A5081328994- Microbial Natural Products and Biosynthesis
- Cyclization and Aryne Chemistry
- Marine Sponges and Natural Products
- Synthetic Organic Chemistry Methods
- Phytochemistry and Biological Activities
- Microbial Metabolism and Applications
- Phytochemical compounds biological activities
- Genomics and Phylogenetic Studies
- Chemical synthesis and alkaloids
- Carbohydrate Chemistry and Synthesis
- Natural product bioactivities and synthesis
- Computational Drug Discovery Methods
- Plant biochemistry and biosynthesis
- Sesquiterpenes and Asteraceae Studies
Seoul National University
2022-2023
The logical and effective discovery of macrolactams, structurally unique natural molecules with diverse biological activities, has been limited by a lack targeted search methods. Herein, method for macrolactams was devised coupling genomic signature-based PCR screening bacterial DNA library spectroscopic early identification macrolactams. facilitated the efficient selection 43 potential macrolactam-producing strains (3.6% 1,188 screened). amplicons amine-deprotecting enzyme-coding genes were...
A targeted and logical discovery method was devised for natural products containing piperazic acid (Piz), which is biosynthesized from ornithine by l-ornithine N-hydroxylase (KtzI) N-N bond formation enzyme (KtzT). Genomic signature-based screening of a bacterial DNA library (2020 strains) using polymerase chain reaction (PCR) primers targeting ktzT identified 62 strains (3.1%). The PCR amplicons KtzT-encoding genes were phylogenetically analyzed to classify the 23 clades into two...
A genomic and spectroscopic signature-based search revealed a cycloaromatized enediyne, jejucarboside (1), from marine actinomycete strain. The structure of 1 was determined as new cyclopenta[a]indene glycoside bearing carbonate functionality by nuclear magnetic resonance, high-resolution mass spectrometry (MS), MS/MS, infrared spectroscopy, modified Mosher's method. An iterative enediyne synthase pathway has been proposed for the putative biosynthesis analysis. Jejucarboside exhibited...
Four new chlorinated cycloaromatized enediyne compounds, jejucarbosides B–E (1–4), were discovered together with previously-identified jejucarboside A from a marine actinomycete strain. Compounds 1–4 identified as cyclopenta[a]indene glycosides based on 1D and 2D nuclear magnetic resonance, high-resolution mass spectrometry, circular dichroism (CD) spectra. Jejucarbosides B E bear carbonate functional group whereas C D are variants possessing 1,2-diol by losing the functionality. It is...
Two new macrocyclic secondary metabolites, glycosyl-migrastatin (1) and 5-hydroxy-migrastatin (2), were isolated from a gut bacterium Kitasatospora sp. JL24 in dung beetle Onthophagus lenzii. Based on comprehensive analysis of the nuclear magnetic resonance (NMR), MS, UV spectroscopic data, planar structures 1 2 successfully identified as derivatives migrastatin. Compound was first glycosylated member migrastatin family. The absolute configuration sugar moiety determined to be d-glucose...
2,2-Dimethyl-3-hydroxy-4-(1'-angeloyloxy)-6-acetylchromane is a natural product isolated from Ageratina grandifolia that exhibits inhibitory activity against yeast α-glucosidase. Initially, its structure was proposed to be 4-hydroxy-3-((S)-1'-angeloyloxy-(R)-2',3'-epoxy-3'-methyl)butylacetophenone with an epoxide, but the later revised 2,2-dimethyl-3R-hydroxy-4S-(1-angeloyloxy)-6-acetylchromane. In this study, we present total synthesis of...