Identification and allergenic activity of hydroxyaldehydes - a new type of oxidation product from an ethoxylated non-ionic surfactant

被引:12
作者
Bodin, A [1 ]
Shao, LP [1 ]
Nilsson, JLG [1 ]
Karlberg, AT [1 ]
机构
[1] Natl Inst Working Life, SE-11279 Stockholm, Sweden
关键词
ethoxylated surfactant; contact dermatitis; autoxidation; chemical analyses; guinea pigs; sensitization experiments;
D O I
10.1034/j.1600-0536.2001.044004207.x
中图分类号
R392 [医学免疫学];
学科分类号
100102 ;
摘要
Ethoxylated alcohols, which are widely used as surfactants, are susceptible to oxidation on air exposure. A complex mixture of oxidation products is formed, among which alkylated aldehydes, alkylated formates, formaldehyde and peroxides have previously been identified by our group. In the present study, we have identified a new class of oxidation product from the nonionic ethoxylated surfactant C12E5. These oxidation products are highly water-soluble hydroxyaldehydes with the general formula HO(CH2CH2O)(n)CH2CHO, n=1-4. To facilitate the identification of the hydroxyaldehydes in oxidized C12E5, reference compounds were synthesized. The sensitizing potential of 1 of the identified hydroxyaldehydes, HO(CH2CH2O)(3)CH2CHO, was studied in guinea pigs and was found to be weak. A significant cross-reactivity between this aldehyde and the next shorter homologue, HO(CH2CH2O)(2)CH2CHO, was observed. Irritant components, present in the oxidation mixture, facilitate the skin penetration of allergens, which further accentuates the importance of controlling the conditions of storage and handling of ethoxylated surfactants, to reduce the formation of allergenic and irritant oxidation products.
引用
收藏
页码:207 / 212
页数:6
相关论文
共 16 条
[1]   Formation of formaldehyde and peroxides by air oxidation of high purity polyoxyethylene surfactants [J].
Bergh, M ;
Magnusson, K ;
Nilsson, JLG ;
Karlberg, AT .
CONTACT DERMATITIS, 1998, 39 (01) :14-20
[2]   Atmospheric oxidation of poly(oxyethylene) alcohols.: Identification of ethoxylated formates as oxidation products and study of their contact allergenic activity [J].
Bergh, M ;
Shao, LP ;
Magnusson, K ;
Gäfvert, E ;
Nilsson, JLG ;
Karlberg, AT .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1999, 88 (04) :483-488
[3]  
BERGH M, 1998, J PHARM SCI, V87, P3
[4]  
BERGH M, 1999, ACTA DERM-VENER S, V79, P1
[5]   Skin irritation from air-oxidized ethoxylated surfactants [J].
Bodin, A ;
Fischer, T ;
Bergh, M ;
Nilsson, JLG ;
Karlberg, AT .
CONTACT DERMATITIS, 2000, 43 (02) :82-89
[6]   EXPERIENCES WITH FREUND COMPLETE ADJUVANT TEST (FCAT) WHEN SCREENING FOR CONTACT ALLERGENS IN COLOPHONY [J].
BOMAN, A ;
KARLBERG, AT ;
WAHLBERG, JE .
CONTACT DERMATITIS, 1988, 18 (01) :25-29
[7]  
DECKER C, 1973, MAKROMOL CHEM, V166, P155
[8]   SURFACTANTS AND EXPERIMENTAL IRRITANT CONTACT-DERMATITIS [J].
EFFENDY, I ;
MAIBACH, HI .
CONTACT DERMATITIS, 1995, 33 (04) :217-225
[9]   HIGH-TEMPERATURE STABILITY OF ALCOHOL ETHOXYLATES [J].
EVETTS, S ;
KOVALSKI, C ;
LEVIN, M ;
STAFFORD, M .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1995, 72 (07) :811-816
[10]   IMMEDIATE AND DELAYED ALLERGIC CONTACT REACTIONS TO POLYETHYLENE-GLYCOL [J].
FISHER, AA .
CONTACT DERMATITIS, 1978, 4 (03) :135-138