New heterocyclic compounds from Ranunculus ternatus Thunb.

Five new heterocyclic compounds, 5- α - d -fructofuranosylmethyl-furfural ( 1 ), 5- β - d -fructofuranosylmethyl-furfural ( 2 ), 5- β - d -fructopyranosylmethyl-furfural ( 3 ), 4-(2-((2S-2,3-dihydroxypropoxy)methyl)-5-formyl-1H-pyrrol-1-yl)butanoic acid ( 4 ), and 3S,4S-4,5,8-trihydroxy-3-(prop-1-en-2-yl)isochroman-1-one ( 5 ), were obtained from the root of Ranunculus ternatus Thunb., which is a traditional Chinese anti-tuberculosis medicine. Their structures were elucidated by UV, IR, HRESIMS, NMR data, and the comparison of experimental and calculated electronic circular dichroism (ECD) spectra. Notably, compounds 1 – 3 are rarely occurring furfural fructosides in natural sources. These heterocyclic compounds could be further studied for the synthetic chemists and pharmacologists due to the source and structural properties. [ABSTRACT FROM AUTHOR]