Benzophenone and chromone derivatives and their dimers from the scale-insect pathogenic fungus Orbiocrella petchii BCC 51377

Masahiko Isaka, Somporn Palasarn, Wilunda Choowong, Kyohei Kawashima, Seiji Mori, Suchada Mongkolsamrit, Donnaya Thanakitpipattana

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)

Abstract

A benzophenone derivative, orbiophenone A, and its homodimer, orbiocrellone A, a chromone derivative, orbiochromone A, four benzophenone–chromone heterodimers, orbiocrellones B–E, and a benzophenone–tetrahydroxanthone dimer, ent-secalonic acid I, were isolated from cultures of the scale-insect pathogenic fungus Orbiocrella petchii BCC 51377. Their structures were elucidated by spectroscopic analyses and chemical correlations. Orbiochromone A was isolated for the first time as an optically active natural product, and its absolute configuration was determined by the ECD spectrum combined with TD-DFT calculations. Four of the dimeric compounds, orbiocrellones B–D and ent-secalonic acid I, exhibited antimalarial activity against Plasmodium falciparum K1 with IC50 values of 5.7, 5.6, 14, and 5.5 μM, respectively.

Original languageEnglish
Article number130646
JournalTetrahedron
Volume75
Issue number45
DOIs
Publication statusPublished - Nov 8 2019
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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