Phenolic linear diarylheptanoids

Claeson, P., Pongprayoon, U., Sematong, T., Tuchinda, P., Reutrakul, V. and Soontornsaratune, P. (1996) Non-phenolic linear diarylheptanoids from Curcuma xanthorrhiza a novel type of topical anti-inflammatory agents structure activity relationship. Planta Medica 62, 236-240. 

The phenolic linear diarylheptanoids (12-59 Table 2) constitute the largest subgroup with reports on 48 substances, of which 28 substances are... 

Type I non-phenolic linear diarylheptanoids Type II phenolic linear diarylheptanoids Type III macrocyclic biarylheptanoids Type IV macrocyclic diaryl ether heptanoids Type V diarylheptanoids with cyclised C7-chain. 

Macrocyclic diarylheptanoids can be derived from linear ones by oxidative cyclization. This is supported by the fact that in all of the biaryl type representatives the aryl-aryl bond is in meta position relative to both ends of the seven-carbon chain, while in those containing a diarylether bond a meta,para bridging can be identified. This substitution pattern corresponds to activation of the position ortho to the phenolic hydroxy group. Biosynthesis of cyclic diarylheptanoids was investigated by Inoue et al. (84). They fed [1- C] and... 

The diarylheptanoids of both Type I and II are linear structures, but for practical reasons they have been separated into two groups. The non-phenolic diarylheptanoids (Type I) sometimes appear under the... 

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