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(−)- 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 SheA 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.
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Keywords
chiral-phase HPLCskeletonSK -28.alkaloidspectroscopic analysisasperginulinindoleSK -28X-ray diffractionenantiomeric dimersPentacyclicbarnacle Balanus reticulatusAsperginulinpentacyclicMangrove Endophytic Fungus Aspergillus spantifouling activityconfigurationdiketopiperazineIndole Diketopiperazine Alkaloid DimersSkeletonquantum chemical calculationmangrove endophytic fungus Aspergillus sp1 b
