New immunosuppressive cyclomyrsinol diterpenes from Euphorbia kopetdaghi Prokh

Syed Mustafa Ghanadian, Abdul Majid Ayatollahi, Osman Mesaik Mohammed Ahmed Hassan, Omer Mohamed Abdalla

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Aceton: chloroform (1: 2) extracts of the aerial parts of Euphorbia kopetdaghi Prokh. (Euphorbiaceae) were investigated for its diterpenoids and afforded three new five-membered ring, pentacyclic myrisinane polyester comprised of 3,5,10-O-triacetyl-8-O-isobutanoyl-14-O-benzoylcyclomyrsinol (1), 3,5,10,14-O-tetraacetyl-8-O-(2′-methyl butanoyl)-cyclomyrsinol (2) and 3,5,10,14-O-tetracetyl-8-O-isobutanoylcyclomyrsinol (3). The structures were elucidated based on 13C- and 1H-NMR as well as 2D-NMR, IR and different MS spectra and the immunomodulation activity for compound 1 was evaluated through lymphocyte proliferation assay, IL-2 assay, oxidative burst of phagocytic leukocytes and through their cytotoxicity on two cell lines. Compound 1 showed significant suppressive activity against phytohemagglutinin- activated T-cell proliferation with an IC50 of 1.83 μg mL -1, IL-2 suppressive activity with an IC50 of 19.0 μg mL-1 and oxidative burst suppressive activity with an IC50 of 1.6 μg mL-1 and ignorable cytotoxic effect on the CC-1 rat hepatocyte and 3T3-L1 mouse fibroblast cell-lines.

Original languageEnglish
Pages (from-to)246-254
Number of pages9
JournalNatural Product Research
Volume27
Issue number3
DOIs
Publication statusPublished - 1 Feb 2013
Externally publishedYes

Fingerprint

Euphorbia
immunosuppressive agents
Diterpenes
Immunosuppressive Agents
diterpenoids
Inhibitory Concentration 50
Interleukin-2
inhibitory concentration 50
Assays
Respiratory Burst
Cells
Nuclear magnetic resonance
interleukin-2
Polyesters
T-cells
Lymphocytes
cytotoxicity
Cell proliferation
Phytohemagglutinins
Fibroblasts

Keywords

  • cytotoxicity
  • immunomodulation
  • NMR spectra
  • terpenoids

ASJC Scopus subject areas

  • Plant Science
  • Biochemistry
  • Analytical Chemistry
  • Organic Chemistry

Cite this

Ghanadian, S. M., Ayatollahi, A. M., Mohammed Ahmed Hassan, O. M., & Abdalla, O. M. (2013). New immunosuppressive cyclomyrsinol diterpenes from Euphorbia kopetdaghi Prokh. Natural Product Research, 27(3), 246-254. https://doi.org/10.1080/14786419.2012.671318

New immunosuppressive cyclomyrsinol diterpenes from Euphorbia kopetdaghi Prokh. / Ghanadian, Syed Mustafa; Ayatollahi, Abdul Majid; Mohammed Ahmed Hassan, Osman Mesaik; Abdalla, Omer Mohamed.

In: Natural Product Research, Vol. 27, No. 3, 01.02.2013, p. 246-254.

Research output: Contribution to journalArticle

Ghanadian, SM, Ayatollahi, AM, Mohammed Ahmed Hassan, OM & Abdalla, OM 2013, 'New immunosuppressive cyclomyrsinol diterpenes from Euphorbia kopetdaghi Prokh', Natural Product Research, vol. 27, no. 3, pp. 246-254. https://doi.org/10.1080/14786419.2012.671318
Ghanadian, Syed Mustafa ; Ayatollahi, Abdul Majid ; Mohammed Ahmed Hassan, Osman Mesaik ; Abdalla, Omer Mohamed. / New immunosuppressive cyclomyrsinol diterpenes from Euphorbia kopetdaghi Prokh. In: Natural Product Research. 2013 ; Vol. 27, No. 3. pp. 246-254.
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