-homocyclopiamine B, a Prenylated Indole Alkaloid of Biogenetic Interest from the Endophytic Fungus .

-homocyclopiamine B (), a new prenylated indole alkaloid bearing an alicyclic nitro group along with 2-methylbutane-1,2,4-triol () were isolated from an endophytic fungus of the liverwort (Trichocoleaceae). The structure of was elucidated through extensive spectroscopic analyses and comparison with data reported for a structurally related nitro-bearing metabolite, clopiamine C (), which contain an indolizidine ring instead of the quinolizine ring in . The new compound, -homocyclopiamine B, exhibited slight growth inhibition against Gram-positive bacteria. Based on the reported biosynthesis of related compounds and the isolation of the mevalonic acid derived compound 2-methyl-1,2,4-butanetriol (), we proposed that -homocylopiamine B () was biosynthesized from lysine and prenyl group-producing mevalonic pathway.