Inhibition of liver alanine aminotransferase activity by some benzophenanthridine alkaloids

Walterová, Daniela; Ulrichová, Jitka; Preininger, V.; Šimánek, Vilı́m; Lenfeld, J; Lasovský, Jan

doi:10.1021/jm00141a019

Cited by 66 publications

(42 citation statements)

References 2 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…For example, rat liver alanine aminotransferase is inhibited by adduct formation between thiol groups of the enzyme and the iminium bond of chelerythrine (16). Chelerythrine also inhibits taxol-mediated polymerization of rat brain tubulin (32), histone kinase activity using partially purified PKC from the rat lacrimal gland (33), pyrogen-induced expression of tissue factor in endothelial cells, histamine release induced by aggregation of IgE-receptor on human basophils (34,35), Na ϩ ,K ϩ ,2Cl Ϫ cotransporter in Ehrlich mouse ascites tumor cells (36), and invasion of metastatic human follicular thyroid cancer (37).…”

Section: Discussionmentioning

confidence: 99%

“…Biological responses mediated by chelerythrine, such as cytotoxic activity with L-1210 tumor cells (14) and antiplatelet activity (15), have been ascribed to inhibition of PKC. Additional activities mediated by chelerythrine include inhibition of alanine aminotransferase (16), inhibition of Na ϩ ,K ϩ -ATPase (17), and antibacterial effects (18). In searching for novel natural product cancer chemopreventive agents, the benzophenanthridine alkaloid angoline was obtained from an extract of Macleaya cordata (Papaveraceae); this plant extract had previously been shown to antagonize the interaction of [ 3 H]phorbol 12,13-dibutyrate (PDBu) with PKC receptor.…”

mentioning

confidence: 99%

See 1 more Smart Citation

Angoline and Chelerythrine, Benzophenanthridine Alkaloids That Do Not Inhibit Protein Kinase C

Lee¹,

Qing²,

Mar³

et al. 1998

Journal of Biological Chemistry

View full text Add to dashboard Cite

Starting with an extract derived from the stem of Macleaya cordata (Papaveraceae) that was active in the process of inhibiting phorbol 12,13-dibutyrate binding to partially purified protein kinase C (PKC), the benzophenanthridine alkaloid angoline was isolated and identified. This discovery appeared in context, as a related benzophenanthridine alkaloid, chelerythrine, has been reported to mediate a variety of biological activities, including potent and selective inhibition of protein kinase C (PKC). However, in our studies, angoline was not observed to function as a potent inhibitor of PKC. Moreover, we were unable to confirm the reported inhibitory activity of chelerythrine. In a comprehensive series of studies performed with various PKC isozymes derived from a variety of mammalian species, neither chelerythrine nor angoline inhibited activity with high potency. To the contrary, chelerythrine stimulated PKC activity in the cytosolic fractions of rat and mouse brain in concentrations up to 100 M. In addition, chelerythrine and angoline did not inhibit [ 3 H]phorbol 12,13-dibutyrate binding to the regulatory domain of PKC at concentrations up to 40 g/ml, and no significant alteration of PKC-␣, -␤, or -␥ translocation was observed with human leukemia (HL-60) cells in culture. Further, chelerythrine did not inhibit 12-O-tetradecanoylphorbol 13-acetate-induced ornithine decarboxylase activity with cultured mouse 308 cells, but angoline was active in this capacity with an IC 50 value of 1.0 g/ml. A relatively large number of biological responses have been reported in studies conducted with chelerythrine, and alteration of PKC activity has been considered as a potential mechanism of action. In light of the current report, mechanisms independent of PKC inhibition should be considered as responsible for these effects.

show abstract

Section: Discussionmentioning

confidence: 99%

mentioning

confidence: 99%

Angoline and Chelerythrine, Benzophenanthridine Alkaloids That Do Not Inhibit Protein Kinase C

Lee¹,

Qing²,

Mar³

et al. 1998

Journal of Biological Chemistry

View full text Add to dashboard Cite

show abstract

“…IQAs interconvert between the cationic vs. neutral form; they penetrate the cell membrane in the form of nonpolar pseudobase [184]. The iminium bond, C6 = N + in the cationic form is susceptible to nucleophilic attack and plays a key role in inhibition of SH-proteins [185]. The binding of IQAs with human serum albumin and L-cysteine is radically weaker at pH 5.0 than at pH 7.4.…”

