Ziziphorins A and B. New Flavonoids from Ziziphora tenuior

Abstract

Ziziphorins A (1) and B (2), new flavonoids, have been isolated from the chloroform-soluble fraction of Ziziphora tenuior along with 1-hentetracontanol, β -sitosterol-3-O-β -D-glucoside, ursolic acid, oleanolic acid, and apigenin. Their structures were assigned from spectral studies including 1D and 2D NMR spectroscopic data.

Medicinal Plants of the Family Lamiaceae in Pain Therapy: A Review

“…Ziziphora tenuior L. may possess an antidepressant-like effect, and its effect is similar to fluoxetine [ 269 ]. The composition of the ethanolic extract of Ziziphora tenuior contains two new flavonoids named as “ziziphorin A and ziziphorin B,” 1-hentetracontanol [ 270 ], ursolic acid [ 271 ], oleanolic acid (5) [ 272 ], β -sitosterol-3-O- β -glucoside [ 273 ], and apigenin [ 274 ].…”

Kazakh Ziziphora Species as Sources of Bioactive Substances

“…Typically, from Lamiaceae plants, lipophilic methoxylated aglycons were extracted, e.g., thymonin (4) or acacetin (5). Some relatively uncommon fatty acid-substituted flavones ziziphorin A and B (9 and 10) were isolated from Z. tenuior [38]. Furthermore, several phenolic acids and their esters, like caffeic acid (17) and its ethyl ester (18) and rosmarinic acid (19), salicylic acid (20) and benzoic acid (21), and derivatives of benzyl alcohol were detected in Ziziphora species (Table 1).…”

“…tenuior (0.19%) [94,179] Insecticidal activity against Callosobruchus chinensis and Sitophilus oryzae [228]; larvicidal activity tested against various mosquito species [205,206,229] Antioxidant activity in various free radical scavenging tests [217,218]; protective effect against LDL-oxidation [230] Review on some effects on cardiovascular system [221] Antiviral activity against influenza A⁄PR⁄8 virus subtype H1N1 [231] Limonene (38) Z. tenuior (0.51%-7.82%) [232] Z. clinopodioides subsp. rigida (0.5%) [21] Z. clinopodioides subsp.…”

“…Both tested materials varied in level of activity, with much higher activity of essential oil. Pulegone (53), limonene (38), and piperitone (45) appeared to be the most active substances; however, further information about antibacterial activity of these compounds is not abundant.…”

“…It is clear that the components of essential oils obtained from Ziziphora species can affect the cardiovascular system, as visible from data reviewed in Table 3. The cardiovascular activities of thymol (61), carvacrol (72), limonene (38), α-terpineol (71), terpinen4-ol (70), linalool (66) and menthol (56) were reviewed by Santos et al [221]; however, this review examined a limited number of literature sources. The effects of linalool (66) were tested in a human study, and the activity of several compounds (72, 38, 56, 61, 70 and 71) was examined in animal studies.…”