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PHOTOOXIDATION OF 8‐METHOXYPSORALEN WITH SINGLET OXYGEN *
Author(s) -
Logani M. K.,
Austin W. A.,
Shah B.,
Davies R. E.
Publication year - 1982
Publication title -
photochemistry and photobiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.818
H-Index - 131
eISSN - 1751-1097
pISSN - 0031-8655
DOI - 10.1111/j.1751-1097.1982.tb02611.x
Subject(s) - singlet oxygen , chemistry , photochemistry , dimer , oxygen , octane , dabco , singlet state , scavenger , methoxsalen , irradiation , medicinal chemistry , organic chemistry , radical , excited state , physics , medicine , dermatology , psoriasis , nuclear physics
— The in vitro photooxidation of 8‐methoxypsoralen (8‐MOP) with singlet oxygen is studied. Irradiation of 8‐MOP(295–400 or320–400 nm) in the presence of oxygen for 72 h results in the formation of a product (1.4%) which is identified as 6‐formyl‐7‐hydroxy‐8‐methoxycoumarin by aid of IR, NMR, MS and co‐chromatography with an authentic sample. A study of this reaction in the presence of l,4‐diazobicyclo(2,2,2)octane, a singlet oxygen scavenger, indicates the involvement of 1 O 2 in the formation of this compound. In addition to this, formation of a novel dimer of 8‐MOP is reported.