New ent-kauran diterpene and antioxidant components from the seed of Ipomoea nil

Nat Prod Res. 2021 Aug;35(15):2551-2557. doi: 10.1080/14786419.2019.1686373. Epub 2019 Nov 6.

Abstract

One new ent-kauran diterpene, 7β,16β,17-trihydroxy ent-kauran 19-(6β)-olide (1), along with eight known compounds were isolated from the seed of Ipomoea nil. Isolates caffeoylquinic acid derivatives 5-9 were found for the first time in this species. All structures were identified from various spectroscopic data. trans-Caffeic acid 3, phenylpropanoid 4, and caffeoylquinic acid derivatives 5-9 could inhibit ROS generations induced in human keratinocyte HaCaT cells with IC50 values of 0.94-28.40 μM. Compounds 3 and 5-9 also had DPPH free radical scavenging properties (IC50 values, 14.86-68.27 μM), however, isolate 4 did not show inhibition effect. Generally, I. nil and its secondary metabolites 3-9 could be further applied for oxidative stress damage resulted in skin disorders.

Keywords: Ipomoea nil; anti-DPPH; anti-ROS; convolvulaceae; ent-kauran diterpenoid.

MeSH terms

  • Antioxidants / chemistry*
  • Antioxidants / pharmacology
  • Diterpenes* / pharmacology
  • Humans
  • Ipomoea nil*
  • Seeds
  • Spectrum Analysis

Substances

  • Antioxidants
  • Diterpenes