Quaternary benzo[c]phenanthridine alkaloids as inhibitors of aminopeptidase N and dipeptidyl peptidase IV
Jazyk angličtina Země Anglie, Velká Británie Médium print
Typ dokumentu časopisecké články, práce podpořená grantem
PubMed
11807974
PubMed Central
PMC7168101
DOI
10.1002/ptr.969
PII: 10.1002/ptr.969
Knihovny.cz E-zdroje
- MeSH
- alkaloidy chemie farmakologie MeSH
- antigeny CD13 antagonisté a inhibitory metabolismus MeSH
- antitumorózní látky fytogenní farmakologie MeSH
- benzofenantridiny MeSH
- dipeptidylpeptidasa 4 metabolismus MeSH
- fenantridiny chemie farmakologie MeSH
- inhibitory enzymů farmakologie MeSH
- isochinoliny MeSH
- krysa rodu Rattus MeSH
- lidé MeSH
- molekulární struktura MeSH
- nádorové buňky kultivované MeSH
- Papaveraceae * MeSH
- proteinkinasa C antagonisté a inhibitory MeSH
- rostlinné extrakty farmakologie MeSH
- sérový albumin účinky léků MeSH
- skot MeSH
- zvířata MeSH
- Check Tag
- krysa rodu Rattus MeSH
- lidé MeSH
- skot MeSH
- zvířata MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
- Názvy látek
- alkaloidy MeSH
- antigeny CD13 MeSH
- antitumorózní látky fytogenní MeSH
- benzofenantridiny MeSH
- chelerythrine MeSH Prohlížeč
- dipeptidylpeptidasa 4 MeSH
- fagaronine MeSH Prohlížeč
- fenantridiny MeSH
- inhibitory enzymů MeSH
- isochinoliny MeSH
- proteinkinasa C MeSH
- rostlinné extrakty MeSH
- sanguinarine MeSH Prohlížeč
- sérový albumin MeSH
Chelerythrine, sanguinarine and an alkaloid extract from Macleaya cordata--sanguiritrin--were found to be inhibitors of aminopeptidase A and dipeptidyl peptidase IV, while fagaronine inhibited dipeptidyl peptidase IV only. At 50 microM, chelerythrine, sanguinarine and sanguiritrin inhibited aminopeptidase N by 82%, 82%, 88%, DPP IV by 38%, 62%, 57%, and fagaronine by 34%, respectively. When bovine serum albumin (500 microg/mL) was added, the inhibition of both proteases by quaternary benzo[c]phenanthridine alkaloids (QBA) (50 microM) was significantly diminished. Strong interaction of chelerythrine and sanguinarine with bovine and human serum albumin was proved by electrophoretic determination of their respective conditional binding constants.
Zobrazit více v PubMed
Barták P, Šimánek V, Vespalec R et al. 2001. The electrophoretic investigation of interaction of sanguinarine and chelerythrine with compounds containing SH group. Anal Chem (submitted to press). PubMed
Benda P, Lightbody J. Sato G et al. 1968. Differentiated rat glial cell strain in tissue culture. Science 161: 370–371. PubMed
Damm DD, Curran A, White DK et al. 1999. Leukoplakia of the maxillary vestibule—an association with Viadent? Oral Surg Oral Med. Oral Pathol Oral Radiol Endod 87: 61–66. PubMed
DeMester I, Korom S, Van Damme J et al. 1999. CD26, let it cut or cut it down. Immunol Today 20: 367–375. PubMed
Dostál J, Bochořáková H, Táborská E et al. 1996. Structure of sanguinarine base. J Nat Prod 59: 599–602.
Dostál J, Potáček M. 1990. Quaternary benzo[c]phenanthridine alkaloids. Collect Czech Chem Commun 55: 2840–2873.
Dostál J, Slavik J. 2000. Recent knowledge on sanguinarine and related alkaloids. Chem Listy 14: 15–20.
Dostál J, Táborská E, Slavik J. 1992. Preparative column chromatography of quaternary benzophenanthridine alkaloids of Dicranostigma lactucoides . Fitoterapia 63: 67–70.
Elvin‐Lewis M, Lewis WH. 1995. New concepts in medicinal and dental ethnobotany In Ethnobotany. Evolution of a Discipline, Schultes RE, von Reis S. (eds). Dioscorides Press: Portland; 303–309.
Lendeckel U, Kahne T, Amdt M et al, 1998. Inhibition of alanyl aminopeptidase induces MAP‐Kinase p42/ERK2 in the human cell line KARPAS‐299. Biochem Biophys Res Com 252: 5–9. PubMed
Nagatsu T, Hino M, Fuyamada H et al, 1976. New chromogenic substrates for X‐prolyl dipeptidyl‐aminopeptidase. Anal Biochem 74: 466–476. PubMed
Riemann D, Kehlen A, Langner J. 1999. CD13—not just a marker in leukemia typing. Immunol Today 20: 83–88. PubMed PMC
Rundlett KL, Amstrong DW. 1997. Methods for the estimation of binding constants by capillary electrophoresis. Electrophoresis 18: 2194–2202. PubMed
Šedo A, Malik R, Křepela E. 1998. Dipeptidyl peptidase IV in C6 rat glioma cell line differentiation. Biol Chem 379: 39–44. PubMed
Šedo A, Mandys V, Křepela E. 1996. Cell membrane‐bound proteases: not ‘only’ proteolysis. Physiol Res 45: 169–176. PubMed
Ševčik J, Vičar J, Ulrichová J et al 2000. Capillary electrophoretic determination of sanguinarine and chelerythrine in plant extracts and pharmaceutical preparations. J Chromatogr A 866: 293–298. PubMed
Šimánek V. 1985. Benzophenanthridine alkaloids In The Alkaloids, Vol. 26, Brossi A. (ed.). Academic Press: New York; 185–234.
Šmidrkal J. 1988. Synthesis of fagaronine. Coll Czech Chem Commun 53: 3184–3192.
Southon IW, Buckingham J. 1989. Dictionary of Alkaloids. Chapman and Hall: London; 215, 940.
Tenenbaum H, Dahan N, Soell M. 1999. Effectiveness of a sanguinarine regimen after scaling and root planing. J Periodontol 70: 307–311. PubMed
Verpoorte R. 1998. Antimicrobially active alkaloids In Alkaloids. Biochemistry, Ecology and Medicinal Applications Roberts MF, Wink M. (eds). Plenum Press: New York; 397–426.
Walterová D, Ulrichová J, Preininger V et al 1981. Inhibition of liver alanine aminotransferase activity by some benzophenanthridine alkaloids. J Med Chem 24: 1100–1103. PubMed
Walterová D, Ulrichová J, Válka I et al. 1995. Benzo[c]phenanthridine alkaloids sanguinarine and chelerythrine: Biological activities and dental care applications. Acta Univ Palacki Olomuc (Olomouc) Fac Med 139: 7–16. PubMed
Wink M, Schmeller T, Latz‐Brüning B. 1998. Modes of action of allelochemical alkaloids: Interaction with neuroreceptors, DNA and other molecular targets. J Chem Ecol 24: 1881–1934.
