Synthesis, biological and biochemical properties of new anthracyclines modified in the aminosugar moiety
Summary New 4′-C-methyl analogues of daunorubicin, synthesized by the coupling reaction of daunomycinone with 1-chloroderivatives of protected 4-C-methyldaunosamine analogues, were chemically transformed to the corresponding doxorubicin analogues. Their cytotoxic effect against HeLa cells, ability t...
Ausführliche Beschreibung
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| Autor*in: |
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| Format: |
E-Artikel |
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| Sprache: |
Englisch |
| Erschienen: |
1983 |
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| Umfang: |
6 |
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| Reproduktion: |
Springer Online Journal Archives 1860-2002 |
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| Übergeordnetes Werk: |
in: Cancer chemotherapy and pharmacology - 1978, 10(1983) vom: Feb., Seite 84-89 |
| Übergeordnetes Werk: |
volume:10 ; year:1983 ; month:02 ; pages:84-89 ; extent:6 |
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NLEJ202989208 |
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| 520 | |a Summary New 4′-C-methyl analogues of daunorubicin, synthesized by the coupling reaction of daunomycinone with 1-chloroderivatives of protected 4-C-methyldaunosamine analogues, were chemically transformed to the corresponding doxorubicin analogues. Their cytotoxic effect against HeLa cells, ability to bind to DNA, and in vivo toxicity and antitumor activity were compared with those of daunorubicin, doxorubicin, and their 4′-O-methyl analogues. The cytotoxic effect of the new anthracyclines could be correlated with their ability to bind to DNA and with their toxicity in experimental animals; however, the antitumor effectiveness did not seem to be related to these parameters. In general all the compounds retained a remarkable antitumor activity at their optimal doses. The most active compound against P388 leukemia was 4′-O-methyldoxorubicin, which was also more active than doxorubicin against L1210 leukemia. | ||
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| 700 | 1 | |a Marco, A. |4 oth | |
| 700 | 1 | |a Penco, S. |4 oth | |
| 700 | 1 | |a Pratesi, G. |4 oth | |
| 700 | 1 | |a Supino, R. |4 oth | |
| 700 | 1 | |a Zaccara, A. |4 oth | |
| 700 | 1 | |a Zunino, F. |4 oth | |
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(DE-627)NLEJ202989208 DE-627 ger DE-627 rakwb eng Synthesis, biological and biochemical properties of new anthracyclines modified in the aminosugar moiety 1983 6 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Summary New 4′-C-methyl analogues of daunorubicin, synthesized by the coupling reaction of daunomycinone with 1-chloroderivatives of protected 4-C-methyldaunosamine analogues, were chemically transformed to the corresponding doxorubicin analogues. Their cytotoxic effect against HeLa cells, ability to bind to DNA, and in vivo toxicity and antitumor activity were compared with those of daunorubicin, doxorubicin, and their 4′-O-methyl analogues. The cytotoxic effect of the new anthracyclines could be correlated with their ability to bind to DNA and with their toxicity in experimental animals; however, the antitumor effectiveness did not seem to be related to these parameters. In general all the compounds retained a remarkable antitumor activity at their optimal doses. The most active compound against P388 leukemia was 4′-O-methyldoxorubicin, which was also more active than doxorubicin against L1210 leukemia. Springer Online Journal Archives 1860-2002 Bargiotti, A. oth Casazza, A. M. oth Cassinelli, G. oth Marco, A. oth Penco, S. oth Pratesi, G. oth Supino, R. oth Zaccara, A. oth Zunino, F. oth Arcamone, F. oth in Cancer chemotherapy and pharmacology 1978 10(1983) vom: Feb., Seite 84-89 (DE-627)NLEJ188987932 (DE-600)1458488-8 1432-0843 nnns volume:10 year:1983 month:02 pages:84-89 extent:6 http://dx.doi.org/10.1007/BF00446215 GBV_USEFLAG_U ZDB-1-SOJ GBV_NL_ARTICLE AR 10 1983 2 84-89 6 |
