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X‐Ray Crystal Structure Analysis of Oxindole Alkaloids by Gerhard Laus; Klaus Wurst is a Chemistry article available to read on EtoBox.

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## Abstract The single‐crystal X‐ray structures of speciophylline, mitraphylline, and rhynchophylline, oxindole alkaloids from the Peruvian climbing vine __Uncaria tomentosa__ (Rubiaceae), were determined. The three compounds show N⋅⋅⋅HN hydrogen bonding, which has not been observed in the crystal structures of the related alkaloids pteropodine and isopteropodine. In the tetracyclic alkaloid rhynchophylline, the side chain is rotated out of the ring plane into a position perpendicular to it. This is in contrast to the situation of the pentacyclic analogue mitraphylline, which possesses a conformationally rigid tricyclic core. This conformational difference possibly causes the competitive antagonism of these two types of alkaloids.

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Author

Gerhard Laus; Klaus Wurst

Publisher

John Wiley and Sons; Wiley (John Wiley & Sons); Wiley-Blackwell; Wiley (ISSN 0018-019X)

Published

2003

Language

EN

Field

Chemistry (Physical Sciences)