Inhibition of human DNA topoisomerase I by new DNA minor groove ligands: derivatives of oligo-1,3-thiazolecarboxamides
A series of novel thiazole-containing oligopeptides (oligo-1,3-thiazolecarboxamides) interesting specifically with the minor groove of DNA was shown to inhibit human DNA topoisomerase I (topo I). Inhibitory effects of thiazole-containing oligopeptides (TCO) increase with the number of thiazole units...
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| Veröffentlicht in: | Antisense & nucleic acid drug development 2001-06, Vol.11 (3), p.137-147 |
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| container_title | Antisense & nucleic acid drug development |
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| creator | Bugreev, D V Vasyutina, E L Ryabinin, V A Sinyakov, A N Buneva, V N Nevinsky, G A |
| description | A series of novel thiazole-containing oligopeptides (oligo-1,3-thiazolecarboxamides) interesting specifically with the minor groove of DNA was shown to inhibit human DNA topoisomerase I (topo I). Inhibitory effects of thiazole-containing oligopeptides (TCO) increase with the number of thiazole units in such compounds. Inhibitory properties of TCO containing 3 or 4 thiazole units were shown to be 3-10 times better than those of the well-known natural antibiotic, distamycin A containing pyrrole rings. The structure of various additional groups attached to the N-terminus and C-terminus of TCO had no significant effect on TCO interaction with the complex of DNA and topo I. TCO were shown to be capable of binding with double-stranded DNA (dsDNA), and the majority of TCO analyzed were more effective in binding with dsDNA than distamycin A. Possible reasons for the different effects of distamycin A and TCO on the reaction of relaxation catalyzed by topo I are discussed. |
| doi_str_mv | 10.1089/108729001300338663 |
| format | Article |
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Possible reasons for the different effects of distamycin A and TCO on the reaction of relaxation catalyzed by topo I are discussed.</description><subject>Base Sequence</subject><subject>Binding Sites</subject><subject>distamycin A</subject><subject>Distamycins - chemistry</subject><subject>Distamycins - pharmacology</subject><subject>DNA - chemistry</subject><subject>DNA - drug effects</subject><subject>Humans</subject><subject>In Vitro Techniques</subject><subject>Ligands</subject><subject>Nucleic Acid Conformation</subject><subject>Oligo-1,3-thiazolecarboxamide</subject><subject>Oligo-1,3-thiazolecarboxamides</subject><subject>Oligodeoxyribonucleotides - chemistry</subject><subject>Oligopeptides - chemical synthesis</subject><subject>Oligopeptides - chemistry</subject><subject>Oligopeptides - pharmacology</subject><subject>Thiazoles - chemical synthesis</subject><subject>Thiazoles - chemistry</subject><subject>Thiazoles - pharmacology</subject><subject>Topoisomerase I Inhibitors</subject><issn>1087-2906</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2001</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFUTtPwzAQ9gCipfAHGJAnJgK2Lw-brSqvShUsMEd24rRGSVzsJFB-PS6txMDAcid9L53uQ-iMkitKuLgOI2OCEAqEAPA0hQM03oJRQNMROvb-LbCMJ3CERpTGcZpwMUbDvF0ZZTpjW2wrvOob2eLbpynu7NoabxvtpNd4jtUGt_rjh2pMax1eOmsHjWuzlG3pb3CpnRlkZwbtt0k2EDailxB1KyO_bK0L6ZT9lI0ptT9Bh5WsvT7d7wl6vb97mT1Gi-eH-Wy6iAoA0kUpTxRTkPEYGKuqgjCREKEp0DSmnMRABVNFobOSA0iSypTEXMVlxUSccVrABF3sctfOvvfad3ljfKHrWrba9j7PiBDhQfCvkGaChStEELKdsHDWe6erfO1MI90mpyTfVpH_rSKYzvfpvWp0-WvZ9wDfvbOEtA</recordid><startdate>20010601</startdate><enddate>20010601</enddate><creator>Bugreev, D V</creator><creator>Vasyutina, E L</creator><creator>Ryabinin, V A</creator><creator>Sinyakov, A N</creator><creator>Buneva, V N</creator><creator>Nevinsky, G A</creator><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7TM</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20010601</creationdate><title>Inhibition of human DNA topoisomerase I by new DNA minor groove ligands: derivatives of oligo-1,3-thiazolecarboxamides</title><author>Bugreev, D V ; 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| identifier | ISSN: 1087-2906 |
| ispartof | Antisense & nucleic acid drug development, 2001-06, Vol.11 (3), p.137-147 |
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| language | eng |
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| source | Mary Ann Liebert Online Subscription; MEDLINE |
| subjects | Base Sequence Binding Sites distamycin A Distamycins - chemistry Distamycins - pharmacology DNA - chemistry DNA - drug effects Humans In Vitro Techniques Ligands Nucleic Acid Conformation Oligo-1,3-thiazolecarboxamide Oligo-1,3-thiazolecarboxamides Oligodeoxyribonucleotides - chemistry Oligopeptides - chemical synthesis Oligopeptides - chemistry Oligopeptides - pharmacology Thiazoles - chemical synthesis Thiazoles - chemistry Thiazoles - pharmacology Topoisomerase I Inhibitors |
| title | Inhibition of human DNA topoisomerase I by new DNA minor groove ligands: derivatives of oligo-1,3-thiazolecarboxamides |
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