Actinophyllic Acid, a Potent Indole Alkaloid Inhibitor of the Coupled Enzyme Assay Carboxypeptidase U/Hippuricase from the Leaves of Alstonia actinophylla (Apocynaceae)
Author(s)
Carroll, AR
Hyde, E
Smith, J
Quinn, RJ
Guymer, G
Forster, PI
Year published
2005
Metadata
Show full item recordAbstract
Bioassay-guided fractionation of the acquous extract of the leaves of Alstonia actinophylla with use of a coupled enzyme assay, CPU/hippuricase, to detect carboxypeptidas U inhibitors led to the isolation of a novel indole alkaloid, actinophyllic acid (1). The structure of 1 was determined from detailed 2D NMR studies. Actinophyllic acid was found to be a potent inhibitor of the coupled enzyme assay with an IC50 of 0.84 uM. Actinophyllic acid possesses a unique 2,3,6,7,9,13c-hexahydro-1H-1,7,8-(methanetriyloxymethano)-pyrrolo [1'm2':1,2] azocino [4,3-b] indole-8(5H)carboxylic acid skeleton.Bioassay-guided fractionation of the acquous extract of the leaves of Alstonia actinophylla with use of a coupled enzyme assay, CPU/hippuricase, to detect carboxypeptidas U inhibitors led to the isolation of a novel indole alkaloid, actinophyllic acid (1). The structure of 1 was determined from detailed 2D NMR studies. Actinophyllic acid was found to be a potent inhibitor of the coupled enzyme assay with an IC50 of 0.84 uM. Actinophyllic acid possesses a unique 2,3,6,7,9,13c-hexahydro-1H-1,7,8-(methanetriyloxymethano)-pyrrolo [1'm2':1,2] azocino [4,3-b] indole-8(5H)carboxylic acid skeleton.
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Journal Title
Journal of Organic Chemistry
Volume
70
Issue
3
Publisher URI
Copyright Statement
© 2005 American Chemical Society. Self-archiving of the author-manuscript version is not yet supported by this publisher. Please use the hypertext link above to access the journal's website or contact the author for more information.
Subject
Medicinal and biomolecular chemistry
Organic chemistry