메뉴 건너뛰기




Volumn 51, Issue 38, 2010, Pages 5020-5023

Synthesis of CJ-15,208, a novel κ-opioid receptor antagonist

Author keywords

Cyclic tetrapeptide; Cyclization; Molecular modeling

Indexed keywords

CJ 15 208; KAPPA OPIATE RECEPTOR; KAPPA OPIATE RECEPTOR ANTAGONIST; TRYPTOPHAN; UNCLASSIFIED DRUG;

EID: 78549290623     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.07.086     Document Type: Article
Times cited : (24)

References (31)
  • 11
    • 84856340424 scopus 로고    scopus 로고
    • Martinez, J., Fehrentz, J. A., Eds.; EDK: Paris, France
    • Seale, P. W.; Stead, P.; Jaxa-Chamiec, A. In Peptides 2000; Martinez, J., Fehrentz, J. A., Eds.; EDK: Paris, France, 2001; pp 271-272.
    • Peptides 2000 , vol.2001 , pp. 271-272
    • Seale, P.W.1    Stead, P.2    Jaxa-Chamiec, A.3
  • 12
    • 66349085677 scopus 로고    scopus 로고
    • Preliminary results were presented at the 20th American Peptide Symposium, Montreal, Canada
    • Preliminary results were presented at the 20th American Peptide Symposium, Montreal, Canada. Kulkarni, S. S.; Ross, N. C.; McLaughlin, J. P.; Aldrich, J. V. Adv. Exp. Med. Biol. 2009, 611, 269-270.
    • (2009) Adv. Exp. Med. Biol. , vol.611 , pp. 269-270
    • Kulkarni, S.S.1    Ross, N.C.2    McLaughlin, J.P.3    Aldrich, J.V.4
  • 24
    • 85030585207 scopus 로고    scopus 로고
    • The linear precursors were constructed and minimized using the Tripos force field in SYBYL7.0 (Tripos, Inc., St. Louis, MO). Electrostatic charges were generated using the Gasteiger and Marsili method within SYBYL; an 8Å nonbonded cut-off was employed and a dielectric constant of 4 was applied for minimizations. A three-step minimization protocol, consisting of steepest decent gradient (100 iterations), conjugate gradient (10,000 iterations) and then a BFGS gradient minimization with convergence criterion of 0.001 kcal/ mol, was utilized to obtain convergence
    • The linear precursors were constructed and minimized using the Tripos force field in SYBYL7.0 (Tripos, Inc., St. Louis, MO). Electrostatic charges were generated using the Gasteiger and Marsili method within SYBYL; an 8Å nonbonded cut-off was employed and a dielectric constant of 4 was applied for minimizations. A three-step minimization protocol, consisting of steepest decent gradient (100 iterations), conjugate gradient (10,000 iterations) and then a BFGS gradient minimization with convergence criterion of 0.001 kcal/ mol, was utilized to obtain convergence.
  • 26
    • 85030583479 scopus 로고    scopus 로고
    • The yields of cyclic tetrapeptide and cyclic octapeptide measured by HPLC analysis following rapid addition were 28% and 44%, respectively
    • The yields of cyclic tetrapeptide and cyclic octapeptide measured by HPLC analysis following rapid addition were 28% and 44%, respectively.
  • 27
    • 85030574532 scopus 로고    scopus 로고
    • 4), and the solvent was removed to give the crude cyclic peptide
    • 4), and the solvent was removed to give the crude cyclic peptide.
  • 28
    • 85030572826 scopus 로고    scopus 로고
    • R = 26.0 min (30-70% aqueous MeOH over 40 min starting after 1 min, flow rate 0.8 mL/min)
    • R = 26.0 min (30-70% aqueous MeOH over 40 min starting after 1 min, flow rate 0.8 mL/min).
  • 29
    • 85030590109 scopus 로고    scopus 로고
    • + = 600.2345 (calcd 600.2587); HPLC: tR = 35.5 min
    • + = 600.2345 (calcd 600.2587); HPLC: tR = 35.5 min.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.