Abstract

Chemical epigenetic manipulation was applied to a deep marine-derived fungus, Aspergillus sp. SCSIOW3, resulting in significant changes of the secondary metabolites. One new diphenylether-O-glycoside (diorcinol 3-O-α-D-ribofuranoside), along with seven known compounds, were isolated from the culture treated with a combination of histone deacetylase inhibitor (suberohydroxamic acid) and DNA methyltransferase inhibitor (5-azacytidine). Compounds 2 and 4 exhibited significant biomembrane protective effect of erythrocytes. 2 also showed algicidal activity against Chattonella marina, a bloom forming alga responsible for large scale fish deaths.

Highlights

  • With the recent completion of fungal genomes, it has become clear that the number of gene clusters encoding secondary metabolites greatly outnumbers the characterized compounds from these organisms [1]

  • This is the first report about diphenyl esters against Chattonella marina

  • The present study aimed at activating silent biosynthetic pathways of secondary metabolites and identifying active novel compounds from fungi

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Summary

Introduction

With the recent completion of fungal genomes, it has become clear that the number of gene clusters encoding secondary metabolites greatly outnumbers the characterized compounds from these organisms [1]. We successfully obtained four new eremophilane-type we successfully from obtained fourmarine new eremophilane-type sesquiterpenes from a deep marine derived sesquiterpenes a deep derived fungi, Aspergillus sp. Combination of SBHA and 5-AZA [8]. One member of this set, Aspergillus sp. EtOAc extract of this culture was scaled-up and separated for further study. The EtOAc extract of this culture was scaled-up and separated by by using column chromatography and semi-preparativeHPLC, HPLC,resulting resultingininthe theisolation isolation of of one one new using column chromatography and semi-preparative new compound, diorcinol. EtOAc extracts of untreated (a) and 5-Aza. EtOAc extracts of untreated (a) and 5-Aza. (A) HPLC-UV chromatogram at 254 nm of EtOAc extracts of untreated (a) and SBHA 1+

C19 H22 Oof
Erythrocyte membrane protection activity of compound
General Experimental Procedures
Strain
Acid Hydrolysis and GCMS Analysis of Compound 1
Antioxidant Assays
Algicidal Activity
Conclusions
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