2. Academic Validation
  3. The discovery of an anti-inflammatory monoterpenoid, neoroseoside from the Zea mays

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

  • Bioorg Med Chem Lett. 2024 Jun 1:105:129737. doi: 10.1016/j.bmcl.2024.129737.
Hui Tan 1,  Hyun-Jin Lee 2,  Prima F Hillman 1,  Eun-Young Lee 1,  Chaeyoung Lee 1,  Eun Kyoung Seo 3,  Mi Ja Lee 4,  Sang-Jip Nam 5
Affiliations

Affiliations

  • 1 Department of Chemistry and Nanoscience, Ewha Womans University, Seoul 03760, Republic of Korea.
  • 2 Crop Foundation Research Division, National Institute of Crop Science (NICS), Rural Development Administration (RDA), Wanju 55365, Republic of Korea; Department of Oriental Medicine Resources, Jeonbuk National University, Iksan, Jeonbuk 54596, Republic of Korea.
  • 3 Graduate School of Pharmaceutical Sciences, College of Pharmacy, Ewha Womans University, Seoul 03760, Republic of Korea.
  • 4 Crop Foundation Research Division, National Institute of Crop Science (NICS), Rural Development Administration (RDA), Wanju 55365, Republic of Korea. Electronic address: [email protected].
  • 5 Department of Chemistry and Nanoscience, Ewha Womans University, Seoul 03760, Republic of Korea. Electronic address: [email protected].
PMID: 38599297 DOI: 10.1016/j.bmcl.2024.129737
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.

Keywords

Anti-inflammatory; ECD spectra; Monoterpenoid; Optical rotation; Zea mays.

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