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(DE-627)NLEJ202989208 DE-627 ger DE-627 rakwb eng Synthesis, biological and biochemical properties of new anthracyclines modified in the aminosugar moiety 1983 6 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Summary New 4′-C-methyl analogues of daunorubicin, synthesized by the coupling reaction of daunomycinone with 1-chloroderivatives of protected 4-C-methyldaunosamine analogues, were chemically transformed to the corresponding doxorubicin analogues. Their cytotoxic effect against HeLa cells, ability to bind to DNA, and in vivo toxicity and antitumor activity were compared with those of daunorubicin, doxorubicin, and their 4′-O-methyl analogues. The cytotoxic effect of the new anthracyclines could be correlated with their ability to bind to DNA and with their toxicity in experimental animals; however, the antitumor effectiveness did not seem to be related to these parameters. In general all the compounds retained a remarkable antitumor activity at their optimal doses. The most active compound against P388 leukemia was 4′-O-methyldoxorubicin, which was also more active than doxorubicin against L1210 leukemia. Springer Online Journal Archives 1860-2002 Bargiotti, A. oth Casazza, A. M. oth Cassinelli, G. oth Marco, A. oth Penco, S. oth Pratesi, G. oth Supino, R. oth Zaccara, A. oth Zunino, F. oth Arcamone, F. oth in Cancer chemotherapy and pharmacology 1978 10(1983) vom: Feb., Seite 84-89 (DE-627)NLEJ188987932 (DE-600)1458488-8 1432-0843 nnns volume:10 year:1983 month:02 pages:84-89 extent:6 http://dx.doi.org/10.1007/BF00446215 GBV_USEFLAG_U ZDB-1-SOJ GBV_NL_ARTICLE AR 10 1983 2 84-89 6 |
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(DE-627)NLEJ202989208 DE-627 ger DE-627 rakwb eng Synthesis, biological and biochemical properties of new anthracyclines modified in the aminosugar moiety 1983 6 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Summary New 4′-C-methyl analogues of daunorubicin, synthesized by the coupling reaction of daunomycinone with 1-chloroderivatives of protected 4-C-methyldaunosamine analogues, were chemically transformed to the corresponding doxorubicin analogues. Their cytotoxic effect against HeLa cells, ability to bind to DNA, and in vivo toxicity and antitumor activity were compared with those of daunorubicin, doxorubicin, and their 4′-O-methyl analogues. The cytotoxic effect of the new anthracyclines could be correlated with their ability to bind to DNA and with their toxicity in experimental animals; however, the antitumor effectiveness did not seem to be related to these parameters. In general all the compounds retained a remarkable antitumor activity at their optimal doses. The most active compound against P388 leukemia was 4′-O-methyldoxorubicin, which was also more active than doxorubicin against L1210 leukemia. Springer Online Journal Archives 1860-2002 Bargiotti, A. oth Casazza, A. M. oth Cassinelli, G. oth Marco, A. oth Penco, S. oth Pratesi, G. oth Supino, R. oth Zaccara, A. oth Zunino, F. oth Arcamone, F. oth in Cancer chemotherapy and pharmacology 1978 10(1983) vom: Feb., Seite 84-89 (DE-627)NLEJ188987932 (DE-600)1458488-8 1432-0843 nnns volume:10 year:1983 month:02 pages:84-89 extent:6 http://dx.doi.org/10.1007/BF00446215 GBV_USEFLAG_U ZDB-1-SOJ GBV_NL_ARTICLE AR 10 1983 2 84-89 6 |
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(DE-627)NLEJ202989208 DE-627 ger DE-627 rakwb eng Synthesis, biological and biochemical properties of new anthracyclines modified in the aminosugar moiety 1983 6 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Summary New 4′-C-methyl analogues of daunorubicin, synthesized by the coupling reaction of daunomycinone with 1-chloroderivatives of protected 4-C-methyldaunosamine analogues, were chemically transformed to the corresponding doxorubicin analogues. Their cytotoxic effect against HeLa cells, ability to bind to DNA, and in vivo toxicity and antitumor activity were compared with those of daunorubicin, doxorubicin, and their 4′-O-methyl analogues. The cytotoxic effect of the new anthracyclines could be correlated with their ability to bind to DNA and with their toxicity in experimental animals; however, the antitumor effectiveness did not seem to be related to these parameters. In general all the compounds retained a remarkable antitumor activity at their optimal doses. The most active compound against P388 leukemia was 4′-O-methyldoxorubicin, which was also more active than doxorubicin against L1210 leukemia. Springer Online Journal Archives 1860-2002 Bargiotti, A. oth Casazza, A. M. oth Cassinelli, G. oth Marco, A. oth Penco, S. oth Pratesi, G. oth Supino, R. oth Zaccara, A. oth Zunino, F. oth Arcamone, F. oth in Cancer chemotherapy and pharmacology 1978 10(1983) vom: Feb., Seite 84-89 (DE-627)NLEJ188987932 (DE-600)1458488-8 1432-0843 nnns volume:10 year:1983 month:02 pages:84-89 extent:6 http://dx.doi.org/10.1007/BF00446215 GBV_USEFLAG_U ZDB-1-SOJ GBV_NL_ARTICLE AR 10 1983 2 84-89 6 |
