Circumdatin H is an
alkaloid
Alkaloids are a class of basic, naturally occurring organic compounds that contain at least one nitrogen atom. This group also includes some related compounds with neutral and even weakly acidic properties. Some synthetic compounds of similar ...
. It was isolated, along with related compounds, from the fungus ''
Aspergillus ochraceus
''Aspergillus ochraceus'' is a mold species in the genus ''Aspergillus'' known to produce the toxin ochratoxin A, one of the most abundant food-contaminating mycotoxins, and citrinin. It also produces the dihydroisocoumarin mellein. It is a fila ...
''.
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 (IC
50 1.5 μM and 2.5 μM, respectively).
First total synthesis of circumdatin H was reported starting from anthranilic acid.
References
{{Reflist
Alkaloids found in fungi