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Acronycine

Acronycine 0 0CH3 Cunninghamella echinulata NRRL 3655 Cunninghamella bainieri ATCC 9244 Aromatic hydroxylation [25]... [Pg.104]

In regard to the antineoplastic properties of Rutaceae, this family has attracted a great deal of interest for its ability to elaborate series of cytotoxic benzo[c]phenanthri-dine and acridin alkaloids. Examples of acridin alkaloid are pyrano-acridone and acronycine characterized from Acronychia baueri Scott. [Pg.187]

A 1,4-dioxepin fused derivative 122 of the anticancer agent acronycine was prepared by lead tetraacetate oxidation of c/.s-l,3-dihydroxy-l,2-dihydroacronycine followed by treatment with sodium borohydride <00NPL183>. [Pg.366]

Baeyer-Villiger oxidation of the anti-tumour alkaloid acronycine and its 2-nitro derivative, led to the chromeno[5,6-b][4,l]benzoxazepin-8-one 144 (R = H) and 144 (R = NO2) respectively <00NPL183>. [Pg.370]

The pattern of microbial hydroxylation of aromatic substrates appears to occur generally according to the usual rules of electrophilic aromatic substitution as shown by the hydroxylation positions of acronycine (1) at C-9 and C-11 (para- and ortho-positions to the amino group and mefa-position to the car-... [Pg.194]

Acronycine (126) Alkaloid S23906-1 (127) Oncology (solid tumors) DNA binding Phase I Laboratoires Servier (CNRS) 734-737... [Pg.70]

Michel S, Gaslonde T, Tillequin F. (2004) Benzo[b]acronycine derivatives A novel class of antitumor agents. Eur J Med Chem 39 649-655. [Pg.176]

Acridone alkaloids, experimental antitumor activity of acronycine, 21, 1 (1983) Actinomycetes, isoquinolinequinones, 21, 55 (1983)... [Pg.241]

Fewer than 100 acridone alkaloids are known. Typical compounds include, for example, atalaphylline, acronycine and preacronycine. Acridone alkaloids occur in plants and animals. They are especially characteristic of the Rutaceae plant... [Pg.106]

One particular example of the early extraction of a chemical from a plant, a small tree found in the rainforests of eastern Queensland, would be that of acronycine 1 [1,2], an alkaloid currently undergoing clinical trials as an anticancer agent. More recently, a group in Perth at Murdoch University succeeded in extracting the alkaloid, swainsonine 2 from a desert shrub which causes poisoning in cattle [3]. Swainsonine has been found to exhibit an interesting spectrum of biological activity [4], especially as a potent, reversible inhibitor of various a-D-mannosidases [5]. [Pg.188]

A mixture of linear and angular chromenes (70) and (71) resulted from the reaction of 1,3 -dihydroxyacridone with the hydroxyacetal. Methylation of the angular isomer gave acronycine, which shows broad-spectrum antitumour activity. [Pg.747]

The alkaloid, 9-methoxyellipticine (42b) [201,221], possesses activity against several of the solid mouse neoplasms. It is less active than acronycine... [Pg.50]

Phase I and II clinical trials indicated that acronycine reduced pain of the spine in some patients with multiple myeloma [280,282,283]. Acronycine has been reported to cause leukopoenia and to have CNS-depressant activity [284], Biochemically, acronycine inhibits incorporation of extracellular nucleosides into the RNA and DNA of leukaemia L-5178Y cell culture. There is, however, no evidence of interaction between acronycine and DNA or inhibition of template activity of DNA. This alkaloid does not inhibit nucleic acid synthesis in the cell, but rather inhibits the accumulation of extracellular uridine or thymidine, as nucleotides, in the intracellular precursor pool [285, 286], Acronycine, acting primarily on membranous organelles [287], seems to interfere with the structure, function and/or turnover of cell membrane components, thereby changing the fluidity of the plasma membrane [288]. [Pg.54]

Several hydroxylated and methoxylated acronycine analogues were isolated from Citrus depressa (Rutaceae), a Chinese drug Chen-pi used for treating heartache, abdominal pain, diarrhoea, tussis, vomiting, inappetence, and as an expectorant, and from Glycosmis citrifolia (Willd.) Lindl. (G. cochinchinensis Pierre), a wild shrub used in the treatment of scabies, boils and ulcers [289-291]. None of these compounds was reported to possess antineoplastic activity. [Pg.54]

Michael JP (2000) Quinoline, quinazoline and acridone alkaloids. Nat Prod Rep 17, 603-620. Earlier reviews 1999, 16, 697-709 1998, 15, 595-606. Tillequin F, Michel S and Skaltsounis A-L (1998) Acronycine-type alkaloids chemistry and biology. Alkaloids, Chemical and Biological Perspectives (ed Pelletier SW) Vol 12. Elsevier, Amsterdam,... [Pg.402]

Home, S. Rodrigo, R. A short efficient route to acronycine and other acridones. J. Chem. [Pg.225]


See other pages where Acronycine is mentioned: [Pg.511]    [Pg.359]    [Pg.209]    [Pg.177]    [Pg.195]    [Pg.94]    [Pg.9]    [Pg.23]    [Pg.40]    [Pg.71]    [Pg.107]    [Pg.290]    [Pg.511]    [Pg.497]    [Pg.35]    [Pg.53]    [Pg.53]    [Pg.54]    [Pg.64]    [Pg.379]   
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Acridone alkaloids, experimental antitumor activity of acronycine

Acronycin

Acronycin from Acronychia baueri

Acronycine antitumor activity

Acronycine dimers and trimers

Acronycine epoxide

Acronycine from Acronychia baueri

Acronycine oxidation

Acronycine oxidation reactions

Acronycine reaction with

Acronycine synthesis

Acronycinic acid

Alkaloids acronycine

Antitumor activity of acronycine

Pyranoacridones acronycine

Synthetic acronycine

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