A pyrrocidine derivative produced by fungus Neonectria ramulariae In-2 isolated from a Beetle Holotrichia picea

Yoshihito Shiono, Mariko Furukawa, Takuya Koseki, Eunsang Kwon, Andreas Hendracipta Kurniawan, Satoru Sato, Desi Harneti, Rani Maharani, Unang Supratman, Shota Uesugi, Ken ichi Kimura

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

A new pyrrocidine A derivative, 19-epi-pyrrocidine A (1) was isolated from the insect–derived fungus Neonectria ramulariae In-2, together with known pyrrocidine A (2). The structure of 1 was determined by extensive 1D- and 2D-NMR, and MS spectral analyses. The absolute configuration of 2 was confirmed for the first time by X-ray crystallography. Compound 1 exhibited cytotoxicity against human acute promyelocytic leukemia HL60 cells (IC50 2.05 μM). In addition, semi-synthetic compounds 19-O-methyl-pyrrocidine A (3), 19-O-acetyl-pyrrocidine A (4), and 1,2-4,5-17,18-triepoxy-pyrrocidine A (5) were found to possess significant cytotoxicity, with IC50 values of 0.66 μM, 0.19 μM, and 2.00 μM, respectively.

Original languageEnglish
Pages (from-to)120-124
Number of pages5
JournalPhytochemistry Letters
Volume26
DOIs
Publication statusPublished - 2018 Aug

Keywords

  • 19-epi-Pyrrocidine A
  • HL60
  • Holotrichia picea
  • Neonectria ramulariae
  • Pyrrocidine A

ASJC Scopus subject areas

  • Biotechnology
  • Biochemistry
  • Agronomy and Crop Science
  • Plant Science

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