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Volumn 17, Issue 19, 2007, Pages 5455-5461

Capped diaminopropionamide-glycine dipeptides are inhibitors of CC chemokine receptor 2 (CCR2)

Author keywords

Antagonist; CCR2; Chemokine; G protein coupled receptor; Inflammation; Small molecule

Indexed keywords

AMIDE; BENZAMIDE; BENZYLAMINE; CALCIUM; CHEMOKINE RECEPTOR CCR1; CHEMOKINE RECEPTOR CCR2; CHEMOKINE RECEPTOR CCR3; DIPEPTIDE DERIVATIVE; HYDROGEN; MONOCYTE CHEMOTACTIC PROTEIN 1;

EID: 34548586897     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.07.028     Document Type: Article
Times cited : (16)

References (21)
  • 6
    • 34548589723 scopus 로고    scopus 로고
    • Shiota, T.; Kataoka, K.; Imai, M.; Tsutsumi, T.; Sudoh, M.; Sogawa, R.; Morita, T.; Hada, T.; Muroga, Y.; Takenouchi, O.; Furuya, M.; Endo, N.; Tarby, C. M.; Moree, W.; Teig, S. WO PCT 99/25686.
  • 8
    • 34548552073 scopus 로고    scopus 로고
    • note
    • For details on the biological assays and chemical synthesis, see: Carter, P. H.; Cherney, R. J. WO/PCT 2002050019.
  • 9
    • 34548594711 scopus 로고    scopus 로고
    • note
    • An automated peptide synthesizer was used to load the protected diaminoacid onto resin and to perform steps j and k.
  • 10
    • 34548584514 scopus 로고    scopus 로고
    • note
    • Compounds 3a and 3b were synthesized by performing steps e and f before steps c and d (Scheme 1).
  • 12
    • 34548589722 scopus 로고    scopus 로고
    • 3P/DEAD, or DBU/DPPA failed.
  • 14
    • 0029866699 scopus 로고    scopus 로고
    • β-Elimination of serine can be surpressed using N-trityl protection See In our hand, use of N-Trityl Thr led to aziridine formation
    • β-Elimination of serine can be surpressed using N-trityl protection See. Cherney R.J. J. Org. Chem. 61 (1996) 2544 In our hand, use of N-Trityl Thr led to aziridine formation
    • (1996) J. Org. Chem. , vol.61 , pp. 2544
    • Cherney, R.J.1
  • 15
    • 34548596096 scopus 로고    scopus 로고
    • note
    • Modification of the carboxamide used acid 2b. Modification of the benzyl amine followed Scheme 1. Modification of the benzamide entailed introducing the benzylamine first (steps e, f), followed by reprotecting with CbzCl, Boc deprotection and amide formation (steps c and d), and hydrogenolysis.
  • 17
    • 34548545860 scopus 로고    scopus 로고
    • Cherney, R. J.; Mo, R.; Meyer, D. T.; Nelson, D. J.; Lo, Y. C.; Yang, G.; Scherle, P. A.; Mandlekar, S.; Wasserman, Z.; Jezak, H.; Solomon, K. A.; Tebben, A. J.; Carter, P. H.; Decicco, C. P. Abstracts of Papers, 233 rd ACS National Meeting, Chicago, IL, 2007, MEDI-241.
  • 21
    • 34548571394 scopus 로고    scopus 로고
    • Dinchuk, J. E.; Davies, P.; Zhao, Q.; Carter, P. H.; Solomon, K. A.; Scherle, P. A. PCT WO 2005049799.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.