1. Academic Validation
  2. Norlignan glucosides from Hypoxis hemerocallidea and their potential in vitro anti-inflammatory activity via inhibition of iNOS and NF-κB

Norlignan glucosides from Hypoxis hemerocallidea and their potential in vitro anti-inflammatory activity via inhibition of iNOS and NF-κB

  • Phytochemistry. 2020 Apr:172:112273. doi: 10.1016/j.phytochem.2020.112273.
Fazila Zulfiqar 1 Shabana I Khan 2 Zulfiqar Ali 1 Yan-Hong Wang 1 Samir A Ross 2 Alvaro M Viljoen 3 Ikhlas A Khan 4
Affiliations

Affiliations

  • 1 National Center for Natural Products Research, School of Pharmacy, University of Mississippi, University, MS, 38677, United States.
  • 2 National Center for Natural Products Research, School of Pharmacy, University of Mississippi, University, MS, 38677, United States; Department of BioMolecular Sciences, School of Pharmacy, University of Mississippi, University, MS, 38677, United States.
  • 3 Department of Pharmaceutical Sciences, Tshwane University of Technology, Pretoria, 0001, South Africa.
  • 4 National Center for Natural Products Research, School of Pharmacy, University of Mississippi, University, MS, 38677, United States; Department of BioMolecular Sciences, School of Pharmacy, University of Mississippi, University, MS, 38677, United States. Electronic address: ikhan@olemiss.edu.
Abstract

Eleven diarylpentanoid/norlignan glucosides, along with five Other specialized metabolites, were isolated and characterized from the hydro-alcoholic extract of Hypoxis hemerocallidea corms. Hypoxhemerolosides A-F were found to be undescribed compounds. Curcapicycloside was isolated and identified for the first time in its original form, previously it was reported as a methylated derivative. In addition, (1S,2R)-1-(3,4-dihydroxyphenyl)-5-(4-β-D-glucopyranoxy-3-hydroxyphenyl)-1-methoxypent-4-yn-2-ol and (1S,2R)-1-(3,4-dihydroxyphenyl)-1-ethoxy-5-(4-β-D-glucopyranoxy-3-hydroxyphenyl)pent-4-yn-2-ol were isolated and characterized as artifacts, generated during extraction/isolation procedures from possible 1-(3,4-dihydroxyphenyl)-5-(4-β-D-glucopyranoxy-3-hydroxyphenyl)pent-4-yne-1,2-diol. Structure elucidation was mainly achieved by the interpretation of 1D and 2D NMR and HRESIMS data. The isolated compounds were screened for anti-inflammatory activity in terms of iNOS and NF-κB inhibition as well as for cytotoxicity. Hypoxhemerolosides C-E and obtuside A moderately inhibited nitric oxide production in LPS-stimulated mouse macrophages (RAW 264.7).

Keywords

African potato; Anti-inflammatory; Hypoxhemeroloside; Hypoxidaceae; Hypoxis hemerocallidea; Norlignan.

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