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Actin depolymerizing effect of trisoxazole-containing macrolides.

Soon-Chun Chung1, So-Hyoung Lee, Kyoung Hwa Jang

  • 1Department of Agricultural Biotechnology, College of Agriculture and Life Science, Seoul National University, 599 Gwanak-ro, Gwanak-gu, Seoul 151-921, Republic of Korea.

Bioorganic & Medicinal Chemistry Letters
|May 10, 2011
PubMed
Summary
This summary is machine-generated.

Marine sponge compounds were tested for actin depolymerizing effects. (19Z)-halichondramide (5) was identified as a potent new agent, four times stronger than halichondramide (1), and both showed antifungal activity.

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Area of Science:

  • Marine natural products chemistry
  • Biochemistry of cytoskeletal proteins
  • Pharmacology of antifungal agents

Background:

  • Marine sponges are a rich source of structurally diverse secondary metabolites.
  • Actin cytoskeleton dynamics are crucial for various cellular processes.
  • Macrolides from marine organisms have shown diverse biological activities.

Purpose of the Study:

  • To isolate and characterize oxazole-containing macrolides from Chondrosia corticata.
  • To evaluate the actin depolymerizing activity of these compounds.
  • To identify novel agents targeting the actin cytoskeleton and assess their antifungal potential.

Main Methods:

  • Isolation and structural elucidation of macrolides from Chondrosia corticata.
  • In vitro assay of actin depolymerizing activity using pyrene F-actin fluorescence.
  • Antifungal activity screening against relevant pathogens.
  • Preliminary structure-activity relationship analysis.

Main Results:

  • Five oxazole-containing macrolides (1-5) were isolated.
  • (19Z)-halichondramide (5) was identified as a novel actin depolymerizing agent.
  • Compound 5 exhibited fourfold greater potency than compound 1 in actin depolymerization.
  • Compounds 1 and 5 demonstrated significant antifungal activity.

Conclusions:

  • The marine sponge Chondrosia corticata yields bioactive oxazole-containing macrolides.
  • (19Z)-halichondramide is a potent new inhibitor of actin polymerization.
  • These compounds represent potential leads for antifungal drug development and cytoskeleton-targeting agents.