MALEOPIMARIC ACID - A POTENT SENSITIZER IN MODIFIED ROSIN

被引:27
作者
KARLBERG, AT
GAFVERT, E
HAGELTHORN, G
NILSSON, JLG
机构
[1] UNIV UPPSALA,DEPT ORGAN PHARMACEUT CHEM,S-75105 UPPSALA,SWEDEN
[2] KAROLINSKA HOSP,S-10401 STOCKHOLM 60,SWEDEN
关键词
allergic contact dermatitis; CCET; colophony; FCAT; guinea pigs; maleic‐modified rosin; maleopimaric acid; rosin; structural elucidation; synthesis;
D O I
10.1111/j.1600-0536.1990.tb01566.x
中图分类号
R392 [医学免疫学];
学科分类号
100102 ;
摘要
The allergenicity of the maleic‐modified rosins and their esters has been studied. The unesterified resins arc mainly used in paper size and the esters in printing inks, varnishes and adhesives. The levopimaric‐maleic anhydride Diels‐Alder adduct (maleopimaric acid) is the main component obtained in the maleic‐modified rosins. This compound was synthesized and its structure was determined. Its sensitising potential was investigated in guinea pigs according to different methods. It was shown that maleopimaric acid is a very potent sensitizer, comparable with the strongest allergen isolated from unmodified gum rosin. The allergen may also be present after esterification lion unless the process is carried out to completion. The animals sensitized to maleopimaric acid did not react to unmodified rosin, which shows that maleopimaric acid is structurally different from the allergens in rosin. Copyright © 1990, Wiley Blackwell. All rights reserved
引用
收藏
页码:193 / 201
页数:9
相关论文
共 29 条
[1]  
ANDERSEN KE, 1985, CURR PROBL DERM, V14
[2]   STEREOCHEMISTRY OF MALEOPIMARIC ACID AND LONG RANGE SHIELDING EFFECT OF OLEFINIC BOND [J].
AYER, WA ;
STOTHERS, JB ;
MCDONALD, CE .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1963, 41 (05) :1113-&
[3]   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
[4]  
Buehler E V, 1985, Curr Probl Dermatol, V14, P39
[5]  
DUPUIS G, 1982, ALLERGIC CONTACT DER, V42, P66
[6]  
ENOS HI, 1969, KIRK OTHMER ENCY CHE, P475
[7]  
ENOS HI, 1969, KIRK OTHMER ENCY CHE, P488
[8]   PATCH TESTING WITH COLOPHONY [J].
FREGERT, S ;
GRUVBERGER, B .
CONTACT DERMATITIS, 1984, 11 (03) :141-143
[9]   ANALYSIS OF COMPLEX NMR-SPECTRA BY 2D-NMR TECHNIQUES - MALEOPIMARIC ACID METHYLESTER [J].
HASLINGER, E ;
KALCHHAUSER, H ;
ROBIEN, W .
MONATSHEFTE FUR CHEMIE, 1982, 113 (6-7) :805-819
[10]   CONTACT ALLERGY DUE TO COLOPHONY .5. PATCH TEST-RESULTS WITH DIFFERENT TYPES OF COLOPHONY AND MODIFIED-COLOPHONY PRODUCTS [J].
HAUSEN, BM ;
MOHNERT, J .
CONTACT DERMATITIS, 1989, 20 (04) :295-301