New alkaloidal metabolites from cultures of entomopathogenic fungus Cordyceps takaomontana NBRC 101754

June 29, 2020

Title

New alkaloidal metabolites from cultures of entomopathogenic fungus Cordyceps takaomontana NBRC 101754

Author

Maichi Hama, Abdelsamed I. Elshamya, Tatsuro Yoneyama, Yusuke Kasai, Hirohumi Yamamoto, Kana Tanigawa, Ayari Oshiro, Masaaki Noji, Sayaka Ban, Hiroshi Imagawa, Akemi Umeyama

Year

2019

Journal

Fitoterpia

Abstract

Two new alkaloidal metabolites, cordytakaoamides A (1) and B (2), as well as, 2-[(2-hydroxyethyl) amino] benzoic acid (3) and 2E-decenamide (4), and three known compounds (5–7) were isolated from ethyl acetate and n-butanol soluble portions of the entomopathogenic fungus, Cordyceps takaomontana NBRC 101754. Compounds 3 and 4 were isolated here for first time from natural resources. The chemical structures were established depending upon spectroscopic techniques such as 1D, 2D NMR, and HRMS. The absolute configuration of 1 and 2 was elucidated via the total synthesis of 1 as well as the experimental circular dichroism. Compound 3 was confirmed by a signal crystal X-ray analysis.

Instrument

J-810

Keywords

Circular dichroism, Absolute configuration, Stereochemistry, Agriculture and environmental, Natural products, Pharmaceutical