Riccardin C is a
macrocyclic
Macrocycles are often described as molecules and ions containing a ring of twelve or more atoms. Classical examples include the crown ethers, calixarenes, porphyrins, and cyclodextrins. Macrocycles describe a large, mature area of chemistry.
...
bis(bibenzyl). It is a
secondary metabolite
Secondary metabolites, also called specialised metabolites, toxins, secondary products, or natural products, are organic compounds produced by any lifeform, e.g. bacteria, fungi, animals, or plants, which are not directly involved in the norma ...
isolated from the Siberian cowslip subspecies ''
Primula veris subsp. macrocalyx'', in ''
Reboulia hemisphaerica'' and in the Chinese liverwort ''
Plagiochasma intermedium''.
In 2005, the compound was prepared by
total synthesis
Total synthesis is the complete chemical synthesis of a complex molecule, often a natural product, from simple, commercially-available precursors. It usually refers to a process not involving the aid of biological processes, which distinguishes i ...
together with the strained compound
cavicularin
Cavicularin is a natural phenolic secondary metabolite
Secondary metabolites, also called specialised metabolites, toxins, secondary products, or natural products, are organic compounds produced by any lifeform, e.g. bacteria, fungi, animal ...
.
[Kostiuk, S. L., Woodcock, T., Dudin, L. F., Howes, P. D. and Harrowven, D. C. (2011), Unified Syntheses of Cavicularin and Riccardin C: Addressing the Synthesis of an Arene Adopting a Boat Configuration. Chemistry - A European Journal, 17: 10906–10915. ]
References
{{Dihydrostilbenoid
Dihydrostilbenoids
Macrocycles
Cyclophanes
Heterocyclic compounds with 5 rings
Oxygen heterocycles