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The discovery of an anti-inflammatory monoterpenoid, neoroseoside from the Zea mays

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Abstract

A new monoterpenoid, neoroseoside (1), along with two previously reported compounds, 2″-O-α-L-rhamnosyl-6-C-fucosylluteolin (2) and farobin A (3) were isolated from the Zea mays. The structure of compound 1 was determined through the analysis spectroscopic data, including mass spectrometry (MS), infrared (IR) spectroscopy, and nuclear magnetic resonance (NMR) data. The absolute configurations of 1 were deduced from the comparing the values of optical rotations and from the interpretation of electronic circular dichroism (ECD) spectra. Compounds 2 and 3 displayed moderate antibacterial activity against Streptococcus mutans ATCC 25175 (inhibition rates 24 % and 28 %, respectively) and Streptococcus sobrinus ATCC 33478 (inhibition rate of 26 %), at a concentration of 100 μg/mL, whereas compound 1 did not have any significant antibacterial activities. The compounds 1–3 also showed anti-inflammatory activity on cytokine IL-6 and TNF-α.

Original languageEnglish
Article number129737
JournalBioorganic and Medicinal Chemistry Letters
Volume105
DOIs
StatePublished - 1 Jun 2024

Bibliographical note

Publisher Copyright:
© 2024 Elsevier Ltd

Keywords

  • Anti-inflammatory
  • ECD spectra
  • Monoterpenoid
  • Optical rotation
  • Zea mays

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