Hausen B M, Krohn K, Budianto E
Department of Dermatology, University Hospital, Hamburg, FRG.
Contact Dermatitis. 1990 Nov;23(5):352-8. doi: 10.1111/j.1600-0536.1990.tb05171.x.
9 oxidation products of abietic acid, dehydroabietic acid, and levopimaric acid were prepared synthetically to determine their sensitizing potential in guinea pigs. It was found that compounds with epoxy and peroxo groups in rings A and B had a notable sensitizing potential. The same result was found with 7-oxode-hydroabietic acid identified earlier in rosin (3) and a polar fraction obtained from commercial abietic acid, suggesting the presence of still unidentified oxidation products. Hydroxylation of rings A or B, or conversion to the methyl esters, considerably decreases the sensitizing potential. A model is presented underlining the importance of hydrophobic and polar domains, in addition to chemically reactive groupings, in the allergen. Insertion into the lipid bilayer may play an important rôle in contact sensitivity.
合成了枞酸、脱氢枞酸和左旋海松酸的9种氧化产物,以测定它们在豚鼠中的致敏潜力。结果发现,A环和B环带有环氧基和过氧基团的化合物具有显著的致敏潜力。在松香(3)中较早鉴定出的7-氧代脱氢枞酸以及从市售枞酸获得的极性部分也得到了相同的结果,这表明仍存在未鉴定的氧化产物。A环或B环的羟基化或转化为甲酯会大大降低致敏潜力。本文提出了一个模型,强调了过敏原中除化学反应基团外疏水和极性结构域的重要性。插入脂质双分子层可能在接触敏感性中起重要作用。