benzylisoquinolines

ben·zyl·i·so·quin·o·lines

(ben'zil-ī'sō-kwin'ō-linz),
A group of alkaloids found primarily in poppy plants (Papaveraceae). The curare alkaloids are bisbenzylisoquinolines.
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ISQAs may be divided into eight subgroups, four of which were evaluated in the presented study: protoberberines (which account for 25% of all ISQAs), aporphines, benzophenanthridines, and benzylisoquinolines [4, 6].
To provide the quantitative analysis of alkaloids, four reference compounds--representatives of each class of studied alkaloids--were evaluated: berberine (a protoberberine alkaloid), berbamine (a benzylisoquinoline alkaloid), sanguinarine (a benzophenanthridine type), and magnoflorine (an aporphine alkaloid).
Benzylisoquinolines presented the loss of N[H.sub.3] (coclaurine), C[H.sub.3]N[H.sub.2] (N-methylcoclaurine), or [C.sub.2][H.sub.6]NH (N,N-dimethylcoclaurine) at m/z 269, substituents of the isoquinoline core, and also shared a common ion at m/z 107 ([C.sub.7][H.sub.7][O.sup.+]), which correspond to the methylphenol moiety generated by inductive cleavage [37].
Selective inhibition of calcium entry induced by benzylisoquinolines in rat smooth muscle was studied (Catret et al.
Mechanism of the cardiovascular activity of laudanosine: comparison with papaverine and other benzylisoquinolines. Br.
The five major alkaloids are mainly divided into two distinct chemical classes (Reisine 1996:527)--phenanthrenes (morphine, codeine thebaine) and benzylisoquinolines (papaverine and noscapine).
During his stay at Ottawa he isolated three new classes of benzylisoquinolines alkaloid; the cularines, the spirobenzylisoquinolines and the cancentrine alkaloids.
After his retirement from Uniroyal he continued as an Adjunct Professor of Chemistry at the University of Waterloo where the structure of the dimeric benzylisoquinoline concentrine, the most novel and complex alkaloid he had isolated at NRC, was finally settled 38 years later, in 1970.
The tyrosines bioassemble the benzylisoquinolines, while the more immediate, pose the berberine basic structure [12].
In this work, species were selected among the Annonaceae (Leboeuf et al., 1982), Menispermaceae (Thornber, 1970) and Siparunaceae (Leitao et al., 1999) families, which produce a wide range of isoquinoline alkaloids structures as benzylisoquinolines, bisbenzylisoquinolines, aporphines, proaporphines and oxoaporphines (Mahiou et al., 1994; Waechter et al., 1999).
Anselmi E, Fayos G, Blasco R, Candenas L, Cortes D, D'Ocon MP (1991) Selective inhibition of calcium entry induced by benzylisoquinolines in rat smooth muscle.
Catret M, Anselmi E, Ivorra MD (1992) Antiserotonergic effect of aporphine and benzylisoquinoline alkaloids in rat aorta.