作者: Tomoyuki FUJITA , Daisuke MAKISHIMA , Kohki AKIYAMA , Hideo HAYASHI
DOI: 10.1271/BBB.66.1697
关键词: Conformational change 、 Isomerization 、 Penicillium brasilianum 、 Conformational isomerism 、 Fractionation 、 Fermentation 、 Chemistry 、 Amide bonds 、 Deuterium 、 Stereochemistry 、 Biotechnology 、 Organic chemistry 、 Analytical chemistry 、 Applied Microbiology and Biotechnology 、 Biochemistry 、 Molecular biology 、 General Medicine
摘要: New convulsive compounds, brasiliamides A (1) and B (2), were isolated by activity-guided fractionation from okara fermented with a soil isolate of Penicillium brasilianum Batista JV-379. Their structures elucidated on the basis spectral chemical evidence X-ray crystallography hydrogenated product 2. In 1H- 13C-NMR spectra 2, signals complicated, all being doubled or broadened in several deuterated solvents at room temperature. The conformational change 2 was clarified as rotational isomerization amide bonds solution NMR measurements various temperatures. Four rotamers two presented −60°C CDCl3, whereas only isomers apparent temperature, owing to rapid rotation one bonds. Brasiliamides respectively showed activity against silkworms ED50 values 300 50 μg/g diet.