Jatrophane diterpenoids from Euphorbia mongolica as modulators of the multidrug resistance of L5128 mouse lymphoma cells

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Abstract

The dried aerial parts of Euphorbia mongolica afforded three new acylated polyhydroxy diterpenoids based on the jatrophane framework. The structures were established by means of a combination of 1D and 2D NMR techniques and mass spectrometry as (2S*,3S*,4R*,5R*,7S*,8R*,13S*, 15R*)-5α,7β,8α-triacetoxy-3β-benzoyloxy-15 β-hydroxyjatropha-6(17),11E-diene-9,14-dione (1), (2S*,3S*,4R*,5R*,7S*,8S*,9S*13 S*,15R*)-5α,7β,8α,9α,15β -pentaacet@xy-3β-benzoyloxyjatropha-6(17),11E-dien-14-one (2), and (2S*,3S*,4R*,5R*,7S*,8S*,9S*13S *,15R*)-3β,7β,8α,9α,15β-pentaacetoxy- 5α-benzoyloxyjatropha-6(17),-11E-dien-14-one (3). When the isolates were assayed for multidrug resistance-reversing activity in a rhodamine 123 exclusion test using L5178 mouse lymphoma cells, all compounds demonstrated a concentration-dependent effect in inhibiting the efflux pump activity of these tumor cells in the range 11.2-112 μM.

Original languageEnglish
Pages (from-to)976-979
Number of pages4
JournalJournal of Natural Products
Volume66
Issue number7
DOIs
Publication statusPublished - Jul 1 2003

Fingerprint

Euphorbia
Rhodamine 123
Diterpenes
multiple drug resistance
Multiple Drug Resistance
lymphoma
Leukemia L5178
diterpenoids
Modulators
aerial parts
Mass spectrometry
transporters
Tumors
Lymphoma
Cells
Nuclear magnetic resonance
Pumps
mass spectrometry
Antennas
mice

ASJC Scopus subject areas

  • Plant Science
  • Chemistry (miscellaneous)
  • Drug Discovery
  • Organic Chemistry
  • Pharmacology

Cite this

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title = "Jatrophane diterpenoids from Euphorbia mongolica as modulators of the multidrug resistance of L5128 mouse lymphoma cells",
abstract = "The dried aerial parts of Euphorbia mongolica afforded three new acylated polyhydroxy diterpenoids based on the jatrophane framework. The structures were established by means of a combination of 1D and 2D NMR techniques and mass spectrometry as (2S*,3S*,4R*,5R*,7S*,8R*,13S*, 15R*)-5α,7β,8α-triacetoxy-3β-benzoyloxy-15 β-hydroxyjatropha-6(17),11E-diene-9,14-dione (1), (2S*,3S*,4R*,5R*,7S*,8S*,9S*13 S*,15R*)-5α,7β,8α,9α,15β -pentaacet@xy-3β-benzoyloxyjatropha-6(17),11E-dien-14-one (2), and (2S*,3S*,4R*,5R*,7S*,8S*,9S*13S *,15R*)-3β,7β,8α,9α,15β-pentaacetoxy- 5α-benzoyloxyjatropha-6(17),-11E-dien-14-one (3). When the isolates were assayed for multidrug resistance-reversing activity in a rhodamine 123 exclusion test using L5178 mouse lymphoma cells, all compounds demonstrated a concentration-dependent effect in inhibiting the efflux pump activity of these tumor cells in the range 11.2-112 μM.",
author = "J. Hohmann and D. R{\'e}dei and P. Forg{\'o} and J. Moln{\'a}r and G. Dombi and Tomur Zorig",
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T1 - Jatrophane diterpenoids from Euphorbia mongolica as modulators of the multidrug resistance of L5128 mouse lymphoma cells

AU - Hohmann, J.

AU - Rédei, D.

AU - Forgó, P.

AU - Molnár, J.

AU - Dombi, G.

AU - Zorig, Tomur

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N2 - The dried aerial parts of Euphorbia mongolica afforded three new acylated polyhydroxy diterpenoids based on the jatrophane framework. The structures were established by means of a combination of 1D and 2D NMR techniques and mass spectrometry as (2S*,3S*,4R*,5R*,7S*,8R*,13S*, 15R*)-5α,7β,8α-triacetoxy-3β-benzoyloxy-15 β-hydroxyjatropha-6(17),11E-diene-9,14-dione (1), (2S*,3S*,4R*,5R*,7S*,8S*,9S*13 S*,15R*)-5α,7β,8α,9α,15β -pentaacet@xy-3β-benzoyloxyjatropha-6(17),11E-dien-14-one (2), and (2S*,3S*,4R*,5R*,7S*,8S*,9S*13S *,15R*)-3β,7β,8α,9α,15β-pentaacetoxy- 5α-benzoyloxyjatropha-6(17),-11E-dien-14-one (3). When the isolates were assayed for multidrug resistance-reversing activity in a rhodamine 123 exclusion test using L5178 mouse lymphoma cells, all compounds demonstrated a concentration-dependent effect in inhibiting the efflux pump activity of these tumor cells in the range 11.2-112 μM.

AB - The dried aerial parts of Euphorbia mongolica afforded three new acylated polyhydroxy diterpenoids based on the jatrophane framework. The structures were established by means of a combination of 1D and 2D NMR techniques and mass spectrometry as (2S*,3S*,4R*,5R*,7S*,8R*,13S*, 15R*)-5α,7β,8α-triacetoxy-3β-benzoyloxy-15 β-hydroxyjatropha-6(17),11E-diene-9,14-dione (1), (2S*,3S*,4R*,5R*,7S*,8S*,9S*13 S*,15R*)-5α,7β,8α,9α,15β -pentaacet@xy-3β-benzoyloxyjatropha-6(17),11E-dien-14-one (2), and (2S*,3S*,4R*,5R*,7S*,8S*,9S*13S *,15R*)-3β,7β,8α,9α,15β-pentaacetoxy- 5α-benzoyloxyjatropha-6(17),-11E-dien-14-one (3). When the isolates were assayed for multidrug resistance-reversing activity in a rhodamine 123 exclusion test using L5178 mouse lymphoma cells, all compounds demonstrated a concentration-dependent effect in inhibiting the efflux pump activity of these tumor cells in the range 11.2-112 μM.

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