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(DE-627)NLEJ202989208 DE-627 ger DE-627 rakwb eng Synthesis, biological and biochemical properties of new anthracyclines modified in the aminosugar moiety 1983 6 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Summary New 4′-C-methyl analogues of daunorubicin, synthesized by the coupling reaction of daunomycinone with 1-chloroderivatives of protected 4-C-methyldaunosamine analogues, were chemically transformed to the corresponding doxorubicin analogues. Their cytotoxic effect against HeLa cells, ability to bind to DNA, and in vivo toxicity and antitumor activity were compared with those of daunorubicin, doxorubicin, and their 4′-O-methyl analogues. The cytotoxic effect of the new anthracyclines could be correlated with their ability to bind to DNA and with their toxicity in experimental animals; however, the antitumor effectiveness did not seem to be related to these parameters. In general all the compounds retained a remarkable antitumor activity at their optimal doses. The most active compound against P388 leukemia was 4′-O-methyldoxorubicin, which was also more active than doxorubicin against L1210 leukemia. Springer Online Journal Archives 1860-2002 Bargiotti, A. oth Casazza, A. M. oth Cassinelli, G. oth Marco, A. oth Penco, S. oth Pratesi, G. oth Supino, R. oth Zaccara, A. oth Zunino, F. oth Arcamone, F. oth in Cancer chemotherapy and pharmacology 1978 10(1983) vom: Feb., Seite 84-89 (DE-627)NLEJ188987932 (DE-600)1458488-8 1432-0843 nnns volume:10 year:1983 month:02 pages:84-89 extent:6 http://dx.doi.org/10.1007/BF00446215 GBV_USEFLAG_U ZDB-1-SOJ GBV_NL_ARTICLE AR 10 1983 2 84-89 6 |
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in Cancer chemotherapy and pharmacology 10(1983) vom: Feb., Seite 84-89 volume:10 year:1983 month:02 pages:84-89 extent:6 |
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Synthesis, biological and biochemical properties of new anthracyclines modified in the aminosugar moiety |
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Summary New 4′-C-methyl analogues of daunorubicin, synthesized by the coupling reaction of daunomycinone with 1-chloroderivatives of protected 4-C-methyldaunosamine analogues, were chemically transformed to the corresponding doxorubicin analogues. Their cytotoxic effect against HeLa cells, ability to bind to DNA, and in vivo toxicity and antitumor activity were compared with those of daunorubicin, doxorubicin, and their 4′-O-methyl analogues. The cytotoxic effect of the new anthracyclines could be correlated with their ability to bind to DNA and with their toxicity in experimental animals; however, the antitumor effectiveness did not seem to be related to these parameters. In general all the compounds retained a remarkable antitumor activity at their optimal doses. The most active compound against P388 leukemia was 4′-O-methyldoxorubicin, which was also more active than doxorubicin against L1210 leukemia. |
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Summary New 4′-C-methyl analogues of daunorubicin, synthesized by the coupling reaction of daunomycinone with 1-chloroderivatives of protected 4-C-methyldaunosamine analogues, were chemically transformed to the corresponding doxorubicin analogues. Their cytotoxic effect against HeLa cells, ability to bind to DNA, and in vivo toxicity and antitumor activity were compared with those of daunorubicin, doxorubicin, and their 4′-O-methyl analogues. The cytotoxic effect of the new anthracyclines could be correlated with their ability to bind to DNA and with their toxicity in experimental animals; however, the antitumor effectiveness did not seem to be related to these parameters. In general all the compounds retained a remarkable antitumor activity at their optimal doses. The most active compound against P388 leukemia was 4′-O-methyldoxorubicin, which was also more active than doxorubicin against L1210 leukemia. |
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Summary New 4′-C-methyl analogues of daunorubicin, synthesized by the coupling reaction of daunomycinone with 1-chloroderivatives of protected 4-C-methyldaunosamine analogues, were chemically transformed to the corresponding doxorubicin analogues. Their cytotoxic effect against HeLa cells, ability to bind to DNA, and in vivo toxicity and antitumor activity were compared with those of daunorubicin, doxorubicin, and their 4′-O-methyl analogues. The cytotoxic effect of the new anthracyclines could be correlated with their ability to bind to DNA and with their toxicity in experimental animals; however, the antitumor effectiveness did not seem to be related to these parameters. In general all the compounds retained a remarkable antitumor activity at their optimal doses. The most active compound against P388 leukemia was 4′-O-methyldoxorubicin, which was also more active than doxorubicin against L1210 leukemia. |
