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Volumn 7, Issue 5, 2005, Pages 703-713

A combinatorial approach toward the generation of ambiphilic peptide-based inhibitors of protein:geranylgeranyl transferase-1

Author keywords

[No Author keywords available]

Indexed keywords

GERANYLGERANYLTRANSFERASE TYPE I; GERANYLGERANYLTRANSFERASE TYPE-I; OLIGOPEPTIDE; TRANSFERASE;

EID: 27744561834     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc0500203     Document Type: Article
Times cited : (7)

References (67)
  • 6
    • 0037607008 scopus 로고    scopus 로고
    • For recent reviews covering the development of PFT and PGGT inhibitors, see; (a) Dinsmore, C. J.; Bell, I. M. Curr. Top. Med. Chem. 2003, 3, 1075-1093.
    • (2003) Curr. Top. Med. Chem. , vol.3 , pp. 1075-1093
    • Dinsmore, C.J.1    Bell, I.M.2
  • 13
    • 28844461892 scopus 로고    scopus 로고
    • (c) The potent and selective PFT inhibitor R115777 (Tipifarnib, Zarnestra) has been submitted to the U.S. Food and Drug Administration (FDA) for approval for the treatment of acute myeloid leukemia. See: http://www.drugs. com/nda/tipifarnib_050124.html.
  • 58
    • 0033549534 scopus 로고    scopus 로고
    • It is interesting to note that these types of compounds (i.e., A03B02C14D16 and A03B10C14D16) have been reported before and that they were found to act as bisubstrate inhibitors of PFT, in which the lipid part functions as an isoprenyl mimic. See: (a) Schlitzer, M.; Sattler, I. Angew. Chem., Int. Ed. Engl. 1999, 38, 2032-2034.
    • (1999) Angew. Chem., Int. Ed. Engl. , vol.38 , pp. 2032-2034
    • Schlitzer, M.1    Sattler, I.2
  • 60
    • 0042736113 scopus 로고    scopus 로고
    • (c) Mitsch, A.; Bergemann, S.; Gust, R.; Sattler, I.; Schlitzer, M. Arch. Pharm. Med. Chem. 2003, 396, 242-250. We have recently reported (ref 11c) on the design of potential bisubstrate inhibitors of PGGT-1 with the same rationale presented in refs 16a-c. In addition, the oligopeptidic and naturally occurring PFT inhibitor Pepticinnamin E is known to act as a bisubstrate inhibitor.
    • (2003) Arch. Pharm. Med. Chem. , vol.396 , pp. 242-250
    • Mitsch, A.1    Bergemann, S.2    Gust, R.3    Sattler, I.4    Schlitzer, M.5
  • 62
    • 0029036832 scopus 로고
    • The yields of compounds containing building block D15 were found to be very low in some cases. LC/MS analysis indicated that a major side-product was formed during the Fmoc deprotection step with 20% piperidine in DMF. The m/z ratio of this side-product suggests that the monobenzyl-protected phosphate group has been displaced by a piperidine moeity. See: (a) Pérez, M.; Pleixats, R. Tetrahedron 1995, 51, 8355-8362.
    • (1995) Tetrahedron , vol.51 , pp. 8355-8362
    • Pérez, M.1    Pleixats, R.2
  • 63
    • 0000634675 scopus 로고
    • (b) Wakamiya, T.; Saruta, K.; Yasuoka, J.; Kusumoto, S. Chem. Lett. 1994, 1099-1102. Although no attempts were undertaken to optimize the yield, there are two potential solutions for this problem. First, the duration of the deprotection step with piperidine can be shortened. Second, the nonnucleophilic base DBU (1,8-diazabicyclo-[5.4.0]undec-7-ene) can be employed instead of piperidine.
    • (1994) Chem. Lett. , pp. 1099-1102
    • Wakamiya, T.1    Saruta, K.2    Yasuoka, J.3    Kusumoto, S.4
  • 66
    • 28844497815 scopus 로고    scopus 로고
    • note
    • This assay protocol is a minor modification of the assay protocol described in ref 10g.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.