Structure Elucidation of a New Rearranged Abietane Diterpene from a Biologically Active Plant, Salvia eriophora

Abstract

A new rearranged abietane diterpenoid, eriophoroxide (1), was obtained from the root extract of Salvia eriophora Boiss. and Kotschy ex Boiss. Its structure was elucidated by spectroscopic methods and semi-empirical/ab-initio calculations. DNA damaging, cytotoxic and antioxidant activities of the plant extract were tested.

Rearranged abietane diterpenoids from roots of Teucrium hircanicum L.

“…In addition, teuvincenon B, in addition to having double binding than the compound vilosin A, has an additional hydroxyl group at the carbon 6 position. Numerous studies on the antioxidant activity of rearranged abietane diterpenes and rearranged abietane-like diterpenoids have shown that this class of compounds has significant free radical scanning activity [29][30][31][32][33][34][35][36].…”

“…20, No. 79: [24][25][26][27][28][29][30][31][32][33][34][35][36] various metabolites such as rearranged neoclerodane or abietane diterpenes, sesquiterpenes, triterpenes, steroids, flavonoids and aromatic compounds. These metabolites are responsible for different pharmacological effects.…”

Bioguided Isolation of Secondary Metabolites from Salvia cerino-pruinosa Rech. f. var. cerino-pruinosa

“…Ursolic acid (15) and oleanolic acid (16) were isolated from several aerial and root parts fractions (preparative TLC, dichloromethane/acetone: 9/1 solvent system) [24], taraxasterol (17), and lupenone (18) from the aerial part fractions (SCCAPE 41-47-( 12)-3 and SCCAPE 41-47-( 12)-1, respectively, preparative TLC, petroleum ether/dichloromethane: 1/3 solvent system), β-sitosterol (19) and stigmasterol (20) from several aerial part and root fractions (preparative TLC, petroleum ether/dichloromethane: 1/9 and dichloromethane/acetone: 9.8/0.2 solvent systems). As indicated in the literature, diterpenes (10)(11)(12)(13)(14) were isolated from the roots of S. cerino-pruinosa var. cerino-pruinosa and other compounds from its aerial parts (Table S2).…”

“…Turkish Salvia species have been investigated phytochemically and biologically since 1968; many new and known secondary metabolites were isolated from their roots and aerial parts [6,[10][11][12][13][14][15]. Phytochemical studies on Salvia species indicated the presence of various secondary metabolites belonging mainly to terpenoids, flavonoids, phenolic acids, phenolic glycosides, and other groups [6,[10][11][12][13][14][15][16][17][18][19][20]. While the aerial parts of Salvia species contain especially flavonoid-, terpenoid-and steroid-type secondary metabolites, their roots are rich in diterpenoids.…”

“…Antioxidant activity of the isolated compounds(1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20) Values expressed are means ± S.D. of three parallel measurements, and values were calculated according to a negative control.…”