Curare Alkaloids: Constituents of a Matis Dart Poison.
A phytochemical study of dart and arrow poison from the Matis tribe led to the identification of D-(-)-quinic acid, L-malic acid, ethyldimethylamine, magnoflorine, and five new bisbenzyltetrahydroisoquinoline alkaloids (BBIQAs), 1-5. D-Tubocurarine could not be identified among these products. BBIQA (3) contains a unique linkage at C-8 and C-11'. All structures were characterized by a combination of NMR and HRESIMS data. The effects of Matis poison and individual BBIQAs (1-3) on rat muscle nAChR expressed in Xenopus oocytes have been investigated using the two-electrode voltage clamp technique.
Institut für Organische Chemie, Fakultät für Chemie und Mineralogie, Universität Leipzig , Johannisallee 29, 04103 Leipzig, Germany.
Gonzalo R
GR
Malca Garcia
Institut für Organische Chemie, Fakultät für Chemie und Mineralogie, Universität Leipzig , Johannisallee 29, 04103 Leipzig, Germany.
Lothar
L
Hennig
Department of Molecular Basis of Neurosignaling, Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences , 117997 Moscow, Russia.
Irina V
IV
Shelukhina
Department of Molecular Basis of Neurosignaling, Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences , 117997 Moscow, Russia.
Denis S
DS
Kudryavtsev
William L. Brown Center, Missouri Botanical Garden , St. Louis, Missouri 63166-0299, United States.
Rainer W
RW
Bussmann
Department of Molecular Basis of Neurosignaling, Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences , 117997 Moscow, Russia.
Victor I
VI
Tsetlin
Institut für Organische Chemie, Fakultät für Chemie und Mineralogie, Universität Leipzig , Johannisallee 29, 04103 Leipzig, Germany.
Athanassios
A
Giannis
D000470:Alkaloids / Q000302:isolation & purification* / Q000494:pharmacology; D000818:Animals; D003472:Curare / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D009865:Oocytes / Q000187:drug effects; D011042:Poisons / Q000494:pharmacology; D051381:Rats; D014403:Tubocurarine / Q000302:isolation & purification* / Q000494:pharmacology
D000470:Alkaloids; D011042:Poisons; D003472:Curare; D014403:Tubocurarine