18-Deoxy Wieland-Gumlich aldehyde

Hemidihydrotoxiferine I chloride contains Na—H and its IR-spectrum indicates the presence of an aldehyde group. On the basis of this and the foregoing knowledge, the structure LXVIII was proposed (86) for it, i.e., that of the 18-deoxy-Wieland-Gumlich aldehyde methochloride, and this structure was confirmed in the following manner... 

Deoxy Wieland-Gumlich aldehyde (nordihydrofluoro-curarine)... 

It is evident from Table 1.4 that Wieland-Gumlich aldehyde and related bases are among the most widely distributed alkaloids in South American Strychnos species, though to what extent they are genuine plant constituents rather than artefacts is difficult to make out. This is particularly true of 18-deoxy-Wieland-Gumlich aldehyde (2b) and Wieland-Gumlich aldehyde (2a) and their immediate derivatives, which, as already seen in Sections 1.4.2 and 1.4.3, may arise at least in part from degradation of the dimeric bases present. However, the compounds most often encountered are the N -acetylated diaboline (9a) and 11-methoxydiaboline (9g) and their 0-acetylated derivatives. As far as known, these are not directly involved in the biosyn-... 

X)35% divaricine (an 18-deoxy-Wieland-Gumlich aldehyde iV -oxide/vellosimine-coupled bis-indole), 0.0016% vellosimine... 

The material of this section illustrates the key position held by the Wieland-Gumlich aldehyde (LXV) in this group of alkaloids. Of the calabash curare and Strychnos alkaloids of known structure, no fewer than nineteen4 can be derived from the aldehyde LXV, its 18-deoxy derivative, and the corresponding iVb-metho derivatives. 

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