메뉴 건너뛰기




Volumn 13, Issue 4, 2008, Pages 995-1003

Novel spiroannulated 3-benzofuranones. Synthesis and inhibition of the human peptidyl prolyl cis/trans isomerase Pin1

Author keywords

Cyclization; Ketones; Lithiation; Metathesis; Spiroannulation

Indexed keywords

BENZOFURAN DERIVATIVE; LACTONE; NIMA INTERACTING PEPTIDYLPROLYL ISOMERASE; NIMA-INTERACTING PEPTIDYLPROLYL ISOMERASE; PEPTIDYLPROLYL ISOMERASE; SPIRO COMPOUND;

EID: 43049124394     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules13040995     Document Type: Article
Times cited : (26)

References (18)
  • 1
    • 43049093153 scopus 로고    scopus 로고
    • th edition, Thieme: Stuttgart, 1994; E6b1, Part 2a, pp. 33-162;
    • th edition, Thieme: Stuttgart, 1994; Vol. E6b1, Part 2a, pp. 33-162;
  • 2
    • 43049151251 scopus 로고    scopus 로고
    • Dell, C. P. In Science of Synthesis, Thieme: Stuttgart, 2000; 10.1, p. 11.
    • (b) Dell, C. P. In Science of Synthesis, Thieme: Stuttgart, 2000; Vol. 10.1, p. 11.
  • 3
    • 0003601534 scopus 로고
    • 11th edition; Budavari, S, Ed, Merck and Co Inc, Rahway, NJ
    • th edition; Budavari, S., Ed.; Merck and Co Inc.; Rahway, NJ, 1989; p. 715;
    • (1989) The Merck Index , pp. 715
  • 4
    • 43049126306 scopus 로고    scopus 로고
    • th edition; Merck and Co., Inc.: Whitehouse Station, NJ, 2006; www.merckindex.com griseofulvin.
    • th edition; Merck and Co., Inc.: Whitehouse Station, NJ, 2006; www.merckindex.com " griseofulvin".
  • 5
    • 0032783848 scopus 로고    scopus 로고
    • Metabolites from the wood-rotting basidomycete Hapalopilus mutans
    • (a) Sonntag, B.; Dasenbrock, J.; Arnold, N.; Steglich, W. Metabolites from the wood-rotting basidomycete Hapalopilus mutans. Eur. J. Org. Chem. 1999, 1051-1055;
    • (1999) Eur. J. Org. Chem , pp. 1051-1055
    • Sonntag, B.1    Dasenbrock, J.2    Arnold, N.3    Steglich, W.4
  • 6
    • 49249148813 scopus 로고
    • Pigments of Lachnanthes tinctoria Ell. Part IX. Lachnanthospirone, a dimeric 9-phenylphenalenone from the seeds of Lachnanthes tinctoria Ell
    • (b) Edwards, J. M.; Mangion, M.; Anderson, J. P.; Rapposch, M.; Hite, G. Pigments of Lachnanthes tinctoria Ell. Part IX. Lachnanthospirone, a dimeric 9-phenylphenalenone from the seeds of Lachnanthes tinctoria Ell. Tetrahedron Lett. 1979, 4453-4456.
    • (1979) Tetrahedron Lett , pp. 4453-4456
    • Edwards, J.M.1    Mangion, M.2    Anderson, J.P.3    Rapposch, M.4    Hite, G.5
  • 7
  • 8
    • 43049107335 scopus 로고    scopus 로고
    • Gates, P. S.; Baldwin, D.; Wilson, C. A.; Gillon, J. Herbicidal 5-cyano-2,3-dihydrobenzofuran-2-ones. U.S. 4263037, 1982; [Chem. Abstr. 1982, 97, 215978].
    • Gates, P. S.; Baldwin, D.; Wilson, C. A.; Gillon, J. Herbicidal 5-cyano-2,3-dihydrobenzofuran-2-ones. U.S. 4263037, 1982; [Chem. Abstr. 1982, 97, 215978].
  • 9
    • 43049133385 scopus 로고
    • Preparation of 8-(triazolylmethyl)naphtho[2, 1-b]furanones and analogs as aromatase inhibitors. EP 316079, 1989
    • Edwards, P. N.; Large, M. S. Preparation of 8-(triazolylmethyl)naphtho[2, 1-b]furanones and analogs as aromatase inhibitors. EP 316079, 1989; [Chem. Abstr. 1989, 111, 232794].
    • (1989) Chem. Abstr , vol.111 , pp. 232794
    • Edwards, P.N.1    Large, M.S.2
  • 10
    • 43049113650 scopus 로고    scopus 로고
    • 2)Thr-Pro-specific peptidyl-prolyl-cis/trans isomerases. WO 2003093258, 2003; [Chem. Abstr. 2003, 139, 381371
    • 2)Thr-Pro-specific peptidyl-prolyl-cis/trans isomerases. WO 2003093258, 2003; [Chem. Abstr. 2003, 139, 381371];
