Structures and biological activities of azaphilones produced by Penicillium sp. KCB11A109 from a ginseng field

Sangkeun Son, Sung Kyun Ko, Jong Won Kim, Jae Kyoung Lee, Mina Jang, In Ja Ryoo, Gwi Ja Hwang, Min Cheol Kwon, Kee Sun Shin, Yushi Futamura, Young Soo Hong, Hyuncheol Oh, Bo Yeon Kim, Masashi Ueki, Shunji Takahashi, Hiroyuki Osada, Jae Hyuk Jang, Jong Seog Ahn*

*この研究の対応する著者

研究成果: Article査読

23 被引用数 (Scopus)

抄録

Twelve metabolites, including five highly oxygenated azaphilones, geumsanols A-E, along with seven known analogues were isolated from Penicillium sp. KCB11A109, a fungus derived from a ginseng field. Their structures were assigned by spectroscopic means (NMR and MS), and stereochemistries were determined by extensive spectroscopic analyses (1H-1H coupling constants, NOESY, and HETLOC) and chemical derivatizations (modified Mosher's method and acetonide formation). The isolates were evaluated for their anticancer, antimicrobial, antimalarial activities, and phenotypic effects in zebrafish development. Of these compounds possessing no pyranoquinone core, only geumsanol E exhibited cytotoxic activities and toxic effects on zebrafish embryos, suggesting that a double bond at C-11 and C-12 is important for biological activity.

本文言語English
ページ(範囲)154-164
ページ数11
ジャーナルPhytochemistry
122
DOI
出版ステータスPublished - 2016 2月 1
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 分子生物学
  • 植物科学
  • 園芸学

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