Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Synthesis of Nucleophilic Adducts of Thiols (XI). Addition of L-Cysteine to $\beta,\beta$-Dinitrostyrene Derivatives

  • Kim, Tae-Rin (Department of Chemistry, Korea University) ;
  • Kim, Jae-Hoon (Department of Chemistry, Kum-Oh Institute of Technology) ;
  • Choi, Won-Sik (Department of Chemistry, Kangreung National University)
  • Published : 1988.06.20
Download PDF
⟨ Previous Next ⟩

Abstract

The addition of L-cysteine without blocking amino and carboxyl groups to${\beta},{\beta}$-dinitrostyrene derivatives(11a-e) were investigated. ${\beta},{\beta}$ -Dinitrostyrene derivatives(11a-e) easily undergo addition reactions with L-cysteine to from s-(2,2-dinitro-1-phenylethyl)-L-cysteine(12a), s-[2,2-dinitro-1-(p-methyl)phenylethyl]-L-cysteine (12b), s-[2,2-dinitro-1-(p-methoxy)phenylethyl]-L-cystein e(12c), s-[2,2-dinitro-1-(p-chloro)phenylethyl]-L-cysteine (12d) and s-[2,2-dinitro-1-(p-nitro)phenylethyl]-L-cysteine( 12a), respectively. The structure of adducts were confirmed by means of spectral data, molecular weight measurement and elemental analysis.

Keywords

References

  1. J. Am. Chem. Soc. v.80 J. C. Sheehan;D. H. Yang
  2. Exp. Cell. Rev. v.57 G. E. Foley;E. F. Barell;R. A. Adams;H. Lazarus
  3. Br. J. Cancer Rev. v.18 K. A. Harrap;D. E. M. Speed
  4. J. Med. Chem. v.13 K. Y. Zee-Cheng;C. C. Cheng
  5. J. Med. Chem. v.15 K. Y. Zee-Cheng;C. C. Cheng
  6. Bull. Korean Chem. Soc. v.2 T. R. Kim;S. Y. Choi
  7. Bull. Korean Chem. Soc. v.4 T. R. Kim;S. Y. Choi;W. S. Choi
  8. Bull. Korean Chem. Soc. v.5 T. R. Kim;B. R. Cho;S. Y. Choi;W. S. Choi
  9. FEBS Letter v.30 N. Runsch
  10. Carbohydrate Res. v.43 M. Esterbaner
  11. J. Med. Chem. v.20 I. H. Hail;K. H. Lee;E. C. Mar;C. D. Stamess
  12. Tetrahedron v.32 H. Esterbauer;A. Ertl;N. Soholz
  13. J. Med. Chem. v.19 B. Paul;W. Krytnyk
  14. Coll v.3 Org. Synthesis C. F. H. Allen;F. W. Spangler
  15. Otdel. Khim. Nauk. Izvest. Akad. Nauk S.S.S.R.

Cited by

  1. β,β-Dinitrostyrenes Reacted with Pyrrole vol.41, pp.5, 2005, https://doi.org/10.1007/s10593-005-0202-8
  2. Specific features of the reaction of β,β-dinitrostyrenes with indan-1,3-dione vol.76, pp.8, 1988, https://doi.org/10.1134/s1070363206080391
  3. β,β-Dinitrostyrenes in reactions with cyclohexane-1,3-diones vol.58, pp.10, 1988, https://doi.org/10.1007/s11172-009-0278-x