4.7 Article

Spiroaspertrione A, a Bridged Spirocyclic Meroterpenoid, as a Potent Potentiator of Oxacillin against Methicillin-Resistant Staphylococcus aureus from Aspergillus sp TJ23

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 6, Pages 3125-3131

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b00056

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Funding

  1. Program for New Century Excellent Talents in University, State Education Ministry of China [NCET-2008-0224]
  2. National Natural Science Foundation of China [81573316, 31370372, 31270395, 31570361, 21502057, 81641129]

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Bioassay-guided isolation of cultures of Aspergillus sp. TJ23 yielded a novel terpene-polyketide hybrid spiromeroterpenoid, spiroaspertrione A (1), bearing a unique spiro[bicydo[3.2.2]nonane-2,1'-cyclohexane] carbocydic skeleton, and a new biointermediate, andiconin B (2). Their structures and absolute configurations were elucidated by spectroscopic analyses, single-crystal X-ray diffraction, and electronic circular dichroism calculations. Compound 1 demonstrated potent resensitization of oxacillin against methicillin-resistant Staphylococcus aureus by lowering the oxacillin minimal inhibitory concentration up to 32-fold from 32 to 1 mu g/mL.

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