Dinimbidiol Ether, a Novel Bioactive Dimeric Diterpene from the Root Extract of Cnidoscolus souzae

Abstract

The radical scavenging assay-guided fractionation of the root extract of Cnidoscolus souzae resulted in the isolation and identification of a novel bioactive dimeric diterpene with an ether linkage which has been designated as dinimbidiol ether (2). Evaluation of the antioxidant activity using the DPPH reduction assay showed that 2 is the most active metabolite in the crude extract of the plant.

Biogenetic and biomimetic synthesis of natural bisditerpenoids: hypothesis and practices

“…Two bisditerpenoids with an ether linkage, 241 and 242, were obtained from the root extract of Cnidoscolus souzae. 145 Evaluation of the antioxidant activity using a DPPH reduction assay revealed that 241 was the most active compound in the plant extract. Two heterodimeric diterpenoids, eupractenoids A and B (243 and 244), comprising an Natural Product Reports Review abietane unit and nor-rosane unit were isolated from Euphorbia ebracteolate by our group in 2017.…”

Natural Products from the Yucatecan Flora: Structural Diversity and Biological Activity

“…51 Similarly, the purification of a root extract of C. souzae led to the identification of a novel dimeric derivative of 49, designated as dinimbidiol ether (50), which also showed antioxidant activity in the DPPH assay. 52 Finally, a phytochemical study of the leaves and roots of Jatropha gaumeri Greenm. (Euphorbiaceae), a plant widely recognized for its medicinal properties in the Yucatan Peninsula, resulted in the isolation of 2-epi-jatrogrossidione (51), a rhamnofolane diterpene, together with 15-epi-4Ejatrogrossidentadione ( 52), a lathyrane-type diterpene, both skeletons distinctive of the Jatropha genus.…”

The antioxidant activity of natural diterpenes: theoretical insights

“…6 Remarkably, the compounds 2-epi-jatrogrossidione (8) and 15-epi-4Ejatrogrossidentadione (9) exhibit potential antimicrobial activity against Bacillus subtilis. 1 Experimental studies of the antioxidant properties of diterpenes revealed good activity, 1,6,7 warranting a theoretical investigation of the free radical scavenging mechanism of these compounds. The antioxidant activity of some diterpenes including ferruginol, hinokiol and sugiol was evaluated theoretically by using the Density Functional Theory (DFT) method.…”