BERGAPTEN (4-methoxy-7H-furo 1054-22.jpg chrome-7-one, 5-methoxypsoralen), mol. M. 216; colorless crystals; t. pl. 139-191 Bergapten is found in some plants of the Umbrella family (lat. Umbellíferae). For example, Bergapten is contained in the plant Lovage Lovage medicinal (lat. Levisticum officinále). All parts of the plant contain essential oil, which includes D-α-terpineol, cineole, acetic, isovalerianic and benzoic acids. The amount of essential oil in various organs is 0.1-2.7%. In addition to essential oil, in the roots were found resins, organic acids (angelic and malic), starch, sugars, carvacrol, sesquiterpenes, furocoumarins psoralen and bergapten, tannins and minerals; in the leaves there is ascorbic acid. BERGAPTEN (4-methoxy-7H-furo1054-22.jpg chrome-7-one, 5-methoxypsoralen), mol. M. 216; colorless crystals; t. pl. 139-191 ° C; sublimates in a vacuum; not sol. in water, well sol. in chloroform, worse in alcohol, benzene. 1054-23.jpg

It is nitrated in ice acetic acid to the n-position to the OCH3 group; upon demethylation under the action of HI, it forms bergaptol (mp 277-278 ° С). The isomers of bergapten are isobergapten (f-la I; mp 224 ° C) and allobergaptene (II; mp 206 ° C). 1054-24.jpg

Bergapten is a component of bergamot oil. It is contained in the immature fruits of citrus fruits and root crops of certain plants of the parsnip genus, the isomers in the roots of plants are common hogweed and saxifrage thigh. Bergapten is usually isolated from grows. raw materials. Synthesized from bergaptol by methylation of the latter with diazomethane or from apoxanthoxyletin.

Bergaptol receive interaction. 3,4,6-triacetoxycoumarin with sodium formylacetic ester in the presence of. C2H5ONa. Bergapten has a mutagenic effect, stimulates the synthesis of melanin in the skin. It is used in medicine as a photosensitizing drug for the treatment of skin diseases (vitiligo, nasal baldness and psoriasis).