ent-Kaurane Diterpenoids from the Liverwort Jungermannia atrobrunnea

Three new rearranged ent-kaurane-type diterpenoids ( 1− 3) and seven new ent-kaurane-type diterpenoids ( 4− 10) have been isolated from the liverwort Jungermannia atrobrunnea. Their structures were determined by extensive spectroscopic techniques and X-ray crystallographic analysis. The absolute configurations of these compounds were clarified by CD spectroscopic studies. Compound 1is the first example of a rearranged ent-kaurane diterpenoid possessing a peroxide bridge.