Section: Molecular Targets Of Secondary Metabolitesmentioning

confidence: 99%

Natural Products Modulate the Multifactorial Multidrug Resistance of Cancer

Eid¹,

El-Readi²,

Fatani³

et al. 2015

View full text Add to dashboard Cite

show abstract

“…The measurements of the concentration dependency of the inhibitory effects of sanguinarine, chelerythrine and nitidine revealed that alanine aminotransferase activity was inhibited only by alkaloids with substituents in position 9 and 10 of ring D. Sanguinarine was a more powerful inhibitor than chelerythrine. Nitidine, a structural isomer of chelerythrine had no inhibitory effect even when a tenfold concentration compared to that of sanguinarine and chelerythrine was used (Walterova et al, 1981). Chelidonine, sanguinarine, and chelerythrine are natural benzophenanthridine alkaloids that inhibit taxol-mediated polymerization of rat brain tubulin in the micromolar range.…”

Section: Pharmacologymentioning

confidence: 99%

Study on the assessment of plants/herbs, plant/herb extracts and their naturally or synthetically produced components as ‘additives’ for use in animal production

Vienna

Graz

Hohenheim

et al. 2007

EFS3

View full text Add to dashboard Cite

A As ss se es ss sm me en nt t o of f p pl la an nt ts s/ /h he er rb bs s a an nd d e ex xt tr ra ac ct ts s I In nt tr ro od du uc ct ti io on n 5 5 M Mo on no og gr ra ap ph hs s o of f t th he e f fo ol ll lo ow wi in ng g s sp pe ec ci ie es s: : FOREWORDIn September 2003 the European Parliament and the Council of the European Union adopted the Regulation No. 1831/2003 on additives for use in animal nutrition. The purpose of this regulation is to establish a Community procedure for authorising the placing on the market and use of feed additives and to lay down rules for the supervision and labelling of feed additives and premixtures in order to provide the basis for the assurance of a high level of protection of human health, animal health and welfare, environment, and "users and consumers" interests in relation to feed additives, whilst ensuring the effective functioning of the internal market. Under the current regulation detailed guidelines for some family of products are completely missing, that it is the case of the plants/herbs, plant/herb extracts and their naturally or synthetically produced components. For this reason it is one of the priorities of the FEEDAP Panel to implement guidelines/guidance for these types of compounds.It has been observed that plant/herbs and their extracts are increasingly being used (and informally marketed) not only as sensory additives, but also for other purposes not covered by the legislation, notably better growth or feed conversion, improved meat quality, and for prophylactic purposes. There are strong indications that such use will further increase as replacement additives for the antibiotic growth promoters whose use will be prohibited by the end of 2005.Nowadays, a compiled list of these compounds or extracts does not exists although the European Federation of Animal Feed Additive Manufacturers (FEFANA) notes that some 280 plant extracts and a further 1700 chemically defined compounds have been used within Member States as sensory additives in animal feeds.The results of this study will be used by EFSA, in consultation with the European Commission, Member States and other stakeholders, to provide input for the development of guidance/guidelines documents for the authorisation of plants/herbs, plant/herb extracts and their naturally or synthetically produced components for use in animal nutrition. ASSESSMENT OF PLANTS/HERBS, PLANT/HERB EXTRACTS AND THEIR NATURALLY OR SYNTHETICALLY PRODUCED COMPONENTS AS "ADDITIVES" FOR USE INTRODUCTIONThe last two decades have seen a substantial increase in use of herbs/botanicals and their products not only as herbal medicinal products and for food supplements, but also in the field of animal nutrition. The use of herbal feed additives, which include essential oils and (exotic) herbal mixtures, is extensively promoted by the producers, but the scientific background underpinning their use often is limited. Consequently an adequate knowledge of quality control (content of active substance(s) stability), efficacy and safety is oft...

show abstract

Inhibition of liver alanine aminotransferase activity by some benzophenanthridine alkaloids

Cited by 66 publications

References 2 publications

Angoline and Chelerythrine, Benzophenanthridine Alkaloids That Do Not Inhibit Protein Kinase C

Angoline and Chelerythrine, Benzophenanthridine Alkaloids That Do Not Inhibit Protein Kinase C

Natural Products Modulate the Multifactorial Multidrug Resistance of Cancer

Study on the assessment of plants/herbs, plant/herb extracts and their naturally or synthetically produced components as ‘additives’ for use in animal production

Contact Info

Product

Resources

About