Phlenumdines D and E, new Lycopodium alkaloids from Phlegmariurus nummulariifolius, and their regulatory effects on macrophage differentiation during tumor development

April 9, 2019

Title

Phlenumdines D and E, new Lycopodium alkaloids from Phlegmariurus nummulariifolius, and their regulatory effects on macrophage differentiation during tumor development

Author

Waka Nakayama, Yukio Fujiwara, Yasuhiro Kosuge, Orawan Monthakantirat, Kazumi Fujikawa, Santi Watthana, Susumu Kitanaka, Toshiaki Makino, Kan’ichiro Ishiuchi

Year

2019

Journal

Phytochemistry Letters

Abstract

Two new Lycopodium alkaloids, phlenumdines D (1) and E (2), have been isolated from the club moss Phlegmariurus nummulariifolius (Blume) Ching along with ten known compounds (3−12), and the structures were elucidated by spectroscopic analyses. The absolute configurations of 1 and 2 were established by chemical conversion and modified Mosher’s method, respectively. Phlenumdines E (2), A (8), hupermine A (12), and 12-epi-lycopodine-N-oxide (14) exhibited an inhibitory effect on interleukin 10 (IL-10)-induced expression of CD163, a M2 phenotype marker, in human monocyte-derived macrophages (HMDMs).

Instrument

J-725

Keywords

Circular dichroism, Stereochemistry, Pharmaceutical