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Chemical Compound Review

CATECHIN     (2S,3S)-2-(3,4- dihydroxyphenyl)chroman- 3,5...

Synonyms: Catergen, Cianidanol, Zyma, Cyanidanol-3, Catechuic acid, ...
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Disease relevance of Catergen


Psychiatry related information on Catergen


High impact information on Catergen

  • Flavan-type flavonoids behave like their related flavonoids; d-catechin also opposes lysosome disruption [8].
  • Flavanone and six hydroxylated derivatives, and cianidanol and eight ethers and esters thereof, were investigated as inhibitors of cytochrome P-450 mediated reactions in rat liver microsomes [9].
  • The IC50 values towards aminopyrine N-demethylation varied over a 20-fold range and were shown to depend on the pattern of hydroxylation (flavanone derivatives) and on lipophilicity (cianidanol derivatives) [9].
  • Procyanidol oligomers and (+) catechin bound to insoluble elastin markedly affect its rate of degradation by elastases [10].
  • (+) Catechin-insoluble elastin complexes were partially resistant to the degradation induced by human leukocyte elastase but were hydrolysed at the same rate as untreated samples by a constant amount of pancreatic elastase [10].

Chemical compound and disease context of Catergen


Biological context of Catergen

  • This observation confirms that (+)cyanidanol-3 is able to prevent lipid peroxidation in vivo [13].
  • Hepatocellular regeneration, quantified histomorphometrically as volume density of cells in metaphase, was progressively increased in rats protected from CD + CCl4 interaction by cyanidanol, starting at 36 hr and lasting until 72 hr [4].

Anatomical context of Catergen

  • Secondly, when normal T cells pre-incubated with 25 micrograms/ml of (+)cyanidanol-3 for 48 h were cultured with freshly prepared autologous or allogeneic normal PBL in the presence of PWM, Ig production was markedly suppressed [3].
  • Studies were undertaken to determine if (+)cyanidanol-3 could affect a function of mitogen stimulated peripheral blood lymphocytes (PBL) in humans [3].
  • On the other hand, (+)cyanidanol-3-induced suppressor cell activity of T cells from patients with CALD was significantly decreased (P less than 0.001) when compared with that of normal individuals [3].
  • Addition of (+) catechin, a flavonoid, to the propositus's cultured fibroblasts decreased the abnormal solubility of their collagen [14].
  • The acute hepatotoxicity induced by aflatoxin B1 (AFB1) and the potential protective effect of (+)-cyanidanol-3 (Catergen) were evaluated in both human and rat hepatocytes in primary cultures [15].

Associations of Catergen with other chemical compounds


Gene context of Catergen

  • Superoxide dismutase (50 units/ml), catalase (200 units/ml), or the antioxidant cyanidanol (100 microM) also had no effect on LDH release upon reoxygenation after 60 min of hypoxia [22].
  • Cianidanol and sylibin inhibited the elevation of GOT and GPT in anti-BLP induced liver injured mice [23].
  • Immunological and antioxidant effects of the widely used hepatoprotective agent (+)cyanidanol-3 were studied in a complex in vitro test system using isolated peripheral blood lymphocytes of patients with chronic alcoholic liver disease and of healthy donors [24].
  • Serum GPT activity decreased to less than twice the normal in 12/16 drug-treated and in 7/13 control subjects, gamma-GT fell to normal in 7/16 cyanidanol-treated and in 1/10 control patients, IgG fell to normal in 4/8 drug-treated and in 1/9 control patients who all had initially elevated values [12].
  • Certain phenolics notably naringin, (+/-) catechin, eugenol, vanillin and butylated hydroxyanisole were also found to induce cytosolic glutathione S-transferase activity that stimulated the formation of specific aflatoxin B1-glutathione conjugate [25].

