title: Activity of bis(7-hydroxycoumarin) Mannich bases against bovine viral diarrhoea virus.
abstract: Some Mannich bases of 7-hydroxycoumarins (3-6) with piperazine or other amines bearing two secondary amine groups were prepared and tested against viruses representative of RNA families. All compounds were symmetrical and possessed two identical coumarin moieties with respect to one diamine. In the series of 7-hydroxy derivatives, 3a was endowed with a significant activity against BVDV. Then, some of these double Mannich bases were alkylated and acylated. Among the propyloxy derivatives, only 3f showed a modest activity against BVDV. Among the acyl derivatives, the p-nitrobenzoyl derivative 3i emerged as the most active compound; in this series, the p-nitrobenzoyl derivative 3j also exhibited good action against BVDV and modest activity against CVB-5. On the whole, the compounds presented here show some differences, with respect to previous studies in terms of SAR from similar Mannich bases of 7-hydroxycoumarin.
authors.affiliation: Pharm. Chem. Dept.-Faculty of Pharmacy, Umm Al-Qura University, P.O. Box 715, 21955, Makkah Al-Mukarramah, Saudi Arabia.
authors.forename: Munjed M
authors.initials: MM
authors.lastname: Ibrahim
authors.affiliation: Department of Pharmacy, University of Genova, V.le Benedetto XV, 3, 16132, Genova, Italy.
authors.forename: Mauro
authors.initials: M
authors.lastname: Mazzei
authors.affiliation: Department of Biomedical Sciences, University of Cagliari, Cittadella Universitaria, 09042, Monserrato, Cagliari, Italy.
authors.forename: Ilenia
authors.initials: I
authors.lastname: Delogu
authors.affiliation: Department of Biomedical Sciences, University of Cagliari, Cittadella Universitaria, 09042, Monserrato, Cagliari, Italy.
authors.forename: Róbert
authors.initials: R
authors.lastname: Szabó
authors.affiliation: Department of Biomedical Sciences, University of Cagliari, Cittadella Universitaria, 09042, Monserrato, Cagliari, Italy.
authors.forename: Giuseppina
authors.initials: G
authors.lastname: Sanna
authors.affiliation: Department of Biomedical Sciences, University of Cagliari, Cittadella Universitaria, 09042, Monserrato, Cagliari, Italy. Electronic address: rloddo@unica.it.
authors.forename: Roberta
authors.initials: R
authors.lastname: Loddo
mesh_terms: D000818:Animals; D000998:Antiviral Agents / Q000494:pharmacology*; D002417:Cattle; D002460:Cell Line; D003967:Diarrhea / Q000662:veterinary* / Q000821:virology; D001908:Diarrhea Viruses, Bovine Viral / Q000187:drug effects*; D008352:Mannich Bases / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014468:Umbelliferones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000998:Antiviral Agents; D008352:Mannich Bases; D014468:Umbelliferones; C031477:7-hydroxycoumarin
keywords: Antiviral agents; BVDV; Coumarin derivatives; Flaviviridae; Mannich bases