Carbon-nitrogen Bond Formation to Construct Novel Polyketide-indole Hybrids from the Indole-3-carbinol Exposed Culture of

Overview

Journal Synth Syst Biotechnol

Specialty Biotechnology

Date 2022 Apr 7

PMID 35387230

Authors

Li Ping Lin

Min Wu

Nan Jiang

Wei Wang

Ren Xiang Tan

Affiliations

Soon will be listed here.

Abstract

A plenty of cytochrome P450s have been annotated in the genome. Inspired by the fact that some P450s have been reported to catalyze the carbon-nitrogen (C-N) bond formation, we were curious about whether hybrids through C-N bond formation could be generated in the indole-3-carbinol (I3C) exposed culture of . As expected, two skeletally undescribed polyketide-indole hybrids, designated as indolpolyketone A and B ( and ), were isolated and assigned to be constructed through C-N bond formation. Their structures were elucidated by 1D and 2D NMR spectra. The absolute configurations of and were determined by comparing the recorded and calculated electronic circular dichroism (ECD) spectra. Furthermore, the plausible biosynthetic pathways for and were proposed. Compounds and exhibited significant antiviral activity against H1N1 with IC values of 45.2 and 31.4 μM, respectively. In brief, compounds and were reported here for the first time and were the first example of polyketide-indole hybrids pieced together through C-N bond formation in the I3C-exposed culture of . Therefore, this study expands the knowledge about the chemical production of through precursor-directed biosynthesis (PDB).

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