Analytical, diagnostic and therapeutic context of Catergen


  1. Effect of (+)-cyanidanol-3 on chronic active hepatitis: a double blind controlled trial. Bar-Meir, S., Halpern, Z., Gutman, M., Shpirer, Z., Baratz, M., Bass, D. Gut (1985) [Pubmed]
  2. Immune-mediated acute intravascular hemolysis caused by cianidanol (catergen). Rotoli, B., Giglio, F., Bile, M., Formisano, S. Haematologica (1985) [Pubmed]
  3. Activation of suppressor function of human peripheral blood T cells by (+)cyanidanol-3: its application to chronic active liver diseases. Kakumu, S., Murakami, H., Kuriki, J. Clin. Exp. Immunol. (1983) [Pubmed]
  4. Protection from chlordecone-amplified carbon tetrachloride toxicity by cyanidanol: regeneration studies. Soni, M.G., Mehendale, H.M. Toxicol. Appl. Pharmacol. (1991) [Pubmed]
  5. Cianidanol therapy for HBe-antigen-positive chronic hepatitis: a multicentre, double-blind study. Suzuki, H., Yamamoto, S., Hirayama, C., Takino, T., Fujisawa, K., Oda, T. Liver (1986) [Pubmed]
  6. Protection from chlordecone-amplified carbon tetrachloride toxicity by cyanidanol: biochemical and histological studies. Soni, M.G., Mehendale, H.M. Toxicol. Appl. Pharmacol. (1991) [Pubmed]
  7. A clinical and ultrastructural study of osteogenesis imperfecta after flavonoid (Catergen) therapy. Jones, C.J., Cummings, C., Ball, J., Beighton, P. S. Afr. Med. J. (1984) [Pubmed]
  8. Effect of various flavonoids on lysosomes subjected to an oxidative or an osmotic stress. Decharneux, T., Dubois, F., Beauloye, C., Wattiaux-De Coninck, S., Wattiaux, R. Biochem. Pharmacol. (1992) [Pubmed]
  9. Flavonoids as inhibitors of rat liver monooxygenase activities. Beyeler, S., Testa, B., Perrissoud, D. Biochem. Pharmacol. (1988) [Pubmed]
  10. Evidence by in vivo and in vitro studies that binding of pycnogenols to elastin affects its rate of degradation by elastases. Tixier, J.M., Godeau, G., Robert, A.M., Hornebeck, W. Biochem. Pharmacol. (1984) [Pubmed]
  11. Effect of the flavonoid (+)cyanidanol-3 on procollagen biosynthesis and transport in normal and ataxia telangiectasis cultured skin fibroblasts. Becker, Y., Stevely, W., Hamburger, Y., Tabor, E., Asher, Y., Hadar, J. Connect. Tissue Res. (1981) [Pubmed]
  12. Effect of (+)-cyanidanol-3 (Catergen) in chronic active hepatitis. (Catergen plus prednisolone versus prednisolone in a controlled study). Pár, A., Paál, M., Kádas, I., Kerekes, E., Jávor, T. Acta medica Hungarica. (1983) [Pubmed]
  13. Protective effect of (+)cyanidanol-3 in acute liver injury induced by galactosamine or carbon tetrachloride in the rat. Perrissoud, D., Weibel, I. Naunyn Schmiedebergs Arch. Pharmacol. (1980) [Pubmed]
  14. Lysyl oxidase deficiency in Ehlers-Danlos syndrome type V. Di Ferrante, N., Leachman, R.D., Angelini, P., Donnelly, P.V., Francis, G., Almazan, A. Connect. Tissue Res. (1975) [Pubmed]
  15. Differential response of primary cultures of human and rat hepatocytes to aflatoxin B1-induced cytotoxicity and protection by the hepatoprotective agent (+)-cyanidanol-3. Bégué, J.M., Baffet, G., Campion, J.P., Guillouzo, A. Biol. Cell (1988) [Pubmed]
  16. Suppression of delayed-type hypersensitivity mediated by macrophage-like cells in mice with experimental liver injury. Tajima, S., Nishimura, N., Ito, K. Immunology (1985) [Pubmed]
  17. Nutrient distribution and phenolic antioxidants in air-classified fractions of beach pea (Lathyrus maritimus L.). Shahidi, F., Chavan, U.D., Naczk, M., Amarowicz, R. J. Agric. Food Chem. (2001) [Pubmed]
  18. Flavonoid inhibition of enzymic and nonenzymic lipid peroxidation in rat liver differs from its influence on the glutathione-related enzymes. Galvez, J., de la Cruz, J.P., Zarzuelo, A., Sanchez de la Cuesta, F. Pharmacology (1995) [Pubmed]
  19. Experimental studies on the effect of hepatoprotective compounds. Lapis, K., Jeney, A., Divald, A., Vajta, G., Zalatnai, A., Schaff, Z. Tokai J. Exp. Clin. Med. (1986) [Pubmed]
  20. An effective fixative for glucocorticoid receptors in fetal tissues. Koga, T., Kurisu, K. J. Craniofac. Genet. Dev. Biol. (1982) [Pubmed]
  21. A liquid chromatography-quadrupole time-of-flight (LC-QTOF)-based metabolomic approach reveals new metabolic effects of catechin in rats fed high-fat diets. Fardet, A., Llorach, R., Martin, J.F., Besson, C., Lyan, B., Pujos-Guillot, E., Scalbert, A. J. Proteome Res. (2008) [Pubmed]
  22. Xanthine oxidase is not responsible for reoxygenation injury in isolated-perfused rat heart. Kehrer, J.P., Piper, H.M., Sies, H. Free Radic. Res. Commun. (1987) [Pubmed]
  23. Liver injury model in mice for immunopharmacological study. Nagai, H., Yakuo, I., Yamada, H., Shimazawa, T., Koda, A., Niu, K., Asano, K., Shimizu, T., Kasahara, M. Jpn. J. Pharmacol. (1988) [Pubmed]
  24. Effect of (+)cyanidanol-3 on cellular immune reactions and on superoxide dismutase activity in vitro. Láng, I., Nékám, K., Deák, G., Müzes, G., Gonzalez, C.R., Kádár, J., Perl, A., Gergely, P., Fehér, J. Free Radic. Res. Commun. (1987) [Pubmed]
  25. In vivo effect of dietary factors on the molecular action of aflatoxin B1: role of non-nutrient phenolic compounds on the catalytic activity of liver fractions. Aboobaker, V.S., Balgi, A.D., Bhattacharya, R.K. In Vivo (1994) [Pubmed]
  26. In vitro activity of a Combretum micranthum extract against herpes simplex virus types 1 and 2. Ferrea, G., Canessa, A., Sampietro, F., Cruciani, M., Romussi, G., Bassetti, D. Antiviral Res. (1993) [Pubmed]
  27. In vitro and in vivo demonstration of the cytoprotective effect of (+)-cyanidanol-3. Altorjay, I., Dalmi, L., Sári, B. Acta physiologica Hungarica. (1984) [Pubmed]
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