Dichlorodiaportin, diaportinol, and diaportinic acid: three novel isocoumarins from penicillium nalgiovense

Three novel isocoumarin (or isochromen) metabolites, dichlorodiaportin [3-(3, 3-dichloro-2-hydroxy-propyl)-8-hydroxy-6-methoxy-isochromen-1-one] (1), diaportinol [3-(2, 3-dihydroxy-propyl)-8-hydroxy-6-methoxy-isochromen-1-one] (2), and diaportinic acid [2-hydroxy-3-(8-hydroxy-6-methoxy-1-oxo-1H-isochromen-3-yl)-propanoic acid] (3), were isolated from the cultures of Penicillium nalgiovense along with citreoisocoumarin (4) and 6-methyl-citreoisocoumarin (5). Their structures were elucidated by spectroscopic methods including UV, MS, and NMR.