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New Indole Diketopiperazine Alkaloids from Soft Coral‐Associated Epiphytic Fungus <i>Aspergillus versicolor</i> CGF 9‐1‐2

Jinshan Hu, Yu‐Pei He, Feng‐Guo Zhou, Pingping Wu, Leyi Chen, Ni Cheng, Zekun Zhang, Xi‐Ji Xiao, Lin‐Kun An, Xixin He, Cui‐Xian Zhang

2023Chemistry & Biodiversity11 citationsDOIOpen Access PDF

Abstract

Abstract Two new indole diketopiperazine alkaloids (IDAs), (+)19‐ epi ‐sclerotiamide ( 1 ) and (−)19‐ epi ‐sclerotiamide ( 2 ), along with 13 known analogs ( 3 – 15 ), were isolated from a soft coral‐associated epiphytic fungus Aspergillus versicolor CGF 9‐1‐2. The structures of two new compounds were established based on the combination of HR‐ESI‐MS, 1D and 2D NMR spectroscopy, optical rotation measurements and quantum chemical 13 C‐NMR, the absolute configurations were determined by experimental and electronic circular dichroism (ECD) calculations. The results of molecular docking showed that all the compounds had a good binding with TDP1, TDP2, TOP1, TOP2, Ache, NLRP3, EGFR, EGFR L858R, EGFR T790M and EGFR T790/L858. Biological evaluation of compounds 3 , 6 , 8 , 11 showed that 3 exerted a strong inhibitory effect on TDP2 with a rate of 81.72 %.

Topics & Concepts

Aspergillus versicolorChemistryStereochemistryIndole testCircular dichroismTwo-dimensional nuclear magnetic resonance spectroscopyDocking (animal)Nuclear magnetic resonance spectroscopyCoralFungusBiochemistryAspergillusBotanyBiologyNursingMedicineEcologyMicrobial Natural Products and BiosynthesisMarine Sponges and Natural ProductsGenomics and Phylogenetic Studies