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

Hui Tan, Hyun jin Lee, Prima F. Hillman, Eun Young Lee, Chaeyoung Lee, Eun Kyoung Seo, Mi Ja Lee, Sang Jip Nam

Research output: Contribution to journalArticlepeer-review

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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