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• W2012494076 abstract "In continuation of previous studies on keratin-substantive sunscreens, two series of quaternary ammonium compounds, derived from 2,4-dihydroxy and from 4-hydroxybenzophenone and containing O-alkyl and N-alkyl chains of different length were prepared and submitted to substantivity tests on wool, to microbiological tests on two bacterial and two fungal species, and to tests for allergenicity/irritation on human skin. All compounds were rapidly adsorbed by wool in aqueous solution: as expected, the maximum amounts adsorbed at equilibrium (Smax), indicative of the skin substantivity, were greatest for the C12 N-alkyl derivatives, and showed a progressive decrease with increasing length of the N-alkyl substituent. No substantial substantivity differences were detected in four C12 quaternary derivatives, differing by the presence (or absence) of a 2-OH group in the benzophenone moiety and by the length of the O-alkyl (n= 2 or 3) side chain. When tested for antimicrobial activity, however, only the 4-hydroxybenzophenone C12 quaternary derivatives showed an order of activity comparable with that of two reference compounds. The conditions leading to a maximal antibacterial activity in the present compounds appeared to be the absence of the 2-OH group, and a shorter O-alkyl side chain. None of the new quaternary derivatives showed skin-irritant properties. The results of this investigation, while confirming the peak substantivity of C12 quaternary derivatives, indicate the possibility of dissociating, in a quaternary ammonium sunscreen, the skin substantivity from other unwanted side-effects, and offer some guidelines for the development of safer agents of this type. La substantivité des filtres solaires: préparation et évaluation de quelques dérivés du benzophénone Pour poursuivre les études sur les filtres solaires substantifs de la kératine, 2 séries de composés quaternaires, dérivés de 2,4-dihydroxy et de 4-hydroxybenzophenone et contenant des chaǐnes O-alkyl et N-alkyl de différentes longueurs ont été préparés et soumis à: — des tests de substantivités sur la laine — des tests microbiologiques sur 2 souches de bactéries et 2 souches de champignons — des tests d'allergie et d'irritation sur la peau humaine Tous les produits en solution aqueuse ont été rapidement adsorbés par la laine: comme prévu, les quantités maximales adsorbées au point d'équilibre (Smax), révélateurs de la substantivité sur la peau, étaient supérieurs pour les dérivés en C12 N-alkyl et on a constate une diminution progressive avec la longueur croissante du substituant N-alkyl. Aucune difference importante de substantivite na ete detectee pour 4 derives quaternaires en C12; ces produits se diff6rencient par la presence (ou absence) d'un groupe 2-OH dans la moitie benzophtnone et par la longueur de la chaine O-alkyl (n = 2 ou 3). Cependant, lors des tests concernant I'activite anti-microbienne, seuls les derives quaternaires de 4-hydroxybenzophenone en C12 ont revele une activite comparable a celle des 2 composes de reference. Les conditions permettant une activite antibacterienne maximale dans les composes etudiks semblent are I'absence du groupe 2-OH et une chaine secondaire O-alkyl plus courte. Aucun de ces nouveaux derives quaternaires n'a provoque d'irritations cutantes. Les resultats des cette recherche confirment la substantivite maximum des derives quaternaires en C12 et indiquent qu'il est possible de dissocier, dans un ecran solaire a base d'ammonium quaternaire, la substantivite sur la peau des autres activites secondaires indesirables. 11s donnent quasi quelques indications pour le developpement d'agents plus sars pour ce type de produit." @default.
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• W2012494076 date "1988-06-01" @default.
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• W2012494076 title "Substantivity of sunscreens?preparation and evaluation of some quaternary ammonium benzophenone derivatives" @default.
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• W2012494076 doi "https://doi.org/10.1111/j.1467-2494.1988.tb00007.x" @default.
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