Novel lignans from the stems and leaves of Trachelospermum jasminoides

A high-performance liquid chromatography coupled with quadrupole tandem time-of-flight mass (HPLC-QTOF-MS) and ultraviolet spectrometry (HPLC-UV) was established for simultaneous qualitative and quantitative analysis of the major chemical constituents in Caulis Trachelospermi, respectively. The analysis was performed on an Agilent Zorbax Eclipse Plus C18 column (4.6 mm × 150 mm, 5 μm) using a binary gradient system of water and methanol, with ultraviolet absorption at 230 nm. Based on high-resolution ESI-MS/MS fragmentation behaviors of the reference standards, the characteristic cleavage patterns of lignano-9, 9'-lactones and lignano-8'-hydroxy-9, 9'-lactones were obtained. The results demonstrated that the characteristic fragmentation patterns are valuable for identifying and differentiating lignano-9,9'-lactones and lignano-8'-hydroxy-9,9'-lactones. As such, a total of 25 compounds in Caulis Trachelospermi were unambiguously or tentatively identified via comparisons with reference standards or literature. In addition, 14 dibenzylbutyrolatone lignans were simultaneously quantified in Caulis Trachelospermi by HPLC-UV method. The method is suitable for the qualitative and quantitative analyses of dibenzylbutyrolatone lignans in Caulis Trachelospermi.

Section: Introductionmentioning

confidence: 99%

Qualitative and Quantitative Analysis of Lignan Constituents in Caulis Trachelospermi by HPLC-QTOF-MS and HPLC-UV

Liu

Wang²,

Xu³

et al. 2015

“…Chemical investigations indicated that it mainly contained lignans, flavonoids and triterpenoids [4,5,6]. In our previous study, the extract of Caulis Trachelospermi, which was separated by 80% alcohol extraction and subsequent HP-20 macroporous resin column chromatography, exhibited marked anti-inflammatory activity in animal model [7] as well as moderate inhibiting activity on NF- κ B signaling pathway induced by TNF-α [8], its active chemical investigation led to the discovery of 30 compounds including 19 dibenzylbutyrolactone lignans [7,8,9,10,11] and its main components, trachelogenin, nortrachelogenin and matairesinol, showed corresponding moderate inhibiting activities on TNF-α/NF- κ B pathway [8]. The JAK (Janus kinase)/STAT (signal transducer and activator of transcription) pathway is another signaling pathway responsible for signal transduction of a large number of cytokines [12].…”

Section: Introductionmentioning

confidence: 99%

Active Components with Inhibitory Activities on IFN-γ/STAT1 and IL-6/STAT3 Signaling Pathways from Caulis Trachelospermi

Liu

Wang

Yu³

et al. 2014

Abstract:Initial investigation for new active herbal extract with inhibiting activity on JAK/STAT signaling pathway revealed that the extract of Caulis Trachelospermi, which was separated by 80% alcohol extraction and subsequent HP-20 macroporous resin column chromatography, was founded to strongly inhibit IFN-γ-induced STAT1-responsive luciferase activity (IFN-γ/STAT1) with IC 50 value of 2.43 μg/mL as well as inhibiting IL-6-induced STAT3-responsive luciferase activity (IL-6/STAT3) with IC 50 value of 1.38 μg/mL. Subsequent study on its active components led to the isolation and identification of two new dibenzylbutyrolactone lignans named 4-demethyltraxillaside (1) and nortrachelogenin 4-O-β-D-glucopyranoside (2), together with six known compounds. The lignan compounds 1-4 together with other lignan compounds isolated in previous study were tested the activities on IFN-γ/STAT1 and IL-6/STAT3 pathways. The following result showed that the main components trachelogenin and arctigenin had corresponding activities on IFN-γ/STAT1 pathway with IC 50 values of 3.14 μM and 9.46 μM as well as trachelogenin, arctigenin and matairesinol strongly inhibiting IL-6/STAT3 pathway with IC 50 values of 3.63 μM, 6.47 μM and 2.92 μM, respectively.

“…Besides, T. liukiuense , T. axillare , T. lucidum, T. fragrans , T. difforme and T. gracilipes are also used for phytochemistry research. Up to now, over 130 compounds have been isolated from the genus Trachelospermum( Table 1 ) , among which lignans (23.9%) [2,6,7,8,9,10,11,12,13,14,15,16,17,18,19,20], triterpenoids (35.5%) [2,21,22,23,24,25,26,27,28,29,30,31], flavonoids (21.7%) [13,21,32,33,34,35,36,37,38,39,40,41,42] are the major categories. All the compounds we summarize are compiled in Table 1.…”

Section: Phytochemistrymentioning

confidence: 99%

Phytochemistry, Pharmacology and Traditional Uses of Plants from the Genus Trachelospermum L.

Zhao

et al. 2017

This paper is intended to review advances in the botanical, phytochemical, traditional uses and pharmacological studies of the genus Trachelospermum. Until now, 138 chemical constituents have been isolated and characterized from these plants, particularly from T. asiaticum and T. jasminoides. Among these compounds, lignans, triterpenoids, and flavonoids are the major bioactive constituents. Studies have shown that plants from the genus Trachelospermum exhibit an extensive range of pharmacological properties both in vivo and in vitro, including anti-inflammatory, analgesic, antitumor, antiviral and antibacterial activities. In Traditional Chinese Medicine (TCM) culture, drugs that include T. jasminoides stems have been used to cure rheumatism, gonarthritis, backache and pharyngitis, although there are few reports concerning the clinical use and toxicity of these plants. Further attention should be paid to gathering information about their toxicology data, quality-control measures, and the clinical value of the active compounds from genus Trachelospermum.