TY - JOUR
T1 - Photochemical decomposition of alkannin/shikonin enantiomers
AU - Cheng, Hui Wen
AU - Chen, Fu An
AU - Hsu, Hsing Chu
AU - Chen, Chau Yang
PY - 1995/6/30
Y1 - 1995/6/30
N2 - Alkannin/shikonin ((±)-5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-1,4-naphthoquinone), isolated from Macrotomia euchroma, is sensitive to light exposure. A chloroform solution of alkannin/shikonin was exposed to sunlight for 1 month. The major photolytic product, a newly discovered naphthoquinone derivative, was isolated by adsorption chromatography. The chemical structure of the purified photolytic product was identified by NMR, MS and FTIR techniques to be (-)-5,8-dihydroxy-2-(1-hydroxy-3-oxo-4-methyl-4-pentenyl)-1,4-naphthoquinone, indicating that a photo-oxidation reaction had occurred.
AB - Alkannin/shikonin ((±)-5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-1,4-naphthoquinone), isolated from Macrotomia euchroma, is sensitive to light exposure. A chloroform solution of alkannin/shikonin was exposed to sunlight for 1 month. The major photolytic product, a newly discovered naphthoquinone derivative, was isolated by adsorption chromatography. The chemical structure of the purified photolytic product was identified by NMR, MS and FTIR techniques to be (-)-5,8-dihydroxy-2-(1-hydroxy-3-oxo-4-methyl-4-pentenyl)-1,4-naphthoquinone, indicating that a photo-oxidation reaction had occurred.
KW - Alkannin/shikonin
KW - Macrotomia euchroma
KW - Photochemical decomposition
KW - Photodegradation
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U2 - 10.1016/0378-5173(94)00367-E
DO - 10.1016/0378-5173(94)00367-E
M3 - Article
AN - SCOPUS:0029076830
SN - 0378-5173
VL - 120
SP - 137
EP - 144
JO - International Journal of Pharmaceutics
JF - International Journal of Pharmaceutics
IS - 2
ER -