Synthesis-enabled conformational assignment of natural <i>N</i> -acyl <scp>l</scp> -phenylalanine derivatives from freshwater sponge–associated <i>Micromonospora</i> sp. MS-62

This study demonstrates a concise four-step total synthesis of <i>N</i>-acyl-L-phenylalanine derivatives (P1-P5) from <i>Micromonospora</i> sp. MS-62 enabling definitive assignment of the <i>S</i> configuration at C-1' <i>via</i> single-crystal X-ray diffraction. This synthesis clarifies the stereochemistry of this natural product class and facilitates future exploration of structure-activity relationship.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-12-23
DOI
https://doi.org/10.1039/d5ob01886b
Primary Topic
Synthesis and Biological Activity
Type
article
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article

Synthesis-enabled conformational assignment of natural N -acyl l -phenylalanine derivatives from freshwater sponge–associated Micromonospora sp. MS-62

Y H Kim, Jaeyoung Kwon, Yong Han, Young-Joo Kim et al.
Organic & Biomolecular Chemistry
Synthesis and Biological Activity
article

Synthesis-enabled conformational assignment of natural N -acyl l -phenylalanine derivatives from freshwater sponge–associated Micromonospora sp. MS-62

Y H Kim, Jaeyoung Kwon, Yong Han, Young-Joo Kim, Jiyool Kim, Jueun Kang, Jinchan Sim, Taejung Kim, Young Tae Park
article en

Abstract

This study demonstrates a concise four-step total synthesis of <i>N</i>-acyl-L-phenylalanine derivatives (P1-P5) from <i>Micromonospora</i> sp. MS-62 enabling definitive assignment of the <i>S</i> configuration at C-1' <i>via</i> single-crystal X-ray diffraction. This synthesis clarifies the stereochemistry of this natural product class and facilitates future exploration of structure-activity relationship.

Organic & Biomolecular ChemistryVol. 24(3)
National Institute of Biological Resources (KR), Korea Institute of Science and Technology (KR), Korea University of Science and Technology (KR)
Life below water
Openalex Percentile: Top 34%
Synthesis and Biological Activity
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