HEAL DSpace

Products from Furans. 1. Synthesis and anticoccidial and antimicrobial activity of 5-amino-5,6-dihydro-6-methoxy-2-methyl-2-(4′-biphenylyl)-2H-pyran-3(4H)- ones and related compounds

DSpace/Manakin Repository

Show simple item record

dc.contributor.author Georgiadis, MP en
dc.date.accessioned 2014-06-06T06:41:20Z
dc.date.available 2014-06-06T06:41:20Z
dc.date.issued 1976 en
dc.identifier.issn 00222623 en
dc.identifier.uri http://62.217.125.90/xmlui/handle/123456789/29
dc.relation.uri http://www.scopus.com/inward/record.url?eid=2-s2.0-0017287431&partnerID=40&md5=507dde86c4c7c8759fc08686cc2323c3 en
dc.subject.other biphenyl derivative en
dc.subject.other nequinate en
dc.subject.other bacterium en
dc.subject.other candida albicans en
dc.subject.other chicken en
dc.subject.other drug analysis en
dc.subject.other drug comparison en
dc.subject.other drug screening en
dc.subject.other drug structure en
dc.subject.other drug synthesis en
dc.subject.other eimeria acervulina en
dc.subject.other eimeria tenella en
dc.subject.other in vitro study en
dc.subject.other methodology en
dc.subject.other microorganism en
dc.subject.other microsporum gypseum en
dc.subject.other oral drug administration en
dc.subject.other theoretical study en
dc.subject.other trichophyton mentagrophytes en
dc.subject.other Anti-Infective Agents en
dc.subject.other Antifungal Agents en
dc.subject.other Biphenyl Compounds en
dc.subject.other Candida albicans en
dc.subject.other Coccidiostats en
dc.subject.other Eimeria en
dc.subject.other Enterococcus faecalis en
dc.subject.other Escherichia coli en
dc.subject.other Furans en
dc.subject.other Klebsiella pneumoniae en
dc.subject.other Microbial Sensitivity Tests en
dc.subject.other Microsporum en
dc.subject.other Proteus vulgaris en
dc.subject.other Pseudomonas aeruginosa en
dc.subject.other Pyrans en
dc.subject.other Pyrones en
dc.subject.other Salmonella en
dc.subject.other Serratia marcescens en
dc.subject.other Staphylococcus aureus en
dc.subject.other Trichophyton en
dc.title Products from Furans. 1. Synthesis and anticoccidial and antimicrobial activity of 5-amino-5,6-dihydro-6-methoxy-2-methyl-2-(4′-biphenylyl)-2H-pyran-3(4H)- ones and related compounds en
heal.type journalArticle en
heal.publicationDate 1976 en
heal.abstract A Michael type addition of an amine to 6-methoxy-2-methyl-2-(4′-biphenylyl)-2H-pyran-3(6H)-one (1) dissolved in ether, benzene, or THF gave 5-amino derivatives of 5,6-dihydro-6-methoxy-2-methyl-2-(4′-biphenylyl)-2H-pyran-3(4H)-one (2). These by subsequent reduction with LiAlH4 were converted to 5-amino derivatives of 6-methoxy-2-methyl-2-(4′-biphenylyl)tetrahydro-2H-pyran-3-ol (3). Both isomers A and B of 1 (in regard to the methoxy group at C6) were used for the synthesis of 2 and 3. The in vitro antimicrobial activity of the amine adducts 2 was of the same order of magnitude as the starting material. Amine adducts in general, however, were by far more active as coccidiostats than the starting material and retained their activities when they were reduced. 5,6-Dihydro-6-methoxy-2-methyl-2-(4′-biphenylyl)-5-(dimethylamino)-2H- pyran-3(4H)-one hydrochloride (A) and 5,6-dihydro-6-methoxy-2-methyl-2-(4′-biphenylyl)-5-(dimethylamino)-2H- pyran-3(4H)-one hydrochloride (B), prepared from isomer A and B of 1, respectively, were the most active as coccidiostats. These compounds when administered orally to chickens 1 day prior to infection at a concentration 0.05% in their diet gave them total protection against Eimeria tenella. en
heal.journalName Journal of Medicinal Chemistry en
dc.identifier.issue 2 en
dc.identifier.volume 19 en
dc.identifier.spage 346 en
dc.identifier.epage 349 en


Files in this item

Files Size Format View

There are no files associated with this item.

This item appears in the following Collection(s)

Show simple item record

Search DSpace


Advanced Search

Browse

My Account

Statistics