Catharanthinol and dihydrocatharanthinol: two Iboga-class alkaloids.
The title compounds are indole alkaloids of the Iboga class. In both compounds, viz. catharanthinol methanol solvate, C(20)H(24)N(2)O.CH(4)O, (I), and dihydrocatharanthinol monohydrate, C(20)H(26)N(2)O.H(2)O, (II), a nitrogen-containing seven-membered ring is fused to the indole system and shares two sides with a tricyclic isoquinuclidine group. The main difference between (I) and (II) is the presence of a C=C bond in the isoquinuclidine ring in (I). The presence of amine and hydroxy groups in these molecules and of methanol [in (I)] or water [in (II)] solvent molecules results in intra- and/or intermolecular hydrogen bonding.
Moisan
Lionel
L
CEA/Saclay, DSV/SMMCB, Bâtiment 547, 91191 Gif-sur-Yvette, France.
Doris
Eric
E
Rousseau
Bernard
B
Thuéry
Pierre
P
D000470:Alkaloids / Q000737:chemistry*; D003460:Crystallization; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D007202:Indicators and Reagents; D008958:Models, Molecular; D008968:Molecular Conformation; D030014:Tabernaemontana / Q000737:chemistry*; D014748:Vinca Alkaloids / Q000737:chemistry*
D000470:Alkaloids; D007202:Indicators and Reagents; D014748:Vinca Alkaloids; C500660:catharanthinol