698 JOURNAL OF THE SOCIETY OF COSMETIC CHEMISTS CI H• CH• (•H• CH• OCH CH=CCH•CH•CH:C •' OC2CH:C-CH2CH•CH= C'•CH• '•'C H• BEROAMOTTIN 7-Methoxy t •eranoxy coumar•n geranylether (0.05% ,n bergareal) 5% OCH• 5•7-Dimethaxy caumorin (0.3ø/8 ,n bergoreo,) PSORALEN BERGAPTEN OCH• 5 - Melhoxypsoralen X ANTHOTOX IN (0 33 % •n bergarno 0 8-Me•haxypsaralen OH O[••O O••"O BERGAPTOL OH 5-Hydroxypsoralen XANTHOTOXOL (hydrolysis product of bergapten) 8-Hydroxypsaralen Figure 1. Structural formulas of test psoralens and coumarins skin with oil of bergamot, the complete coumarin-psoralen fraction, and those portions which contained bergapten. Figure 2 shows the skin reactions obtained on one of the subjects tested with these ma- terials. Figure 3 shows hyperpigrnentation at the application site 23 days after a positive reaction to 10% bergamot. In this subject, the pigmentation effect lasted about 1 month' in some individuals it is re- ported to last much longer (11). Limettin To evaluate limettin more precisely as a possible phototoxic agent, and to define further the limits of bergapten phototoxicity, tests were conducted on pure samples of both bergapten and limettin, in addition

PERFUME PHOTO [O\ ICI'I'• 699 F•AC •3A / COeW•ZN Figure 2. Phototoxic responses in one subject tested with 8 different materials Figure 8. Hyperpigmentation in a subject 23 days after positive response to bcrgamol