Celludinones, new inhibitors of sterol O-acyltransferase, produced by Talaromyces cellulolyticus BF-0307

New indanones, designated celludinones A ((±)- 1 ) and B ( 2 ), were isolated from the culture broth of the fungal strain Talaromyces cellulolyticus BF-0307. The structures of celludinones were elucidated by spectroscopic data, including 1D and 2D NMR. Celludinone A was found to be a mixture of race...

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Bibliographic Details
Published in:Journal of antibiotics 2018-12, Vol.71 (12), p.1000-1007
Main Authors: Ohshiro, Taichi, Seki, Reiko, Fukuda, Takashi, Uchida, Ryuji, Tomoda, Hiroshi
Format: Article
Language:English
Subjects:
631/154/1435/2417
631/92/349
Animals
Bacteriology
Biomedical and Life Sciences
Bioorganic Chemistry
Chlorocebus aethiops
CHO Cells
Cricetinae
Cricetulus
Enzyme Inhibitors - chemistry
Enzyme Inhibitors - pharmacology
Fermentation
Humans
Isoenzymes - antagonists & inhibitors
Life Sciences
Magnetic Resonance Spectroscopy
Medicinal Chemistry
Microbiology
Organic Chemistry
Stereoisomerism
Sterol O-Acyltransferase - antagonists & inhibitors
Sterol O-Acyltransferase 2
Sterols
Talaromyces - chemistry
Toxicity
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Summary:New indanones, designated celludinones A ((±)- 1 ) and B ( 2 ), were isolated from the culture broth of the fungal strain Talaromyces cellulolyticus BF-0307. The structures of celludinones were elucidated by spectroscopic data, including 1D and 2D NMR. Celludinone A was found to be a mixture of racemic isomers ((±)- 1 ), which were isolated by a chiral column. Compounds (+)- 1 and (−)- 1 inhibited the sterol O -acyltransferase (SOAT) 1 and 2 isozymes in a cell-based assay using SOAT1- and SOAT2-expressing Chinese hamster ovary (CHO) cells, while 2 selectively inhibited the SOAT2 isozyme.
ISSN:0021-8820
1881-1469
DOI:10.1038/s41429-018-0097-0