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)-5alpha,7beta,8alpha-triacetoxy-3beta-benzoyloxy-15beta-hydroxyjatropha-6(17),11E-diene-9,14-dione (1), (2S,3S,4R,5R,7S,8S,9S13S,15R)-5alpha,7beta,8alpha,9alpha,15beta-pentaacetoxy-3beta-benzoyloxyjatropha-6(17),11E-dien-14-one (2), and (2S,3S,4R,5R,7S,8S,9S13S,15R)-3beta,7beta,8alpha,9alpha,15beta-pentaacetoxy-5alpha-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 microM.

Lathyrol Diterpenes as Modulators of P-Glycoprotein Dependent Multidrug Resistance: Structure–Activity Relationship Studies onEuphorbiaFactor L3Derivatives

“…All of the derivatives exhibited significantly greater cytotoxicity in MCF-7 cells than in MCF-7/ADR cells. Certain compounds (18,21,22,26, 29 and 32-39) exhibited toxicity greater than 100 µM in MCF-7/ADR cells, which is beyond the scope of this investigation; therefore, only the trend in activity is outlined. In Group V, all of the 13S-epoxylathyrol analogs (32-39) exhibited low toxicity (IC 50 > 100 µM) in MCF-7/ADR cells.…”

Gallotannin Isolated from Euphorbia Species, 1,2,6-Tri-O-galloyl-.BETA.-D-allose, Decreases Nitric Oxide Production through Inhibition of Nuclear Factor-.KAPPA.>B and Downstream Inducible Nitric Oxide Synthase Expression in Macrophages

“…[23][24][25][26] The simplest hydrolyzable tannin, gallotannin, is a compound of polygalloyl esters of glucose. Gallotannins from other species have been studied to exhibit diverse biological effects ranging from anti-inflammation to antioxidant effects.…”

Isolation and Structure Elucidation of Diterpenes from Euphorbia pannonica, E. esula and E. falcata

“…In the course of these studies, many diterpene esters of different skeletal types have been isolated. [22][23][24][25][26][27][28][29][30][31][32][33] One part of this programme involved the investigation of Euphorbia pannonica Host., E. esula L. and E. falcata L. The present thesis summarizes the results of these phytochemical works.…”