HPLC-DAD-Directed Isolation of Linearly Fused Prenylated
Indole Alkaloids from a Soil-Derived <i>Aspergillus versicolor</i>
Huaqiang Li
Dan Xu
Weiguang Sun
Beiye Yang
Fengli Li
Mengting Liu
Jianping Wang
Yongbo Xue
Zhengxi Hu
Yonghui Zhang
10.1021/acs.jnatprod.9b00183.s003
https://acs.figshare.com/articles/dataset/HPLC-DAD-Directed_Isolation_of_Linearly_Fused_Prenylated_Indole_Alkaloids_from_a_Soil-Derived_i_Aspergillus_versicolor_i_/9336335
An HPLC-DAD-directed chemical investigation
of the soil-derived
fungus <i>Aspergillus versicolor</i> QC812 resulted in the
isolation and identification of eight new linearly fused prenylated
indole alkaloids, asperversiamides I–P (<b>1</b>–<b>8</b>), along with a congener, asperversiamide H (<b>9</b>). Their structures and absolute configurations were determined by
spectroscopic analysis including HRESIMS and 1D and 2D NMR, electronic
circular dichroism analysis, and single-crystal X-ray diffraction.
Asperversiamide I (<b>1</b>), the first diketopiperazine derived
from d-proline and l-tryptophan, possesses an unprecedented
C-11-spiro-fused 6/6/5/5/6/5 hexacyclic ring system. Asperversiamide
J (<b>2</b>) is the first linearly fused 6/6/5 tricyclic prenylated
indole alkaloid to be reported. <b>1</b> and <b>2</b> showed
moderate inhibitory activities against HeLa cells with IC<sub>50</sub> values of 7.3 and 6.4 μM, respectively.
2019-08-07 17:06:11
7.3
single-crystal X-ray diffraction
l-tryptophan
-11-spiro
dichroism analysis
HPLC-DAD-directed chemical investigation
HPLC-DAD-Directed Isolation
prenylated indole alkaloids
soil-derived fungus Aspergillus versicolor QC 812
identification
Soil-Derived Aspergillus versicolor
IC 50 values
configuration
HeLa cells
2 D NMR
d-proline
congener
hexacyclic
asperversiamide H
diketopiperazine
1 D
isolation
tricyclic
6.4 μ M
spectroscopic analysis
Linearly Fused Prenylated Indole Alkaloids
HRESIMS
Asperversiamide J