| pubmed-article:16438038 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:16438038 | lifeskim:mentions | umls-concept:C0003451 | lld:lifeskim |
| pubmed-article:16438038 | lifeskim:mentions | umls-concept:C0028621 | lld:lifeskim |
| pubmed-article:16438038 | lifeskim:mentions | umls-concept:C0441655 | lld:lifeskim |
| pubmed-article:16438038 | lifeskim:mentions | umls-concept:C0220781 | lld:lifeskim |
| pubmed-article:16438038 | lifeskim:mentions | umls-concept:C1883254 | lld:lifeskim |
| pubmed-article:16438038 | pubmed:issue | 10-12 | lld:pubmed |
| pubmed-article:16438038 | pubmed:dateCreated | 2006-1-27 | lld:pubmed |
| pubmed-article:16438038 | pubmed:abstractText | A series of dichlorinated indole nucleosides has been synthesized and tested for activity against human cytomegalovirus (HCMV) and herpes simplex virus type-1 (HSV-1) and for cytotoxicity. The isopropylidene-protected analogs of the previously reported 3-formyl-2,5,6-trichloro-1-(beta-Dribofuranosyl)indole (FTCRI) and 3-cyano-2,5, 6-trichloro-1-(beta-D-ribofuranosyl)indole (CTCRI) were modified by nucleophilic displacement of the 2-chloro substituent using secondary amines. Deprotection of the intermediates provided 2-substituted analogs of FTCRI and CTCRI in good yield. There was a significant difference in reactivity between the isopropylidene-protected and the fully deprotected FTCRI and CTCRI with respect to nucleophilic displacement of the 2-chloro substituent using dialkylamines. This difference in reactivity was not observed with monoalkylamines or with alkoxides, and the corresponding 2-alkylamino- and 2-methoxy substituted analogs were synthesized from FITCRI and CTCRI directly. None of the synthesized analogs demonstrated potent antiviral activity without some corresponding cytotoxicity. | lld:pubmed |
| pubmed-article:16438038 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:16438038 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:16438038 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:16438038 | pubmed:language | eng | lld:pubmed |
| pubmed-article:16438038 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:16438038 | pubmed:citationSubset | IM | lld:pubmed |
| pubmed-article:16438038 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:16438038 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:16438038 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:16438038 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:16438038 | pubmed:issn | 1525-7770 | lld:pubmed |
| pubmed-article:16438038 | pubmed:author | pubmed-author:WilliamsJohn... | lld:pubmed |
| pubmed-article:16438038 | pubmed:author | pubmed-author:TownsendLeroy... | lld:pubmed |
| pubmed-article:16438038 | pubmed:author | pubmed-author:DrachJohn CJC | lld:pubmed |
| pubmed-article:16438038 | pubmed:issnType | Print | lld:pubmed |
| pubmed-article:16438038 | pubmed:volume | 24 | lld:pubmed |
| pubmed-article:16438038 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:16438038 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:16438038 | pubmed:pagination | 1613-26 | lld:pubmed |
| pubmed-article:16438038 | pubmed:dateRevised | 2007-11-14 | lld:pubmed |
| pubmed-article:16438038 | pubmed:meshHeading | pubmed-meshheading:16438038... | lld:pubmed |
| pubmed-article:16438038 | pubmed:meshHeading | pubmed-meshheading:16438038... | lld:pubmed |
| pubmed-article:16438038 | pubmed:meshHeading | pubmed-meshheading:16438038... | lld:pubmed |
| pubmed-article:16438038 | pubmed:meshHeading | pubmed-meshheading:16438038... | lld:pubmed |
| pubmed-article:16438038 | pubmed:meshHeading | pubmed-meshheading:16438038... | lld:pubmed |
| pubmed-article:16438038 | pubmed:meshHeading | pubmed-meshheading:16438038... | lld:pubmed |
| pubmed-article:16438038 | pubmed:meshHeading | pubmed-meshheading:16438038... | lld:pubmed |
| pubmed-article:16438038 | pubmed:meshHeading | pubmed-meshheading:16438038... | lld:pubmed |
| pubmed-article:16438038 | pubmed:year | 2005 | lld:pubmed |
| pubmed-article:16438038 | pubmed:articleTitle | Synthesis and antiviral activity of some 2-substituted 3-formyl- and 3-cyano-5,6-dichloroindole nucleosides. | lld:pubmed |
| pubmed-article:16438038 | pubmed:affiliation | Department of Medicinal Chemistry, College of Pharmacy, University of Michigan, Ann Arbor, Michigan 48109-1065, USA. | lld:pubmed |
| pubmed-article:16438038 | pubmed:publicationType | Journal Article | lld:pubmed |
| pubmed-article:16438038 | pubmed:publicationType | Research Support, N.I.H., Extramural | lld:pubmed |
