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Volumn 1, Issue 7, 2006, Pages 710-714

Derivatives of 3-sec-butyl-1-oxo-2,3-dihydroisoquinoline as inhibitors of μ-calpain

Author keywords

Calpain; Inhibitors; Isoquinoline; Peptide heterocycle hybrids; Peptidomimetics

Indexed keywords

3 SEC BUTYL 1 OXO 2,3 DIHYDROISOQUINOLINE; 3-SEC-BUTYL-1-OXO-2,3-DIHYDROISOQUINOLINE; CALPAIN; CYSTEINE PROTEINASE INHIBITOR; ISOQUINOLINE DERIVATIVE; MU CALPAIN; MU-CALPAIN;

EID: 33746617495     PISSN: 18607179     EISSN: 18607187     Source Type: Journal    
DOI: 10.1002/cmdc.200600046     Document Type: Article
Times cited : (7)

References (36)
  • 7
    • 33746657405 scopus 로고    scopus 로고
    • note
    • Although the degradation of several cytoskeleton proteins such as α-fodrin, actin, and spectrin has been used to gauge the activity of calpain, there is no compelling evidence that any of these proteins is the natural substrate. The high catalytic promiscuity of calpain is manifested in the data in reference [4], in which 49 identified substrates with 106 cleavage sites are compiled. As the authors point out, the actual number of calpain substrates is higher, as evidenced by the growing number of recently published papers that report the hydrolysis of natural proteins catalyzed by calpain.
  • 9
    • 33746627845 scopus 로고    scopus 로고
    • note
    • As is the case for the various substrates of calpain, there is an increasing number of papers that report the participation of calpain in different physiological and metabolic processes. Therefore, it is not clear which (if any) is the precise physiological role for this protease. However, some the most studied processes include cytoskeleton remodeling, apoptosis and necrosis, cell cycle, and cell motility. For some reviews, see reference [3].
  • 16
    • 0037090885 scopus 로고    scopus 로고
    • For reports on non-electrophilic calpain inhibitors with aromatic rings, see: a) W. Wan, P. B. DePetrillo, Biochem. Pharmacol. 2002, 63, 1481-1484;
    • (2002) Biochem. Pharmacol. , vol.63 , pp. 1481-1484
    • Wan, W.1    Depetrillo, P.B.2
  • 22
    • 33746583365 scopus 로고    scopus 로고
    • note
    • The decision to use the sec-butyl group at C3 was taken on the basis that the four diastereomers of 2-amino-3-methyl-butanoic acid are readily available.
  • 25
    • 33746657839 scopus 로고    scopus 로고
    • note
    • 13C NMR, MS, IR) and analytical (C, H, N, ± 0.30%) methods.
  • 26
    • 0042379984 scopus 로고    scopus 로고
    • For recent reviews on the Heck reaction, see: a) A. B. Dounay, L. E. Overman, Chem. Rev. 2003, 103, 2945-2963;
    • (2003) Chem. Rev. , vol.103 , pp. 2945-2963
    • Dounay, A.B.1    Overman, L.E.2
  • 30
    • 33746598400 scopus 로고    scopus 로고
    • note
    • These peptides were prepared by standard methodology by using N-Boc and methyl ester protection. The coupling step was realized with the combination of 1-hydroxybenzotriazole (HOBT), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (EDC) and 4-(dimethylamino)pyridine (DMAP).
  • 34
    • 33746655590 scopus 로고    scopus 로고
    • note
    • 50 values.
  • 36
    • 33746632307 scopus 로고    scopus 로고
    • note
    • 2+-mediated activation of calpain.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.