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Syntheses, Structural, and Biological Studies of Two New Peptide Compounds, 2(s)-(5-fluorouracil-1-aceto)amino-2-isopropyl Acetate Hemihydrate and 2(s)-(5-fluorouracil-1-aceto)amino-2-isopropyl Acetic Acid

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Abstract

Two new peptide compounds, 2(s)-(5-fluorouracil-1-aceto)amino-2-isopropyl acetate hemihydrate (1:1/2H 2 O) and 2(s)-(5-fluorouracil-1-aceto)amino-2-isopropyl acetic acid (2), have been synthesized and characterized by elemental analysis, IR, 1H- and 13C NMR spectroscopy. Two new compounds were structurally characterized by single-crystal X-ray diffraction. The thermal stabilities of compounds 1:1/2H 2 O and 2 were studied by DSC-TGA techniques. The result of the biological test showed that the compounds 1:1/2H 2 O and 2 have certain antitumor activities.

Index Abstract

Two new peptide compounds, 2(s)-(5-fluorouracil-1-aceto)amino-2-isopropyl acetate hemihydrate (1:1/2H2O) and 2(s)-(5-fluorouracil-1-aceto)amino-2-isopropyl acetic acid (2), have been synthesized and characterized by elemental analysis, IR, 1H-, and 13C NMR spectroscopy. Two new compounds were structurally characterized by single-crystal X-ray diffraction. The thermal stabilities of compounds 1:1/2H2O and 2 were studied by DSC-TGA techniques. The result of the biological test showed that the compounds 1:1/2H2O and 2 have certain antitumor activities.

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References

  1. Cai Bill TW, Tang XP, Nagorski J, Brauschweiger PG, Wang PG (2003) Bioorg Med Chem 11:4971

    Article  Google Scholar 

  2. Wang XY, Li J, Zhang XM, Liu Q, Xu Q, Tan RX (2003) J Inorg Biochem 94:186

    Article  CAS  Google Scholar 

  3. Huang ZH, Lin ZL, Huang JL (2001) Eur J Med Chem 36:863

    Article  CAS  Google Scholar 

  4. Shi DQ, Chen Q, Li ZH (2005) Chin J Org Chem 5:549 (in Chinese)

    Google Scholar 

  5. Li CZ, Wang LF, Li YZ, Xia CG, Dai RB (2000) Acta Cryst C56:e376

    CAS  Google Scholar 

  6. Hu ML, Wang WD (2005) Acta Cryst E61:m975

    CAS  Google Scholar 

  7. Maeda M, Kajimoto N, Yamaizumi Z, Okamoto Y, Nagahara K, Takayanagi H (1997) Tetrahedron Lett 38:6841

    Article  CAS  Google Scholar 

  8. Shi DQ, Wei J, Tan XS (2005) Chin J Org Chem 12:1602 (in Chinese)

    Google Scholar 

  9. Liu YQ, Zhang HJ, Han ST (2002) Chin J Org Chem 4:279 (in Chinese)

    Google Scholar 

  10. Xiong J, Lei XX, Hu ML, Yuan JX, Cai XQ (2006) Z Kristallogr NCS 221:37

    CAS  Google Scholar 

  11. Liu XJ, Chen RY, Liu YY (2002) Chem J Chin Univ 23:1299 (in Chinese)

    CAS  Google Scholar 

  12. Sheldrick GM (1997) SHELXS-97 and SHELXL-97. Göttingen University, Germany

    Google Scholar 

  13. Barnard KR, Bruck M, Huber S, Grittini C, Enemark JH, Gable RW, Wedd AG (1997) Inorg Chem 36:637

    Article  CAS  Google Scholar 

  14. Hulme AT, Price SL, Tocher DA (2005) J Am Chem Soc 127:1116

    Article  CAS  Google Scholar 

  15. Hu ML, Yuan JX, Morsali A (2006) Solid State Sci 8:981

    Article  CAS  Google Scholar 

  16. Yuan JX, Hu ML, Morsail A (2006) Inorg Chem Conmmun 9:277

    Article  CAS  Google Scholar 

  17. Hu ML, Yin P, Xiong J, Yuan JX (2006) Z Kristallogr NCS 221:39

    CAS  Google Scholar 

  18. Ji MJ, Zhao ZL, Yan DY (1999) Chin J Struct Chem 18:150

    CAS  Google Scholar 

  19. Jin ZM, Li L, Li MC, Hu ML, Shen L (2004) Acta Cryst C60:o642

    CAS  Google Scholar 

  20. Lin SY, Chien JL (2003) Pharm Res 20:1926

    Article  CAS  Google Scholar 

  21. Hu TC, Wang SL, Chen TF, Lin SY (2002) J Pharm Sci 91:1351

    Article  CAS  Google Scholar 

  22. Huang YQ, Lin JR, Du HY, Gao LF, Hu Y (2006) Mater Lett 60:3818

    Article  CAS  Google Scholar 

  23. Mossman T (1983) J Immunol Methods 65:55

    Article  Google Scholar 

  24. Skehan P, Storeng R, Scudiero D, Monks A, McMahon J, Vistica D, Warren HJ, Bokesch H, Kenney S, Boyd MR (1990) J Natl Cancer Inst 82:1107

    Article  CAS  Google Scholar 

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Acknowledgment

We acknowledge financial support by the National Natural Science Foundation of China (No. 20571057).

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Correspondence to Mao-Lin Hu.

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Hu, ML., Yin, P., Ma, ZC. et al. Syntheses, Structural, and Biological Studies of Two New Peptide Compounds, 2(s)-(5-fluorouracil-1-aceto)amino-2-isopropyl Acetate Hemihydrate and 2(s)-(5-fluorouracil-1-aceto)amino-2-isopropyl Acetic Acid. J Chem Crystallogr 38, 807–813 (2008). https://doi.org/10.1007/s10870-008-9396-9

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  • DOI: https://doi.org/10.1007/s10870-008-9396-9

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