Division of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, OH 43210, USA.
Department of Microbiology, College of Arts and Sciences, The Ohio State University, Columbus, OH 43210, USA.
Molecules. 2019 Jan 9;24(2):218. doi: 10.3390/molecules24020218.
-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.
