Idiospermuline, a trimeric pyrrolidinoindoline alkaloid from the seed of Idiospermum australiense.
Purification of a methanol extract from the seed of Idiospermum australiense, guided by bioactivity on a rat brain cortical wedge preparation has afforded two known dimeric alkaloids, the piperidinoindoline (+)-calycanthine [1] and the pyrrolidinoindoline, (-)-chimonanthine [2] along with a new trimeric pyrrolidinoindoline alkaloid, (-)-idiospermuline [3]. Te structure of idiospermuline [3] was determined by spectroscopic methods and the absolute configuration by an X-ray crystallographic study of idiospermuline trimethiodide [4].
Kuke
R K
RK
Department of Pharmacology, School of Chemistry, University of Sydney, New South Wales, Australia.
Allan
R D
RD
Johnston
G A
GA
Mewett
K N
KN
Mitrovic
A D
AD
Duke
C C
CC
Hambley
T W
TW
D000109:Acetylcholine / Q000494:pharmacology; D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000818:Animals; D002540:Cerebral Cortex / Q000187:drug effects; D018678:Cholinergic Agents / Q000494:pharmacology; D018360:Crystallography, X-Ray; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D009467:Neuromuscular Depolarizing Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D010936:Plant Extracts / Q000032:analysis; D010947:Plants, Toxic / Q000737:chemistry*; D011760:Pyrrolidinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D051381:Rats; D017207:Rats, Sprague-Dawley; D012639:Seeds / Q000737:chemistry
D000470:Alkaloids; D018678:Cholinergic Agents; D009467:Neuromuscular Depolarizing Agents; D010936:Plant Extracts; D011760:Pyrrolidinones; C096507:idiospermuline; D000109:Acetylcholine