Luoyi Wang

Appetite suppressing pregnane glycosides from the roots of Cynanchum auriculatum

In the search for plant alternatives to Hoodia gordonii containing P57, a pregnane glycoside with potential appetite suppressant effect, the roots of Cynanchum auriculatum were investigated. As a result, 15 pregnane glycosides including nine never previously reported were isolated. Their structures were elucidated on the basis of extensive spectroscopic analyses and chemical methods. Appetite suppressant effect and body weight loss were observed when tested with the most abundant pregnane glycoside, wilfoside K1N, in an in vivo test with rats.

Terpenoids from root bark of Celastrus orbiculatus

Phytochemical investigation of root bark of Celastrusorbiculatus afforded 10 terpenoids and eight known compounds. Their structures were established on the basis of spectroscopic and chemical methods. Celastrol and its dimers and adducts displayed moderate inhibitory activity against T cell proliferation. The reaction of celastrol under acidic conditions was undertaken, and a mechanism is presented, which may help towards modification of its structure and elucidation of the biogenetic routes to natural celastrol derivatives.

(M)- and (P)-Bicelaphanol A, Dimeric Trinorditerpenes with Promising Neuroprotective Activity from Celastrus orbiculatus

(M)-Bicelaphanol A (1) and (P)-bicelaphanol A (2), two unprecedented dimeric trinorditerpenes existing as atropisomers, together with their monomer celaphanol A (3), were isolated from the root bark of Celastrus orbiculatus. The structures and absolute configurations of 1 and 2 were determined by spectroscopic and single-crystal X-ray diffraction analyses. Compound 1 exhibited a significant in vitro neuroprotective effect against a hydrogen peroxide-induced cell viability decrease in PC12 cells at 1 μM, while compounds 2 and 3 showed such effects at 10 μM.

Structural revision of periplocosides and periperoxides, natural immunosuppressive agents from the genus Periploca

The structures of a series of peroxy function containing pregnane glycosides isolated from Periploca sepium and Periploca forrestii were revised to be orthoester group bearing ones using 2D NMR spectroscopic techniques, as well as chemical transformations and X-ray crystallographic diffraction analysis. The orthoester function appears to be an essential structural feature for immunosuppressive activity.

New iridoid glycoside and triterpenoid glycoside from Premna fulva

Liquid chromatography-photodiode array detector-mass spectrometry-based chemical investigation of the leaves and stems of Premna fulva yielded one new iridoid glycoside (1), one new triterpenoid glycoside (2) along with six known compounds isolated for the first time from the genus. Their structures were established on the basis of extensive spectroscopic data analyses and chemical methods.

Two new glycosides from Breynia vitis-idaea.

A new sulfur-containing spiroketal glycoside, breynin I (1), and a new terpenic glycoside, breyniaionoside E (2), together with 10 known compounds, were isolated from the aerial parts of Breynia vitis-idaea (Euphorbiaceae), a traditional Chinese medicine used for the treatment of chronic bronchitis and wounds. Their structures were elucidated on the basis of spectroscopic analysis and modified Moshers method.

Absolute Configuration of Periplosides C and F and Isolation of Minor Spiro-orthoester Group-Containing Pregnane-type Steroidal Glycosides from Periploca sepium and Their T-Lymphocyte Proliferation Inhibitory Activities

Further phytochemical investigation of the root bark of Periploca sepium afforded nine new spiro-orthoester group-containing pregnane-type glycosides termed periplosides O-V and 3-O-formyl-periploside A. The structures of these glycosides along with the absolute configuration of the unique seven-membered formyl acetal-bridged spiro-orthoester function and the 4,6-dideoxy-3-O-methyl-Δ3-2-hexosulosyl moiety were elucidated on the basis of spectroscopic data interpretation and chemical transformation. The absolute configurations of the major compounds periplosides C and F were established by single-crystal X-ray diffraction analysis. The isolated compounds were evaluated for their inhibitory activities against the proliferation of T-lymphocytes. As a result, periploside C, the most abundant glycoside containing a spiro-orthoester moiety found in the plant, exhibited the most favorite selective index value (SI = 82.5). The length and constitution of the saccharide chain in the periplosides were found to influence the inhibitory activity and the SI value.