Circumdatin_H

Circumdatin H

Circumdatin H

Chemical compound

Circumdatin H is an alkaloid. It was isolated, along with related compounds, from the fungus Aspergillus ochraceus.[1]

Quick Facts Names, Identifiers ...

Circumdatin C, and circumdatin F are prototypical members, while other members such as circumdatin D, circumdatin E and circumdatin H have an additional tetrahydropyrrole ring.

The compounds of this group are considered to be useful chemotaxonomic markers. Among these circumdatin H and circumdatin E are able to inhibit the mitochondrial respiratory chain in submitochondrial particles from beef heart, presumable by interfering with NADH oxidase activity (IC50 1.5 μM and 2.5 μM, respectively).

First total synthesis of circumdatin H was reported starting from anthranilic acid.[2]

References

  1. [1]
    López-Gresa, M Pilar; González, M Carmen; Primo, Jaime; Moya, Pilar; Romero, Vanessa; Estornell, Ernesto (1 June 2005). "Circumdatin H, a New Inhibitor of Mitochondrial NADH Oxidase, from Aspergillus ochraceus". The Journal of Antibiotics. 58 (6): 416–419. doi:10.1038/ja.2005.54. PMID 16156520.
  2. [2]
    Bose, D.; Chary, M. (2009). "First Total Synthesis of (-)-Circumdatin H, a Novel Mitochondrial NADH Oxidase Inhibitor". Synthesis. 2010 (4): 643. doi:10.1055/s-0029-1218606.
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