Targeted Isolation of Indole Alkaloids from Streptomyces sp. CT37

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Qing FangHai Deng

Abstract

Four compounds (1-4) were isolated from the extracts of Streptomyces sp. CT37 using bioassay in conjunction with mass spectrometric molecular networking (MN) driven isolation. Their complete structures were established by high-resolution electrospray ionization mass spectrometry (HR-ESIMS), and 1D and 2D nuclear magnetic resonance (NMR) data. Legonimide 1 was identified as a new alkaloid containing a rare linear imide motif in its structure, while compounds 2-4 were already known and their structures were elucidated as 1H-indole-3-carbaldehyde, actinopolymorphol B, (2R,3R)-1-phenylbutane-2,3-diol, respectively. The biosynthetic pathways of 1-4 were proposed based on the reported biogenesis of indole alkaloids in literature. Bioactivity tests for 1 and 2 revealed moderate growth inhibition activity against Candida albicans ATCC 10231 with MIC95 values of 21.54 µg/mL and 11.47 µg/mL, respectively.

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Citations

Feb 9, 2021·Synthetic and Systems Biotechnology·Qing FangHai Deng

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Methods Mentioned

BETA
NMR
nuclear magnetic resonance
infrared spectroscopy

Software Mentioned

Feature Molecular Networking ( FBMN )
Cytoscape
ProteoWizard MSconvert
MZMINE
DEREPLICATOR

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