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Volumn 16, Issue 22, 2006, Pages 5892-5896

Synthesis and structure-activity relationships of 3-phenyl-2-propenamides as inhibitors of glycogen phosphorylase a

Author keywords

Human liver glycogen phosphorylase; Solid phase synthesis

Indexed keywords

3 PHENYL 2 PROPENAMIDE DERIVATIVE; AMIDE; GLYCOGEN PHOSPHORYLASE B; GLYCOGEN PHOSPHORYLASE B INHIBITOR; GLYCOSYLTRANSFERASE INHIBITOR; UNCLASSIFIED DRUG;

EID: 33749318517     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2006.08.055     Document Type: Article
Times cited : (9)

References (28)
  • 14
    • 33749367498 scopus 로고    scopus 로고
    • note
    • 50 values given are average values of at least two replicates. See WO06/52722 for additional details.
  • 15
    • 33749325893 scopus 로고    scopus 로고
    • note
    • The Robbins Flex-Chem system can be purchased from SciGene.
  • 16
    • 33749369394 scopus 로고    scopus 로고
    • note
    • Typical product ratio for these reactions was 30% desired product and 70% cyclized by product.
  • 17
    • 17344386272 scopus 로고    scopus 로고
    • Synthesis of related 3-phenyl-2-propenamides via solid-phase using (4-formyl-3-methoxyphenoxy)benzyl polystyrene resin is reported in the literature in but without an amine, as in intermediate 5, for further functionalization
    • Synthesis of related 3-phenyl-2-propenamides via solid-phase using (4-formyl-3-methoxyphenoxy)benzyl polystyrene resin is reported in the literature in. Weber C., Bielik A., Szendrei G.I., Keseru G.M., and Greiner I. Bioorg. Med. Chem. Lett. 14 (2004) 1279 but without an amine, as in intermediate 5, for further functionalization
    • (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 1279
    • Weber, C.1    Bielik, A.2    Szendrei, G.I.3    Keseru, G.M.4    Greiner, I.5
  • 18
    • 33749327697 scopus 로고    scopus 로고
    • note
    • The resin was obtained from Polymer Laboratories, 1.5 mmol/g (PL-FDMP, Product # 1466, 150-300 μm).
  • 20
    • 33749369961 scopus 로고    scopus 로고
    • note
    • 2O containing 0.02% TFA (3.6 min gradient) and monitored by a UV detector operating at 214 nm and by a SEDEX 75 evaporative light scattering detector (ELSD) operating at 42 °C. LC-MS M+H signals were consistent with expected molecular weight for all reported products.
  • 21
    • 33749341947 scopus 로고    scopus 로고
    • note
    • 2O, 0.1% TFA) with UV detection at 254 nm was used.
  • 28
    • 33749347460 scopus 로고    scopus 로고
    • note
    • Compounds were measured in an artificial phospholipid bilayer system using aqueous phosphate buffer, pH 7.05. Compounds of interest are spiked to the donor sides, and after a set time point the samples are withdrawn and analyzed by HPLC with UV detection. The assay detection limit is 3 nm/s.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.