zhang, Z., Zhu, Z., Yang, D., Fan, W., Wang, J., Li, X., Chen, X., Wang, Q., Song, X."Preparation and affinity identification of glutamic acid-urea small molecule analogs in prostate cancer". Oncology Letters 12.2 (2016): 1001-1006.
Chicago
Zhang, Z., Zhu, Z., Yang, D., Fan, W., Wang, J., Li, X., Chen, X., Wang, Q., Song, X."Preparation and affinity identification of glutamic acid-urea small molecule analogs in prostate cancer". Oncology Letters 12, no. 2 (2016): 1001-1006. https://doi.org/10.3892/ol.2016.4699
Copy and paste a formatted citation
x
Spandidos Publications style
Zhang Z, Zhu Z, Yang D, Fan W, Wang J, Li X, Chen X, Wang Q and Song X: Preparation and affinity identification of glutamic acid-urea small molecule analogs in prostate cancer. Oncol Lett 12: 1001-1006, 2016.
APA
Zhang, Z., Zhu, Z., Yang, D., Fan, W., Wang, J., Li, X. ... Song, X. (2016). Preparation and affinity identification of glutamic acid-urea small molecule analogs in prostate cancer. Oncology Letters, 12, 1001-1006. https://doi.org/10.3892/ol.2016.4699
MLA
Zhang, Z., Zhu, Z., Yang, D., Fan, W., Wang, J., Li, X., Chen, X., Wang, Q., Song, X."Preparation and affinity identification of glutamic acid-urea small molecule analogs in prostate cancer". Oncology Letters 12.2 (2016): 1001-1006.
Chicago
Zhang, Z., Zhu, Z., Yang, D., Fan, W., Wang, J., Li, X., Chen, X., Wang, Q., Song, X."Preparation and affinity identification of glutamic acid-urea small molecule analogs in prostate cancer". Oncology Letters 12, no. 2 (2016): 1001-1006. https://doi.org/10.3892/ol.2016.4699
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