4.5 Article

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

Journal

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 12, Issue -, Pages 2012-2018

Publisher

BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.12.188

Keywords

bisindolyl benzenoid derivatives; cytotoxicity; marine alga-derived fungus; Paecilomyces variotii; TDDFT-ECD calculation

Funding

  1. Natural Science Foundation of China [31330009]
  2. Scientific and Technological Innovation Project of Qingdao National Laboratory for Marine Science and Technology [2015ASKJ02]
  3. Hungarian National Research Foundation (OTKA) [K105871]

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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 C-13 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 mu g/mL.

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