Convolutindole A

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Convolutindole A

Convolutindole A is a natural product isolated from the marine bryozoan Amathia tortusa. It is a indole alkaloid with a unique structure, and has been the subject of numerous synthetic studies due to its potential biological activity.

History

Convolutindole A was first isolated in 1991 by a team of researchers led by Paul Scheuer at the University of Hawaii. The compound was named after the genus of the bryozoan from which it was isolated, Convoluta.

Structure and synthesis

The structure of Convolutindole A is characterized by a fused six-membered and seven-membered ring system, with an indole moiety attached at one end. This structure is unique among natural products, and has been the subject of numerous synthetic studies.

The first total synthesis of Convolutindole A was reported in 2003 by a team of researchers led by Samuel Danishefsky at the Columbia University. This synthesis involved the use of a Diels-Alder reaction to construct the seven-membered ring, followed by a Friedel-Crafts reaction to form the indole moiety.

Biological activity

Preliminary studies have suggested that Convolutindole A may have potential as an anti-cancer agent. However, further research is needed to confirm these findings and to fully understand the mechanism of action of this compound.

See also

• Indole alkaloids
• Natural products
• Total synthesis