4.8 Article

Guanahanolide A, a Meroterpenoid with a Sesterterpene Skeleton from Coral-Derived Streptomyces sp.

Journal

ORGANIC LETTERS
Volume 22, Issue 16, Pages 6399-6403

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c02208

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Funding

  1. Natural Sciences and Engineering Research Council of Canada
  2. Canada Foundation for Innovation
  3. Innovation PEI
  4. Nautilus Biosciences CRODA
  5. Jeanne and Jean-Louis Le'vesque Foundation

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A meroterpenoid, guanahanolide A (1), was purified from a fermentation extract of Streptomyces sp. RKBH-B7. The planar structure of guanahanolide A (1) was elucidated by NMR spectroscopy, revealing a meroterpenoid comprised of an unprecedented sesterterpene skeleton. Upon determination of the relative configuration of 1 through X-ray crystallography, its absolute configuration was unambiguously assigned using Mosher ester analysis. Guanahanolide A (1) showed moderate cytotoxicity against human cancer cell lines MCF-7, HTB-26, and HCT-116.

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