Diverse indole-diterpenoids with protein tyrosine phosphatase 1B inhibitory activities from the marine coral-derived fungus Aspergillus sp. ZF-104.

Eight previously undescribed indole-diterpenoids named penerpenes O–V (1 – 8), together with seven known analogues (9 – 14), were isolated from the marine soft coral-derived fungus Aspergillus sp. ZF-104. Their structures including the absolute configurations of these compounds were assigned on the basis of spectroscopic data and ECD analysis along with quantum ECD and NMR calculations. Compounds 4 and 5 bear rare indolin-2-one units in their structures and 6 bears a reconstructed novel skeleton in which the indole ring and the terpenoid substructure are cleaved before they are reconnected through the nitrogen atom. Compounds 1 , 2 , 7 , and 10 showed protein tyrosine phosphatase 1B (PTP1B) inhibitory activities comparable to that of the positive control NaVO 3. Eight previously undescribed indole-diterpenoids were isolated from the marine soft coral-derived fungus Aspergillus sp. ZF-104. Compounds 1 , 2 , 7 , and 10 showed protein tyrosine phosphatase 1B (PTP1B) inhibitory activities comparable to that of the positive control NaVO 3. [Display omitted] • Eight previously undescribed indole-diterpenoids named penerpenes were isolated from Aspergillus sp. ZF-104. • Two compounds bear rare indolin-2-ones in their structures and 6 bears a reconstructed novel skeleton. • Four compounds showed protein tyrosine phosphatase 1B (PTP1B) inhibitory activities. [ABSTRACT FROM AUTHOR]