New Macrocyclic Diterpenoids from Euphorbia esula

Abstract

The structures of two new macrocyclic jatrophane diterpenoid esters from the whole herb of Euphorbia esula, were established as 11,14-epoxy-3beta,5alpha,7beta,8alpha,9alpha,15beta-hexaacetoxy-12-oxo-13alphaH-jatropha-6(17)-ene (1) and 1alpha,3beta-diacetoxy-5alpha,7beta-dibenzoyloxy-9,14-dioxo-11beta,12alpha-epoxy-2alpha,8alpha,15beta-trihydroxy-13betaH-jatropha-6(17)-ene (2) by a combination of 1D- and 2D-NMR techniques as well as UV, IR and mass spectral data. Bioassay evaluation of all isolates against the human tumor cell lines (B16, KB, SMMC and BGC) indicated that ester 2 was cytotoxic to B16 with the IC50 value being 1.81 microg/ml. In addition, the irritant activity assay indicated that both diterpenoids were inactive (ID(24)50 > 100 microg/ear).

Euphorbia Diterpenes: Isolation, Structure, Biological Activity, and Synthesis (2008–2012)

“…Samples from different locations (China, Hungary, and North America) contained different diterpenes (jatrophanes, ingenanes). [158][159][160][161][162][163][164][165][166] In the diterpene series obtained from the Hungarian collection, the aromatic acyl residues were missing and the alcohol core of the compounds was different from that isolated from North American and Chinese samples. As concerns the diterpene composition, E. esula displays many similarities with E. salicifolia.…”

Anti‐Ulcerative Colitis Activity of Compounds from Euphorbia granuleta Forssk

“…The Euphorbiaceae is one of the largest plant families that include 321 genera and 7950 species (Ghazanfar, ), and the genus Euphorbia is of great importance due to its variety of phytochemical constituents, including phenolics (Mueller and Pohl, ; Duarte et al ., ), terpenoids (Cao et al ., ; Liu et al ., ) and tannins (Yashida et al ., ; Giordani et al ., ). Euphorbias are used medicinally for their spasmolytic, increase capillary strength (Bondarenko et al ., ), diuretic (Liu et al ., ), antileukemic (Kupchan et al ., ), anti‐inflammatory and analgesic properties (Singh et al ., ; Heirmann and Bucar, ).…”

Inhibition of 11b-HSD1 by Tetracyclic Triterpenoids from Euphorbia kansui

“…The dried roots of Euphorbia kansui have been used as an herbal remedy for edema, ascites, and cancer in mainland China [9]. Previous phytochemical investigations on this species yielded a number of ingenol diterpenoid esters and jatrophane diterpenoids [10,11]. In the course of our search for bioactive natural products from the roots of E. kansui , six tetracyclic triterpenoids 1 – 6 (Figure 1) were isolated from the EtOH extracts of this plant.…”