Rhetsine and rhetsinine. The quinazoline alkaloids of Xanthoxylum rhetsa
TL;DR: From the trunk bark of Xanthoxylum rhetsa DC, lupeol and four alkaloids, namely, chelerythrine, rhetine, Rhetsine, and rhesinine, have been isolated as discussed by the authors.
Abstract: From the trunk bark of Xanthoxylum rhetsa DC., lupeol and four alkaloids, namely, chelerythrine, rhetine, rhetsine and rhetsinine have been isolated. The constitution of rhetsinine and rhetsine have been established; the former is a new indolequinazoline base, the latter being its desoxy derivative.
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TL;DR: The simple β-carbolines are presented as a distinct group of alkaloids displaying structural modification of three basic ring systems and aspects of their metabolism, pharmacological properties and taxonomic significance are briefly summarized.
Abstract: The simple β-carbolines are presented as a distinct group of alkaloids displaying structural modification of three basic ring systems. Their occurrence in plants is listed on a taxonomic basis and aspects of their metabolism, pharmacological properties and taxonomic significance are briefly summarized.
253 citations
01 Jan 1984
127 citations
TL;DR: In this paper, a new reaction, the hydroxy-and aminoacyl incorporation in aliphatic and alicyclic N-hydrox-(amino)acl amides is described in detail.
Abstract: A new reaction, the hydroxy- and aminoacyl incorporation in aliphatic and alicyclic N-hydrox-(amino)acl amides is described in detail. The reaction affording linear or cyclic peptides and depsipeptides proceeds via formation of cyclols. Its course depends on the nucleophilicity of the HO- and NH2-groups, the electrophilicity of the amide carbonyl and, with cyclic amides, on the size of the ring. The cyclols which sometimes can be isolated display a number of unique properties, in particular, a tendency to undergo transformation into acylamides or macrocycles. Hydroxy- and aminoacyl incorporation is significant in the synthesis of peptides and depsipeptides. For example, it has been utilized in the synthesis of the antibiotic serratomolide and its analogues. A discussion of the biochemical and biogenetic implications of the reaction is given.
72 citations
TL;DR: In this paper, a review generalizes information on the distribution in the plant and animal kingdoms of all types of quinazoline alkaloids known at the present day and presents a taxonomic classification of these alkaloid species.
Abstract: This review generalizes information on the distribution in the plant and animal kingdoms of all types of quinazoline alkaloids known at the present day.
57 citations
TL;DR: The tetrahydro-β-carboline (THBC) nucleus is a predominant feature of a vast array of naturally occurring alkaloids and has been found to exhibit significant biological activities, which promote to develop a plethora of synthetic methods for the construction of THBCs as mentioned in this paper.
Abstract: The tetrahydro-β-carboline (THBC) nucleus is a predominant feature of a vast array of naturally occurring alkaloids. Most of these alkaloids have been found to exhibit significant biological activities, which promote to develop a plethora of synthetic methods for the construction of THBCs. In this review, we focus on the recent developments and studies related to the synthesis of THBCs including total syntheses of related alkaloids mainly over the period of 2000–2017. In addition, a brief account of some significant THBC alkaloids with their sources and bioactivities is also presented in tabular format.
47 citations
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TL;DR: Aus Rauwolfia serpentina Benth wurde das Alkaloid Serpentinin isoliert und seine Konstitution untersucht.
Abstract: Aus Rauwolfia serpentina Benth. wurde das Alkaloid Serpentinin isoliert und seine Konstitution untersucht. Die erhaltenen Abbauprodukte erlauben es noch nicht, eine Formel aufzustellen, ausserdem sind die Beziehungen zwischen den beiden Alkaloiden Serpentin und Serpentinin noch unklar.
11 citations