Molecular electrostatic potential energies and methylation of DNA bases: a molecular orbital-generated quantitative structure-activity relationship
1. The results of molecular orbital (MO) calculations, by the MINDO/3 method, on DNA bases, are reported; which point to a radical mechanism of alkylation. 2. Molecular electrostatic potential energy maps indicate propensity for alkylation by N-methyl-N-nitrosourea at key atoms on DNA bases. 3. A co...
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| Veröffentlicht in: | Xenobiotica 1987, Vol.17 (6), p.769-776 |
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| container_end_page | 776 |
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| container_issue | 6 |
| container_start_page | 769 |
| container_title | Xenobiotica |
| container_volume | 17 |
| creator | Lewis, David F. V. Griffiths, Victor S. |
| description | 1. The results of molecular orbital (MO) calculations, by the MINDO/3 method, on DNA bases, are reported; which point to a radical mechanism of alkylation.
2. Molecular electrostatic potential energy maps indicate propensity for alkylation by N-methyl-N-nitrosourea at key atoms on DNA bases.
3. A correlation between the MO-derived parameters net atomic charges on heteroatoms and superdelocalizability with percentage alkylation by N-methyl-N-nitrosourea is shown. |
| doi_str_mv | 10.3109/00498258709043984 |
| format | Article |
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2. Molecular electrostatic potential energy maps indicate propensity for alkylation by N-methyl-N-nitrosourea at key atoms on DNA bases.
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2. Molecular electrostatic potential energy maps indicate propensity for alkylation by N-methyl-N-nitrosourea at key atoms on DNA bases.
3. A correlation between the MO-derived parameters net atomic charges on heteroatoms and superdelocalizability with percentage alkylation by N-methyl-N-nitrosourea is shown.</description><subject>Alkylating Agents - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Carcinogenesis, carcinogens and anticarcinogens</subject><subject>Chemical agents</subject><subject>Chemical Phenomena</subject><subject>Chemistry, Physical</subject><subject>DNA - drug effects</subject><subject>DNA - metabolism</subject><subject>Medical sciences</subject><subject>Methylation</subject><subject>Methylnitrosourea - pharmacology</subject><subject>Nucleic Acid Conformation</subject><subject>Structure-Activity Relationship</subject><subject>Tumors</subject><issn>0049-8254</issn><issn>1366-5928</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1987</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kcFu1DAURS0EKtPCB7BA8oJt4CV2MjGwqQoFpAIbWEcv9nPHlRMPtgOa7-CH8WiGkRBS5YUt33uu_K4Ze1bDS1GDegUgVd-0_RoUSKF6-YCtatF1Vaua_iFb7fWqGORjdp7SHQB0ddOcsTPRCWjqesV-fw6e9OIxciqHHEPKmJ3m25Bpzg49p5niraPEcTZ8orzZ-eIIMw-Wv_tyyUdMlF5z5NMpKsTRZfTV7Z7FTIb_WLCk7aN_Ek85LjovkSrU5cLlHY90CE0bt33CHln0iZ4e9wv2_fr9t6uP1c3XD5-uLm8qLQXkyjRjQ50qS4y9HHutANajJq06NKNqOqWMtDhqMGtp604IacAgWNt2rTYgLlh9yNVl6hTJDtvoJoy7oYZh3-_wX7-FeX5gtss4kTkRx0KL_uKoY9LobcRZu3SyrWX5gbYptrcHm5ttiBP-CtGbIePOh_iXEfe94s0_-IbQ543GSMNdWOJcWrtnhj-6dKyy</recordid><startdate>1987</startdate><enddate>1987</enddate><creator>Lewis, David F. V.</creator><creator>Griffiths, Victor S.</creator><general>Informa UK Ltd</general><general>Taylor & Francis</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>1987</creationdate><title>Molecular electrostatic potential energies and methylation of DNA bases: a molecular orbital-generated quantitative structure-activity relationship</title><author>Lewis, David F. V. ; Griffiths, Victor S.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c430t-d2b2e696963b84b8c9007bcec96adb92699d4fabc0d74f16334d0da0ff565cd03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1987</creationdate><topic>Alkylating Agents - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Carcinogenesis, carcinogens and anticarcinogens</topic><topic>Chemical agents</topic><topic>Chemical Phenomena</topic><topic>Chemistry, Physical</topic><topic>DNA - drug effects</topic><topic>DNA - metabolism</topic><topic>Medical sciences</topic><topic>Methylation</topic><topic>Methylnitrosourea - pharmacology</topic><topic>Nucleic Acid Conformation</topic><topic>Structure-Activity Relationship</topic><topic>Tumors</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lewis, David F. V.</creatorcontrib><creatorcontrib>Griffiths, Victor S.</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><jtitle>Xenobiotica</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Lewis, David F. V.</au><au>Griffiths, Victor S.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Molecular electrostatic potential energies and methylation of DNA bases: a molecular orbital-generated quantitative structure-activity relationship</atitle><jtitle>Xenobiotica</jtitle><addtitle>Xenobiotica</addtitle><date>1987</date><risdate>1987</risdate><volume>17</volume><issue>6</issue><spage>769</spage><epage>776</epage><pages>769-776</pages><issn>0049-8254</issn><eissn>1366-5928</eissn><coden>XENOBH</coden><abstract>1. The results of molecular orbital (MO) calculations, by the MINDO/3 method, on DNA bases, are reported; which point to a radical mechanism of alkylation.
2. Molecular electrostatic potential energy maps indicate propensity for alkylation by N-methyl-N-nitrosourea at key atoms on DNA bases.
3. A correlation between the MO-derived parameters net atomic charges on heteroatoms and superdelocalizability with percentage alkylation by N-methyl-N-nitrosourea is shown.</abstract><cop>London</cop><pub>Informa UK Ltd</pub><pmid>3630211</pmid><doi>10.3109/00498258709043984</doi><tpages>8</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0049-8254 |
| ispartof | Xenobiotica, 1987, Vol.17 (6), p.769-776 |
| issn | 0049-8254 1366-5928 |
| language | eng |
| recordid | cdi_informahealthcare_journals_10_3109_00498258709043984 |
| source | MEDLINE; Taylor & Francis Medical Library - CRKN; Taylor & Francis Journals Complete |
| subjects | Alkylating Agents - pharmacology Biological and medical sciences Carcinogenesis, carcinogens and anticarcinogens Chemical agents Chemical Phenomena Chemistry, Physical DNA - drug effects DNA - metabolism Medical sciences Methylation Methylnitrosourea - pharmacology Nucleic Acid Conformation Structure-Activity Relationship Tumors |
| title | Molecular electrostatic potential energies and methylation of DNA bases: a molecular orbital-generated quantitative structure-activity relationship |
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