Cytotoxic Macrocyclic Diterpenoid Esters from Euphorbia cornigera

Abstract

Root extract of Euphorbia cornigera Boiss. (Euphorbiaceae) was separated into seven (compound 1-7) isolates through multiple Craig's distributions and preparative HPLC. The structures and relative configuration of theses compounds were established via spectral analyses as 7,8,12- O-triacetyl-3- O-(2-methylbutanoyl)-ingol (1), 3,8,12- O-triacetyl-7- O-(2-methylbutanoyl = -ingol (2), 3,7,12- O-triacetyl-8- O-(2-methylbutanoyl)-ingol (3), 3,7,8- O-triacetyl-12- O-(2-methylbutanoyl)-ingol (4), 7,12- O-diacetyl-3- O-(2-methylbutanoyl)-8- O-methylingol (5), 3,12- O-diacetyl-7- O-(2-methylbutanoyl)-8- O-methylingol (6) and 3,7- O-diacetyl-12- O-(2-methylbutanoyl)-8- O-methylingol (7). All these compounds, except for 2, are novel metabolites and have not been reported earlier. It has further been demonstrated that all the compounds (1 - 7) are cytotoxic.

Isolation and characterization of cytotoxic compounds fromEuphorbia cornigeraBoiss.

“…Fortunately, Euphorbiaceae family, which is one of the largest families of plants, comprising 300 genera and 7500 species, is commonly available in plain, mountainous, and desert areas of Pakistan [10,11]. These plants are popular among the local people for the treatment of various ailments including cancer [11 -13].…”

“…The cytotoxicity assay of samples 1-4 was evaluated on RAW and HT-29 cell lines, using the MTT assay as described previously [9,10]. The amrubicin hydrochloride salt was used as a control and all the measurements were taken in triplicate.…”

Irritant and co-carcinogenic diterpene esters from the latex of Euphorbia cauducifolia L.

“…The active portion of the material was identified by testing against mouse ear. The selected crude was subjected to HPLC to get pure compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10).…”

“…Therefore, these aspects prompted us to investigate its biologically active constituents. In previous studies, we reported biologically active compounds from the latex [8,9]. In the present investigation, 10 compounds (1-10) were isolated and their structures were elucidated (Figure 1), and their biological activity was assessed.…”

Macrocyclic Derivatives of Diterpenoid Isosteviol with Hydrazide and Hydrazone Moieties

“…[1][2][3] The most famous are cembranes, jatrophanes, lathyranes; on the contrary, casbanes and dolabellanes are rather rare in nature. [1,[3][4][5][6][7] Their carbohydrogen skeleton is 14-, 12, or 11-membered cycle fused with cyclopropane, cyclopentane [1,3,6] or oxirane [7] rings. It should be emphasized that each naturally occurring macrocyclic diterpenoid is a one molecule (Scheme 1a).…”