Study On The Chemical Constituents And Bioactivities Of Machilus Yaoshansis

Machilus yaoshansis, is a species of the genus Machilus of the Lauraceae family,which is distributed in Anhui, Zhejiang, Fujian, Guangxi, Sichuan, Taiwan and YunnanProvinces. Several plants of this genus have long been used for the treatment ofvarious diseases including edema, abdominal distension, pain and inflammation inChina. As part of a program to assess the chemical and biological diversity of severaltraditional Chinese medicines, we carried out the investigation of the stem barks ofMachilus yaoshanensis that were collected from Guangxi province.By using various chromatographic techniques 129 compounds (see a list below)have been isolated from an ethanolic extract of the stem barks ofMachilus yaoshansis,and their structures were elucidated by spectroscopic and chemical methods. Amongthem, 25 compounds were new(1^*, 17^*, 22^-27^*, 34^*, 55^*, 70^*-73^*, 84^*, 87^*, 90^*,92^*-94^*, 99^*-102^*, 129^*), that included two compounds, machibanolide A andmachibanolide B, with a novel carbon skeleton derived from a bicyclomonoterpenecoupled with an unusual fat acid derivative by the Diels-Alder addition reaction, threeunique glycosidic triterpenre alkaloids, machilaminoside A, machilaminoside B, andmachilaminoside C, derived from cucurbitane triterpene glucoside coupled with urine,aminoformic acid and adenosine, respectively, as well as a rare seco-ent-kauranediterpene diglycoside..Some compounds were evaluated for their inhibition of TNF-αsecretion of themouse peritoneal macrophages, and against several human cancer cell lines includinghuman colon cancer (HCT-8), hepatoma (Be17402), stomach cancer (BGC-823), lungadenocarcinoma (A549), and human ovarian cancer(A2780). At a concentration of 10^-5mol/L, Compounds 22, 70, and 72 showed nonselective cytotoxic activities against alltested cell lines with a IC₅₀ value range of 2.7～8.6μM, and compound 1 showed aselective cytotoxicity against hepatoma (Be17402) with an IC₅₀ value of 3.8μM.compounds 4, 16, 58, 70, and 128 showed inhibitory actibities to TNF-αsecretion ofthe mouse peritoneal macrophages with inhibitory rates of 44.3%, 45.2%, 45.2%,67.3%, 99.4%, and 51.3%. At a concentration of 10^-6mol/L, compounds 5, 7 and 8 showed antioxidative activity inhibiting Fe⁺²-cystine induced rat liver microsomal lipidperoxidation with inhibitory rates of 83%, 59% and 52%. At a concentration of 10^-6mol/L, compound 3 showed cytoprotection of SH-SY5Y cell lines induced by MPP+with protective rate of 87%.