Novel neuroprotective hydroquinones with a vinyl alkyne from the fungus, Pestalotiopsis microspora

Kazuki Kanno, Yukine Tsurukawa, Shinji Kamisuki, Hisanobu Shibasaki, Keita Iguchi, Hironobu Murakami, Jumpei Uchiyama, Kouji Kuramochi

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)

Abstract

New hydroquinone derivatives bearing a vinyl alkyne, pestalotioquinols A and B, were isolated from a fungal culture broth of Pestalotiopsis microspora. The structures of these novel compounds were determined by interpretation of spectroscopic data (1D/2D NMR, MS, and IR), and the absolute configuration of the stereogenic center of pestalotioquinol A was assigned using the modified Mosher’s method. Nerve growth factor-differentiated neuronal PC12 cells were pretreated with pestalotioquinols A and B and removed from the medium, and then treated with a generator of peroxynitrite (ONOO), a reactive nitrogen species, to induce cell death. The cytotoxicity of the treated cells was assessed by measuring lactate dehydrogenase leakage. As a result, 1–3 μM pretreatment of pestalotioquinols A and B rescued neuronal PC12 cells from peroxynitrite-induced cytotoxicity and the protective activity was sustained after removing each compound from the medium. These results demonstrate that pestalotioquinol derivatives are a new class of hydroquinones possessing a vinyl alkyne and exhibiting relatively high neuroprotective effects.

Original languageEnglish
Pages (from-to)793-799
Number of pages7
JournalJournal of Antibiotics
Volume72
Issue number11
DOIs
Publication statusPublished - Nov 1 2019
Externally publishedYes

ASJC Scopus subject areas

  • Pharmacology
  • Drug Discovery

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