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<?xml version="1.0" encoding="UTF-8"?><collection xmlns="http://www.loc.gov/MARC21/slim"><record><leader>01000caa a22002652 4500</leader><controlfield tag="001">NLEJ202989208</controlfield><controlfield tag="003">DE-627</controlfield><controlfield tag="005">20230506011316.0</controlfield><controlfield tag="007">cr uuu---uuuuu</controlfield><controlfield tag="008">070528s1983 xx |||||o 00| ||eng c</controlfield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-627)NLEJ202989208</subfield></datafield><datafield tag="040" ind1=" " ind2=" "><subfield code="a">DE-627</subfield><subfield code="b">ger</subfield><subfield code="c">DE-627</subfield><subfield code="e">rakwb</subfield></datafield><datafield tag="041" ind1=" " ind2=" "><subfield code="a">eng</subfield></datafield><datafield tag="245" ind1="1" ind2="0"><subfield code="a">Synthesis, biological and biochemical properties of new anthracyclines modified in the aminosugar moiety</subfield></datafield><datafield tag="264" ind1=" " ind2="1"><subfield code="c">1983</subfield></datafield><datafield tag="300" ind1=" " ind2=" "><subfield code="a">6</subfield></datafield><datafield tag="336" ind1=" " ind2=" "><subfield code="a">nicht spezifiziert</subfield><subfield code="b">zzz</subfield><subfield code="2">rdacontent</subfield></datafield><datafield tag="337" ind1=" " ind2=" "><subfield code="a">nicht spezifiziert</subfield><subfield code="b">z</subfield><subfield code="2">rdamedia</subfield></datafield><datafield tag="338" ind1=" " ind2=" "><subfield code="a">nicht spezifiziert</subfield><subfield code="b">zu</subfield><subfield code="2">rdacarrier</subfield></datafield><datafield tag="520" ind1=" " ind2=" "><subfield code="a">Summary New 4′-C-methyl analogues of daunorubicin, synthesized by the coupling reaction of daunomycinone with 1-chloroderivatives of protected 4-C-methyldaunosamine analogues, were chemically transformed to the corresponding doxorubicin analogues. Their cytotoxic effect against HeLa cells, ability to bind to DNA, and in vivo toxicity and antitumor activity were compared with those of daunorubicin, doxorubicin, and their 4′-O-methyl analogues. The cytotoxic effect of the new anthracyclines could be correlated with their ability to bind to DNA and with their toxicity in experimental animals; however, the antitumor effectiveness did not seem to be related to these parameters. In general all the compounds retained a remarkable antitumor activity at their optimal doses. The most active compound against P388 leukemia was 4′-O-methyldoxorubicin, which was also more active than doxorubicin against L1210 leukemia.</subfield></datafield><datafield tag="533" ind1=" " ind2=" "><subfield code="f">Springer Online Journal Archives 1860-2002</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Bargiotti, A.</subfield><subfield code="4">oth</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Casazza, A. M.</subfield><subfield code="4">oth</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Cassinelli, G.</subfield><subfield code="4">oth</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Marco, A.</subfield><subfield code="4">oth</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Penco, S.</subfield><subfield code="4">oth</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Pratesi, G.</subfield><subfield code="4">oth</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Supino, R.</subfield><subfield code="4">oth</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Zaccara, A.</subfield><subfield code="4">oth</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Zunino, F.</subfield><subfield code="4">oth</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Arcamone, F.</subfield><subfield code="4">oth</subfield></datafield><datafield tag="773" ind1="0" ind2="8"><subfield code="i">in</subfield><subfield code="t">Cancer chemotherapy and pharmacology</subfield><subfield code="d">1978</subfield><subfield code="g">10(1983) vom: Feb., Seite 84-89</subfield><subfield code="w">(DE-627)NLEJ188987932</subfield><subfield code="w">(DE-600)1458488-8</subfield><subfield code="x">1432-0843</subfield><subfield code="7">nnns</subfield></datafield><datafield tag="773" ind1="1" ind2="8"><subfield code="g">volume:10</subfield><subfield code="g">year:1983</subfield><subfield code="g">month:02</subfield><subfield code="g">pages:84-89</subfield><subfield code="g">extent:6</subfield></datafield><datafield tag="856" ind1="4" ind2="0"><subfield code="u">http://dx.doi.org/10.1007/BF00446215</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_USEFLAG_U</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">ZDB-1-SOJ</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_NL_ARTICLE</subfield></datafield><datafield tag="951" ind1=" " ind2=" "><subfield code="a">AR</subfield></datafield><datafield tag="952" ind1=" " ind2=" "><subfield code="d">10</subfield><subfield code="j">1983</subfield><subfield code="c">2</subfield><subfield code="h">84-89</subfield><subfield code="g">6</subfield></datafield></record></collection>
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7.399585 |