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Daunomycin

Antineoplastic Drugs. Cyclophosphamide (193) produces antineoplastic effects (see Chemotherapeutics, anticancer) via biochemical conversion to a highly reactive phosphoramide mustard (194) it is chiral owing to the tetrahedral phosphoms atom. The therapeutic index of the (3)-(-)-cyclophosphamide [50-18-0] (193) is twice that of the (+)-enantiomer due to increased antitumor activity the enantiomers are equally toxic (139). The effectiveness of the DNA intercalator dmgs adriamycin [57-22-7] (195) and daunomycin [20830-81-3] (196) is affected by changes in stereochemistry within the aglycon portions of these compounds. Inversion of the carbohydrate C-1 stereocenter provides compounds without activity. The carbohydrate C-4 epimer of adriamycin, epimbicin [56420-45-2] is as potent as its parent molecule, but is significandy less toxic (139). [Pg.261]

Many strains of Streptomyces peucetius produce daunomydn. These strains often cany a permanently repressed (silent) gene that codes for the enzyme duanomycin 14-hydroxylase. If this is reactivated by mutation, the daunomycin is further metabolised to produce a new antibiotics, 14-hydroxydaunomydn (adnamydn). [Pg.182]

Thomas G. J. Synthesis of AnthracycUnes Related to Daunomycin in Recent Prog. Chem. Synth. Antihiot. 1990 467, Eds. Lukacs G. and Ohno M., Pb. Springer Berlin... [Pg.324]

Homochiral (5)- and (f )-l-(2-furyl)ethanols were prepared from 21 by lipase-catalyzed transesterification with vinyl acetate. The pure enantiomers are preciusors for the syntheas of L-and D-daunomycin <96TA907>. [Pg.123]

Hyaluronic acid is a linear polysaccharide found in the highest concentrations in soft connective tissues where it fills an important structural role in the organization of the extracellular matrix (23,24). It has been used in ophthalmic preparations to enhance ocular absorption of timolol, a beta blocker used for the treatment of glaucoma (25), and in a viscoelastic tear formulation for conjunctivitis (26). The covalent binding of adriamycin and daunomycin to sodium hy-aluronate to produce water-soluble conjugates was recently reported (27). [Pg.233]

Daunorubicin (daunomycin, Dauno, Creubidine)c Liposomal daunorubicin (DaunoXome)... [Pg.1408]

MVE copolymer has been covalently linked with 5-fluorouridine (4, 5), daunomycin (6), adriamycin (6-8), p-D-arabinofuranosylcytosine (9) and... [Pg.86]

Many drugs have been conjugated to antibodies or their fragments, including daunomycin [113], cyclosporine [114], platinum [115], chlorambucil [116], and vindesine [117], When choosing a drug for this type of... [Pg.520]

Fig. 12. Representation of the DNA-drug intercalation model showing locations of excluded sites which are not available for further intercalation, for (a) two separate mono-intercalators such as daunomycin 28 (b) one tris-intercalator such as compound 29... Fig. 12. Representation of the DNA-drug intercalation model showing locations of excluded sites which are not available for further intercalation, for (a) two separate mono-intercalators such as daunomycin 28 (b) one tris-intercalator such as compound 29...
Chloride channels themselves may directly export drugs, particularly since certain chloride channels appear to act in the same manner as P-glycoprotein (multiple drug resistance protein) [227], which is involved in the export of vincristine [228,229], daunomycin [228,229], gramicidin D [230], and cyclosporin... [Pg.371]

L Slater, P Sweet, M Stupecky, S Gupta. (1986). Cyclosporin A reverses vincristine and daunomycin resistance in acute lymphatic leukemia in vitro. J Clin Invest 77 1405-1408. [Pg.387]

Esser, P, Tervooren, D, Heimann, K, Kociok, N, Bartz-Schmidt, KU, Walter, P, and Weller, M, 1998. Intravitreal daunomycin induces multidrug resistance in proliferative vitreoretinopathy. Invest Ophthalmol Vis Sci 39, 164-170. [Pg.342]

Figure 30. Schematic diagrams of overlap of ring systems in (a) the alkylated nucleoside described here, (b) daunomycin intercalated in a hexanucleotide (143), (c) proflavine intercalated in a dinucleoside phosphate (70), Td) a model of a diol epoxide of DMBA semi-intercalated in a manner analogous to that in (a) so that N2 of guanine may be alkylated, (e) a model of a diol epoxide of DMBA semi-intercalated in a manner analogous to that in (c) so that 06 of guanine may be alkylated. Figure 30. Schematic diagrams of overlap of ring systems in (a) the alkylated nucleoside described here, (b) daunomycin intercalated in a hexanucleotide (143), (c) proflavine intercalated in a dinucleoside phosphate (70), Td) a model of a diol epoxide of DMBA semi-intercalated in a manner analogous to that in (a) so that N2 of guanine may be alkylated, (e) a model of a diol epoxide of DMBA semi-intercalated in a manner analogous to that in (c) so that 06 of guanine may be alkylated.
Bernstein, A., Hurwitz, E., Maron, R., Arnon, R., Sela, M., and Wilchek, M. (1978) Higher antitumor efficacy of daunomycin when linked to dextran In vivo and in vitro studies. /. Natl. Cancer Inst. 60, 379-384. [Pg.1047]

Hurwitz, E., Wilchek, M., and Phita, J. (1980) Soluble macromolecules as carriers for daunomycin. J. Appl. Biochem. 2, 25. [Pg.1076]


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Anti-cancer drugs daunomycin

DNA daunomycin

Daunomycin - Daunorubicin

Daunomycin 14-hydroxy

Daunomycin and

Daunomycin base proton complexation

Daunomycin binding properties

Daunomycin cellular effects

Daunomycin crystal structure

Daunomycin derivatives

Daunomycin excretion

Daunomycin geometry

Daunomycin immunoliposomes

Daunomycin intercalation site, overlap

Daunomycin intercalation with DNA, figure

Daunomycin metabolism

Daunomycin molecules, intercalated

Daunomycin poly

Daunomycin shifts

Daunomycin spectra

Daunomycin synthesis

Daunomycin targeting, conjugates

Daunomycin temperature dependence

Daunomycin toxicity

Daunomycin, 11-deoxysynthesis carbonyl group protection

Daunomycin, 4-dimethoxysynthesis via arynes

Daunomycins

Daunomycins

Daunorubicin (daunomycin, rubidomycin

Of daunomycin

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