Journal
TETRAHEDRON LETTERS
Volume 55, Issue 35, Pages 4888-4891Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2014.06.096
Keywords
Chemical epigenetic modification; Marine-derived fungus; Cochliobolus lunatus; Resorcylic acid lactones
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Funding
- National Natural Science Foundation of China [41130858, 41322037, 41376145]
- Program for New Century Excellent Talents in University, Ministry of Education of China [NCET-11-0472]
- Fundamental Research Funds for the Central Universities [201122005]
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Chemical epigenetic manipulation was applied to the marine-derived fungus Cochliobolus lunatus (TA26-46) with histone deacetylase inhibitors, resulting in significant changes of the secondary metabolites. Two new 14-membered resorcylic acid lactones characterized with bromine substitution, 5-bromozeaenol (1) and 3,5-dibromozeaenol (2), together with four known analogues (3-6), were isolated from the culture treated with sodium butyrate. The absolute configurations of 1 and 2 were assigned by CD spectra and chemical conversion. Compounds 1 and 2 represent the first example of natural brominated resorcylic acid lactones. These brominated lactones were exclusively obtained from C lunatus (TA26-46) following epigenetic modifying treatments. (C) 2014 Elsevier Ltd. All rights reserved.
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