Two new compounds from Apiospora xenocordella culture medium and their inhibitory effects on TNF-α-induced ROS generation and MMP-1 secretion

Haeun Kwon, Hee Woon Ann, Jin Su Lee, Jaeyoung Kwon, Keunwan Park, Yuanqiang Guo, Bang Yeon Hwang, Jae Jin Kim, Joung Han Yim, Il Chan Kim, Dae Sik Jang, Sullim Lee, Dongho Lee

Research output: Contribution to journalArticlepeer-review

Abstract

A new cytosporin derivative (1) and a new phenolic compound (2), together with cytosporin D (3), were isolated from an EtOAc extract of Apiospora xenocordella culture medium. The isolation workflow was guided by a Molecular Networking-based dereplication strategy. The chemical structures of the new compounds were determined by using MS and NMR spectroscopic techniques, and the absolute configurations were established by the modified Mosher's method and quantum chemical calculation of electronic circular dichroism. UV radiation activates pro-inflammatory cytokines, such as TNF-α, a major contributor to skin aging through ROS generation and MMP-1 secretion. Cytosporin D (3) exhibited the inhibition of TNF-α-induced ROS and MMP-1. UV radiation activates pro-inflammatory cytokines including TNF-α which is a major contributor to skin aging through reactive oxygen species (ROS) generation and matrix metalloproteinase-1 (MMP-1) secretion. Cytosporin D (3) exhibited moderate inhibition against TNF-α-induced ROS and MMP-1. This compound docked computationally into the active site of MMP-1 (−5.9 kcal/mol). Compound 1, though not tested due to limited quantity, showed a docking simulation result (−6.0 kcal/mol) similar to cytosporin D (3), indicating potential activity.

Original languageEnglish
Pages (from-to)38-43
Number of pages6
JournalPhytochemistry Letters
Volume65
DOIs
Publication statusPublished - Feb 2025

Bibliographical note

Publisher Copyright:
© 2024 Phytochemical Society of Europe

Keywords

  • Apiospin
  • Apiospora xenocordella
  • Cytosporin Z
  • MMP-1 secretion
  • Molecular Networking
  • ROS generation

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