Three new monoterpene glucosides, ziziphoroside A (1), B (2), and C (3), together with fifteen known compounds were isolated from the whole herb of Z. clinopodioides. The structures of new compounds were determined primarily from 1D-, 2D-NMR and circular dichroism (CD) spectroscopic analyses. The isolated compounds were evaluated for their inhibitory activity against nitric oxide (NO) production by lipopolysaccharide (LPS) and interferon (IFN)-γ activated macrophages, RAW 264.7. Shizonepetoside A (8) and flavones (11, 12, 13) showed potent inhibitory activity against NO production.

Monoterpene Glucosides from Ziziphora clinopodioides (Labiatae). -The three new monoterpene glucosides ziziphoroside A (I), B (II) and C (III) exhibit only weak inhibitory activity against nitric oxide production by lipopolysaccharide and interferon-γ activated macrophages, RAW 264.7. -(FURUKAWA, M.; OIKAWA, N.; IMOHATA, T.; MAKINO, M.; OGAWA, S.; IIDA, T.; FUJIMOTO, Y.; KITANAKA*, S.; Chem. Pharm. Bull. 60 (2012) 3, 397-401 ; Sch. Pharm., Nihon Univ., Funabashi, Chiba 274, Japan; Eng.) -K. Woydowski 33-203