Beilstein Journal of Organic Chemistry (Sep 2016)

Varioloid A, a new indolyl-6,10b-dihydro-5aH-[1]benzofuro[2,3-b]indole derivative from the marine alga-derived endophytic fungus Paecilomyces variotii EN-291

  • Peng Zhang,
  • Xiao-Ming Li,
  • Xin-Xin Mao,
  • Attila Mándi,
  • Tibor Kurtán,
  • Bin-Gui Wang

DOI
https://doi.org/10.3762/bjoc.12.188
Journal volume & issue
Vol. 12, no. 1
pp. 2012 – 2018

Abstract

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A new indolyl-6,10b-dihydro-5aH-[1]benzofuro[2,3-b]indole derivative, varioloid A (1), was isolated from the marine alga-derived endophytic fungus Paecilomyces variotii EN-291. Its structure was elucidated on the basis of extensive analysis of 1D and 2D NMR data and the absolute configuration was determined by time-dependent density functional theory-electronic circular dichroism (TDDFT-ECD) calculations. A similar compound, whose planar structure was previously described but the relative and absolute configurations and 13C NMR data were not reported, was also identified and was tentatively named as varioloid B (2). Both compounds 1 and 2 exhibited cytotoxicity against A549, HCT116, and HepG2 cell lines, with IC50 values ranging from 2.6 to 8.2 µg/mL.

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