Author
H. B. MacPhillamy
Bio: H. B. MacPhillamy is an academic researcher from Ciba Specialty Chemicals. The author has contributed to research in topics: Rauwolfia alkaloid & Deserpidine. The author has an hindex of 12, co-authored 18 publications receiving 403 citations.
Papers
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TL;DR: Reserpine, C33H40O9N2, has been isolated from Rauwolfia serpentina Benth as discussed by the authors and is an ester alkaloid yielding reserpic acid, 3,4,5-trimethoxybenzoic acid and methanol on hydrolysis.
Abstract: Reserpine, C33H40O9N2, has been isolated from Rauwolfia serpentina Benth. Reserpine is an ester alkaloid yielding reserpic acid, 3,4,5-trimethoxybenzoic acid and methanol on hydrolysis. Degradation products of reserpic acid make it likely that reserpic acid is a yohimbane derivate, and a hypothetical structure for reserpine has been put forward which is in agreement with the facts known so far.
62 citations
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Cited by
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TL;DR: This review covers the literature on simple indole alkaloid and those with a nonrearranged monoterpenoid unit and newly isolated alkaloids, structure determinations, total syntheses and biological activities.
531 citations
438 citations
01 Jan 1966
TL;DR: The aim of the present Chapter is to review and discuss the pertinent literature dealing with fundamental problems of Rauwolfia alkaloids and benzoquinolizines rather than to review in detail the enormous literature on the pharmacology of these agents.
Abstract: In 1955 Shore, Brodie and coworkers (Shore, Silver and Brodie 1955, Pletscher, Shore and Brodie 1955) discovered that reserpine caused a marked decrease in the concentration of 5-hydroxytryptamine (5-HT) in tissues and a concomitant rise in the urinary excretion of the 5-HT metabolite 5-hydroxyindoleacetic acid. The deep physiological significance of this discovery became even more evident when reserpine soon afterwards was found to affect tissue catecholamines in a similar manner, an effect leading to block of adrenergic transmission mechanisms (Carlsson and Hillarp 1956a, Bertler, Carlsson and Rosengren 1956). Since then numerous papers have appeared, in which the effects of Rauwolfia alkaloids and a group of similarly acting benzoquinolizines (Pletscher, Besendorf and Bachtold 1958) have been further analyzed. Particular interest has been focussed on the mechanism of action on the abovementioned amines and on the relationship between this action and the various pharmacological effects of Rauwolfia alkaloids and benzoquinolizines. It is the aim of the present Chapter to review and discuss the pertinent literature dealing with these fundamental problems rather than to review in detail the enormous literature on the pharmacology of these agents.
318 citations
228 citations
TL;DR: The taxonomy, phytochemistry, ethnobotany, and pharmacology of the genus Tabernaemontana L. (Apocynaceae) is reviewed and the biogenesis and classification of the indole alkaloidal species is set out and some problems in the determination of their stereochemistry are discussed.
220 citations