(-)- and (+)-Asperginulin A, a Pair of Indole Diketopiperazine Alkaloid Dimers with a 6/5/4/5/6 Pentacyclic Skeleton from the Mangrove Endophytic Fungus Aspergillus sp. SK-28.

(-)- and (+)-Asperginulin A, a Pair of Indole Diketopiperazine Alkaloid Dimers with a 6/5/4/5/6 Pentacyclic Skeleton from the Mangrove Endophytic Fungus Aspergillus sp. SK-28.

Org Lett. 2019 Nov 25;:

Authors: Cai R, Jiang H, Xiao Z, Cao W, Yan T, Liu Z, Lin S, Long Y, She Z

Abstract
A pair of enantiomeric indole diketopiperazine alkaloid dimers [(-)- and (+)-asperginulin A (1a and 1b)] with an unprecedented 6/5/4/5/6 pentacyclic skeleton were isolated from the mangrove endophytic fungus Aspergillus sp. SK-28. The enantiomeric dimers were separated by chiral-phase HPLC. Their structures including absolute configurations were elucidated by spectroscopic analysis, X-ray diffraction, and quantum chemical calculation. (+)-Asperginulin A (1b) exhibited antifouling activity against the barnacle Balanus reticulatus.

PMID: 31762277 [PubMed – as supplied by publisher]

Source: Industry