TY - JOUR
T1 - Epigenetic stimulation of polyketide production in Chaetomium cancroideum by an NAD+-dependent HDAC inhibitor
AU - Asai, Teigo
AU - Morita, Shuntaro
AU - Taniguchi, Tohru
AU - Monde, Kenji
AU - Oshima, Yoshiteru
N1 - Funding Information:
This work was supported by JSPS KAKENHI (grant no. 26460117 to T. Asai, 26702034 to T. Taniguchi, and 25293022 to Y. Oshima) from Japan Society for the Promotion of Science (JSPS). This work was partially supported by the Platform Project for Supporting in Drug Discovery and Life Science Research (Platform for Drug Discovery, Informatics, and Structural Life Science) from the Ministry of Education, Culture, Sports, Science and Technology (MEXT) and Japan Agency for Medical Research and development (AMED). We thank Dr Eiichi N. Kodama of the Graduate School of Medicine/Tohoku Medical Megabank Organization, Tohoku University, and Dr Teruo Kuroda of the Department of Microbiology, Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University for their biological screening.
Publisher Copyright:
© 2016 The Royal Society of Chemistry.
PY - 2016
Y1 - 2016
N2 - Exposure of the fungus Chaetomium cancroideum to an NAD+-dependent HDAC inhibitor, nicotinamide, enhanced the production of aromatic and branched aliphatic polyketides, which allowed us to isolate new secondary metabolites, chaetophenol G and cancrolides A and B. Their structures were determined using spectroscopic analyses, and their absolute configuration was elucidated by electronic circular dichroism (ECD), vibrational circular dichroism (VCD), and chemical transformations. Biosynthesis of the branched aliphatic polyketide skeletons in cancrolides A and B was evidenced by conducting a feeding experiment using compounds labeled with a 13C stable isotope.
AB - Exposure of the fungus Chaetomium cancroideum to an NAD+-dependent HDAC inhibitor, nicotinamide, enhanced the production of aromatic and branched aliphatic polyketides, which allowed us to isolate new secondary metabolites, chaetophenol G and cancrolides A and B. Their structures were determined using spectroscopic analyses, and their absolute configuration was elucidated by electronic circular dichroism (ECD), vibrational circular dichroism (VCD), and chemical transformations. Biosynthesis of the branched aliphatic polyketide skeletons in cancrolides A and B was evidenced by conducting a feeding experiment using compounds labeled with a 13C stable isotope.
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U2 - 10.1039/c5ob01595b
DO - 10.1039/c5ob01595b
M3 - Article
C2 - 26549741
AN - SCOPUS:84953309649
VL - 14
SP - 646
EP - 651
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
SN - 1477-0520
IS - 2
ER -