Iridoids from the Rhizomes and Roots of Valeriana jatamansi

Abstract

Five new iridoids, 1-homoacevaltrate (1), 1-homoisoacevaltrate (2), 11-homohydroxyldihydrovaltrate (3), 10-acetoxy-1-homovaltrate hydrin (4), and 10-acetoxy-1-acevaltrate hydrin (5), along with 10 known analogues, were isolated from the rhizomes and roots of Valeriana jatamansi. Structural elucidation was based on spectroscopic data interpretation.

Two New Iridoids from the Roots of Valeriana officinalis

“…2) of H-1/H-9, H-6/H-7, and H-2¢/H-3¢ were further confirmed the connections of the skeleton. The relative configurations of 1 and 2 at C-1, C-5, C-7, C-8, and C-9 were the same as those in volvaltrate B, 3,15,[17][18][19][20][21] which were further confirmed by the key ROESY correlations of H-1/ H-10 and H-10/H-7. From the above evidence, the structures of 1 and 2 were elucidated as shown, named as volvaltrate C and volvaltrate D.…”

“…2 Previous phytochemical investigations on this genus revealed the presence of iridoids, sesquiterpenoids, flavone glycosides, ligans, and alkaloids. [3][4][5][6][7][8] Valeriana officinalis is the official species used in Europe and is commonly referred to as valerian. Valerian is known for its pharmacological properties, including nxiolytic, antidepressant, antispasmodic, sedative, and anti-HIV activities.…”

Iridoids and Sesquiterpenoids with NGF-Potentiating Activity from the Rhizomes and Roots of Valeriana fauriei

“…The EtOAc-soluble fraction (211 g) was subjected to silica gel (500 g; 70-230 mesh) column chromatography, using gradient of EtOAc in n-Hexane to give 10 fractions (1)(2)(3)(4)(5)(6)(7)(8)(9)(10) Bioassay Procedure PC12D cells were dissociated by incubation with 1 mmol of ethylene glycol-bis(2-aminoethyl ether)-N,N,NЈ,NЈ-tetraacetic acid (EGTA) in phosphate-buffered saline (PBS) for 30 min and then were seeded in 24-well culture plates (2ϫ10 4 cells/well) coated with poly-L-lysine. After 24 h, the medium was changed to test medium containing various concentrations of NGF (50 ng/ml for positive control, 2 ng/ml for test samples and significant difference control), 1% fetal calf serum, 2% horse serum, and various concentrations of test compounds (10, 30, 100 mmol).…”

“…4) During our search for new types of natural products possessing a NGF-potentiating activity from plants, we investigated the chemical constituents of the crude drug Japanese valerian, 'kisso-kon', from the rhizomes and roots of Valeriana fauriei BRIQUET (Valerianaceae), which mainly contain kessane sesquiterpenoids and iridoid glycosides and have been used for sedative and antispasmodic purposes in the previous literature. [5][6][7] The methanol extract was repeatedly subjected to silica gel column chromatography, followed by reversed-phase HPLC on a ODS column to yield a new iridoid glycoside, 10-isovaleryl kanokoside C (1), a new sesquiterpene (2), one known iridoid (3) 8) and one known sesquiterpene (4). 7) In this paper, we report the isolation, and structural elucidation of the new compounds and their biological activities as enhancers of NGF action.…”

“…From the MeOH extract of the rhizomes and roots of V. fauriei, one known iridoid (3) and one known sesquiterpene (4) were also isolated and identified by comparison of their spectroscopic data with those in the literature. 7,8) The propensity of 1-4 to enhance the effects on the NGF to stimulate neurite outgrowth from PC12D cells was assessed as previously reported. 13) In control experiments, the percentages of neurite-bearing cells were 14% and 100% following incubation with 2 and 50 ng/ml NGF after 48 h, respectively.…”