  • 11
    • 33751234234 scopus 로고    scopus 로고
    • Frank, W;. Braun, M. Aryl Indanyl Ketones: Efficient Inhibitors of the Human Peptidyl-Prolyl cis/trans Isomerase Pin1
    • (b) Daum, S.; Erdmann, F.; Fischer, G.; Féaux de Lacroix, B.; Hessamian-Alinejad, A.; Houben, S.; Frank, W;. Braun, M. Aryl Indanyl Ketones: Efficient Inhibitors of the Human Peptidyl-Prolyl cis/trans Isomerase Pin1. Angew. Chem. Int. Ed. 2006, 45, 7454-7458.
    • (2006) Angew. Chem. Int. Ed , vol.45 , pp. 7454-7458
    • Daum, S.1    Erdmann, F.2    Fischer, G.3    Féaux de Lacroix, B.4    Hessamian-Alinejad, A.5    Houben, S.6
  • 13
    • 0242386406 scopus 로고    scopus 로고
    • Ruthenium-catalyzed cyclizations: More than just olefin metathesis
    • Schmidt, B. Ruthenium-catalyzed cyclizations: more than just olefin metathesis. Angew. Chem. Int. Ed. 2003, 42, 4996-4999.
    • (2003) Angew. Chem. Int. Ed , vol.42 , pp. 4996-4999
    • Schmidt, B.1
  • 14
    • 0027269676 scopus 로고
    • Unusual Behaviour of Diethylbromomalonate with 2-Hydroxydesoxybenzoins. Convenient Synthesis of 2-Aryl-3(2H)-benzofuranones
    • Kanvinde, M. N.; Kelkar, R. M.; Paradkar, M. V. Unusual Behaviour of Diethylbromomalonate with 2-Hydroxydesoxybenzoins. Convenient Synthesis of 2-Aryl-3(2H)-benzofuranones. Synth. Commun. 1993, 23, 961-969.
    • (1993) Synth. Commun , vol.23 , pp. 961-969
    • Kanvinde, M.N.1    Kelkar, R.M.2    Paradkar, M.V.3
  • 15
    • 0035119828 scopus 로고    scopus 로고
    • Investigations into the Bromination of Substituted Phenols using Diethyl Bromomalonate and Diethyl Dibromomalonate
    • Cf. Coumbarides, G. S.; Dingjan, M.; Eames, J.; Weerasooriya, N. Investigations into the Bromination of Substituted Phenols using Diethyl Bromomalonate and Diethyl Dibromomalonate. Bull. Chem. Soc. Jpn. 2001, 74, 179-180;
    • (2001) Bull. Chem. Soc. Jpn , vol.74 , pp. 179-180
    • Cf1    Coumbarides, G.S.2    Dingjan, M.3    Eames, J.4    Weerasooriya, N.5
  • 16
    • 0031572824 scopus 로고    scopus 로고
    • A protease-free assay for peptidyl prolyl cis/trans isomerases using standard peptide substrates
    • Janowski, B.; Wöllner, S.; Schutkowski, M.; Fischer, G. A protease-free assay for peptidyl prolyl cis/trans isomerases using standard peptide substrates. Anal. Biochem. 1997, 252, 299-307.
    • (1997) Anal. Biochem , vol.252 , pp. 299-307
    • Janowski, B.1    Wöllner, S.2    Schutkowski, M.3    Fischer, G.4
  • 17
    • 43049137043 scopus 로고    scopus 로고
    • This is illustrated by the result that the Ki value of ketone 10 amounts to 8.7 μM, determined with the same PPIase assay: Daum, S, Fischer, G, Féaux de Lacroix, B, Hessamian-Alinejad, A, Braun, M. unpublished data
    • This is illustrated by the result that the Ki value of ketone 10 amounts to 8.7 μM, determined with the same PPIase assay: Daum, S.; Fischer, G.; Féaux de Lacroix, B.; Hessamian-Alinejad, A.; Braun, M. unpublished data.
  • 18
    • 84907938122 scopus 로고
    • Stereoselektive Aldolreaktionen mit (R)- und (S)-(2-Hydroxy-1,2,2-triphenylethyl)acetat und verwandten Glycolmonoacetaten
    • Devant, R.; Mahler, U.; Braun, M. Stereoselektive Aldolreaktionen mit (R)- und (S)-(2-Hydroxy-1,2,2-triphenylethyl)acetat und verwandten Glycolmonoacetaten. Chem. Ber. 1988, 121, 397-406.
    • (1988) Chem. Ber , vol.121 , pp. 397-406
    • Devant, R.1    Mahler, U.2    Braun, M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.