Bioactive Compounds from the Aerial Parts of Evolvulus linarioides

J Nat Prod. 2020 May 22;83(5):1515-1523. doi: 10.1021/acs.jnatprod.9b01189. Epub 2020 May 4.

Abstract

Three new caryophyllane-type sesquiterpenoids, linariophyllenes A-C (1-3), two new hamamelitol derivatives, linaritols A (4) and B (5), two new chromones, linariosides A (6) and B (7), and three known chromones, cnidimol C (8), monnieriside A (9), and undulatoside A (10), were identified from the aerial parts of Evolvulus linarioides. The structures of these compounds were elucidated by NMR, MS, and IR data. The absolute configurations of compounds 1-5 and 7 were established via electronic circular dichroism data. The anti-inflammatory potential of compounds 1-5 and 7-10 was evaluated by determining their ability to inhibit the production of nitric oxide (NO) and proinflammatory cytokine IL-1β by stimulated J774 macrophages. Compounds tested at noncytotoxic concentrations inhibited NO production by macrophages, exhibiting IC50 values between 17.8 and 66.2 μM, and inhibited IL-1β production by stimulated macrophages by 72.7-96.2%.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology
  • Cell Line
  • Cell Survival / drug effects
  • Circular Dichroism
  • Convolvulaceae / chemistry*
  • Gas Chromatography-Mass Spectrometry
  • Interleukin-1beta / antagonists & inhibitors
  • Macrophages / drug effects
  • Macrophages / metabolism
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Mice
  • Molecular Structure
  • Nitric Oxide / antagonists & inhibitors
  • Plant Components, Aerial / chemistry*
  • Plant Extracts / chemistry
  • Spectrophotometry, Infrared

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • IL1B protein, human
  • Interleukin-1beta
  • Plant Extracts
  • Nitric Oxide