(−)-
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

Cai, Runlin; Jiang, Hongming; Xiao, Zeen; Cao, Wenhao; Yan, Tao; Liu, Zhaoming; Lin, Shao’e; Long, Yuhua; She, Zhigang

doi:10.1021/acs.orglett.9b03796.s001

ol9b03796_si_001.pdf (2.11 MB)

(−)- 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

journal contribution

posted on 2019-11-23, 00:03 authored by Runlin Cai, Hongming Jiang, Zeen Xiao, Wenhao Cao, Tao Yan, Zhaoming Liu, Shao’e Lin, Yuhua Long, Zhigang She

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.

(−)- 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

History

Usage metrics

Categories

Keywords

Licence

Exports