Synthesis of quaternary ammonium bromides of 5-[4-(omega-dialkylaminoalkoxy)phenyl-methylene]-1, 3, 3-trimethyl-2-oxabicyclo [2.2.2]octan-6-ones as potential UV sunscreens.
Synopsis Materials and methods for the synthesis of eight quaternary ammonium bromides of 5-[4-(omega-dialkylaminoalkoxy)phenylmethylene]-1,3,-trimethyl-2-oxabicyclo[2.2.2]octan-6-ones are illustrated. They were routinely prepared starting from cineole aminoethers by reaction with primary alkyl bromides and their physico-chemical data are reported. These substances have been tested for UV filtering and/or microbiological activity. The substances have their UV absorption maxima at 315-322 nm. Tests on antimicrobial activity were performed using benzalkonium chloride as reference standard. All quaternary ammonium bromides were totally inactive against Escherichia coli (Gram -) and partially active on Staphylococcus aureus (Gram +). These preliminary findings seem to indicate that these new quaternary ammonium bromides could be considered as potential UV sunscreens.
Mariani
E
E
Istituto di Scienze Farmaceutiche dell'Università, Viale Benedetto XV, 3-I - 16132 Genova, Italy.
Schenone
P
P
Bargagna
A
A
Longobardi
M
M
Dorato
S
S