Detection and determination of reticuline and N-methylcoculaurine in the Annonaceae family using liquid chromatography-tandem mass spectrometry.
In Guadeloupe, the French West Indies, there is a high incidence of atypical parkinsonism or progressive supranuclear palsy, and all of the investigated patients had taken herbal tea or tropical fruits of the Annonaceae family. Local inhabitants consume the fruits, and also drink tea made from the leaves. In the present study, we used liquid chromatography-tandem mass spectrometry (LC/MS/MS) with multiple reaction monitoring (MRM) to detect low-molecular-weight neurotoxic benzylisoquinoline derivatives in the Annonaceae family. We detected reticuline and N-methylcoculaurine in every Annona muricata sample examined, except for pulp and seed. They were not detected in sweetsop fruits. Norreticuline was not detected in any sample. These three compounds were toxic to SH-SY5Y neuroblastoma cells and inhibited mitochondrial respiratory complex I. It is possible that uptake of the benzylisoquinoline derivatives reticuline and N-methylcoculaurine and their accumulation in the brain may be related to the pathogenesis of the local endemic disease.
Kotake
Yaichiro
Y
Graduate School of Biomedical Sciences, Hiroshima University, 1-2-3 Kasumi, Minami-ku, Hiroshima 734-8551, Japan. yaichiro@hiroshima-u.ac.jp
Okuda
Katsuhiro
K
Kamizono
Machiko
M
Matsumoto
Naoki
N
Tanahashi
Takao
T
Hara
Hiroshi
H
Caparros-Lefebvre
Dominique
D
Ohta
Shigeru
S
D000470:Alkaloids / Q000032:analysis*; D000818:Animals; D029061:Annonaceae / Q000737:chemistry*; D044182:Benzylisoquinolines / Q000032:analysis*; D045744:Cell Line, Tumor; D013058:Mass Spectrometry / Q000379:methods*; D044005:Tetrahydroisoquinolines / Q000032:analysis*
D000470:Alkaloids; D044182:Benzylisoquinolines; C496817:N-methylcoculaurine; D044005:Tetrahydroisoquinolines; C003298:reticuline