Acamelin

Acamelin is a Benzofuranoquinone compound that acts as a contact sensitizer. It can be isolated from the heartwood of Acacia melanoxylon R. Br., an Australian blackwood. Acamelin induces positive skin reactions and contact allergy in guinea pigs. It is applicable to research related to allergic contact dermatitis ^{[1] [2] [3] [4]}.

In Vivo, Acamelin (1% concentration; epicutaneous; single application) acts as a contact sensitizer in sensitized Pirbright white-strain guinea pigs, eliciting positive skin reactions in all tested animals, with slightly stronger and longer-lasting responses than 2,6-Dimethoxy-1,4-benzoquinone ^[1].

References:
[1]. Hausen BM, et al. Quinonoid constituents as contact sensitisers in Australian blackwood (Acacia melanoxylon RBR). British journal of industrial medicine. 1981 May;38(2):105-9.
[2]. McKittrick B A, et al. A simple synthesis of the natural benzofuranoquinone, acamelin[J]. Journal of the Chemical Society, Perkin Transactions 1, 1983, 12: 2423-2424.
[3]. Schmalle H W, et al. Acamelin, A new sensitizing furano-quinone from Acacia melanoxylon R. BR[J]. Tetrahedron Letters, 1980, 21(2): 149-152.
[4]. Mann J, et al. Rearrangements of aryl-8-oxabicyclo [3.2. 1] octenones: synthesis of novel biaryls and 1-aryl-3-furylpropanones[J]. Journal of the Chemical Society, Chemical Communications, 1985, 21(21): 1543-1544.