Studies On The Chemical Constituents And Bioactivities Of Mucuna Birdwoodiana Tutch And Millettia Dielsiana Harms

Traditional Chinese medicine "ji-xue-teng" has been used to invigorate the circulation of blood and enrich the blood for thousands of years, named as "Imperial Medicine of blood" in many old herbal treatises. But the source of traditional Chinese medicine "ji-xue-teng" was complicated, and in order to investigate the effect of these plants and develop more active compounds, the 50% and 95% EtOH extracts of stem bark of four kinds of "ji-xue-teng" plants (Spatholobus suberectu, Mucuna birdwoodiana, Millettia dielsiana, and Millettia oosperma) were tested on peripheral blood cell counts of mice with bone marrow suppresion induced by 60Co y ray irradiation. All the four kinds of plant extracts can accelerate the recovery of WBC, RBC and PLT counts in peripheral blood of mice with bone marrow suppression, while the effects of Spatholobus suberectu and Mucuna birdwoodiana are relative good. The 95% EtOH extract of stem bark of Spatholobus suberectu was investigated on their chemical constituents systematically and one bioactive compound - catechin had been found out. However, for the more active compounds from the plants of "ji-xue-teng", the EtOH extracts of stem bark of Mucuna birdwoodiana and Millettia dielsiana had been investigated respectively on their chemical constituents systematically by various kinds of chromatographic methods. The structures of the compounds were elucidated on the basis of spectroscopic analysis and chemical methods as well. Some of them in sufficient amount were assayed for their bioactivities.Mucuna birdwoodiana is the species belonging to the genus Mucuna of Leguminosae, it mostly distributes in Province Guangdong, Guangxi, and Yunnan etc. The stem bark of M. birdwoodiana in our study were collected from Jinxiu County of Guangxi Province. Twenty-six compounds had been isolated from the 50% EtOH extracts of stem bark of M. birdwoodiana, among which six ones ( Mu-1-Mu-6) were new compounds, and except for the compounds Mu-11, Mu-12, Mu-24, Mu-25, the rest were isolated from this genus for the first time. These compounds included one 3-arylcoumarin, seven 2-arylbenzofurans, twelve isoflavone aglycons or glycosides, one pterocarpene, one anthraquinone, one lignan, two triterpenes, one long chain compounds, list as follows:mucodianins A-F (Mu-1-Mu-6),6-demethylvignafuran (Mu-7), eryvarin L (Mu-8), isopterofuran (Mu-9), lespeflorin F1 (Mu-10), formononetin (Mu-11), genisten (Mu-12),8-O-me-thylreyusin (Mu-13),7,3'-dihydroxy-5'-methoxyisoflavone (Mu-14), formononetin 7-O- β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside (Mu-15), ononin (Mu-16),7-hydroxy-4',8-dimethoxyisoflavone 7-O-β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside (Mu-1 7),7-hydroxy-4',8-dimethoxyisoflavone 7-O-β-D-glucopyranoside (Mu-18), genistin (Mu-19), retusin 7-O-β-D-glucopyranoside (Mu-20),3'-methoxycoumestrol (Mu-21), chrysophanol (Mu-22), (-)syringaresinol (Mu-23), epifriedelanol (Mu-24), lupeol (Mu-25), glyceryl a-monoeicosa (Mu-26).Thirteen compounds (Mu-2, Mu-4, Mu-7, Mu-8, Mu-10-Mu-14, Mu-21, Mu-22, Mu-24, Mu-25) were tested by the assay to inhibitory action of smooth muscle cell proliferation induced by blood serum, Mu-12 and Mu-22 displayed moderate activities with the inhibitory rates more than 50% at a concentration of 10-5 M.Millettia dielsiana belongs to the genus Millettia of the family Leguminosae, distributed in the southern, southwestern, middle region of China. The stem bark of M. dielsiana in our study were collected in County of Manbian, Yunnan Province. Thirty-seven compounds had been isolated from the 95% EtOH extracts of stem bark of M. dielsiana, among which eight ones (Mi-1-Mi-6, Mi-23, Mi-24) were new compounds. These compounds included one benzil, thirty isoflavone aglycons or glycosides, one flavone, one phenolic glycoside, one alkloid, one long chain compounds, list as follows:dielsianone (Mi-1), millesianins A-E (Mi-2-Mi-6),6-methoxycalpogonium isoflavone A (Mi-7), durmillone (Mi-8), ichthynone (Mi-9), jamaicin (Mi-10), toxicarol isoflavone (Mi-11), barbigerone (Mi-12), afro-mosin (Mi-13), caviunin (Mi-14), cladrastin (Mi-15), daidzein (Mi-16), genisten (Mi-17), formononetin (Mi-18), hernancorizin (Mi-19), hexacosendioic acid (Mi-20),β-sitosterol (Mi-21), daucosterol (Mi-22), millesianin F (Mi-23), millesianin G (Mi-24), daidzin (Mi-25), claclrastin 7-O-β-D-glucopyranoside (Mi-26),7-hydroxy-4',6-dimethoxyisoflavone 7-O-β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside (Mi-27), wistin (Mi-28),7-hydroxy-4',8-dimethoxyisoflavone 7-O-β-D-glucopyranoside (Mi-29),7-hydroxy-4',8-dimethoxyisoflavone7-O-β-D-apiofuranosyl-(1→6)-β-D-glucopyra-noside (Mi-30), glycitin (Mi-31), odoratin-7-O-β-D-glucopyranoside (Mi-32), dalpa-tin (Mi-33), genistin (Mi-34),5,7,4'-trihydroxyisoflavone 7-O-β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside (Mi-35),2,4,6-trimethoxyphenol-l-O-β-D-glucopyran-oside (Mi-36),3H-imidazo[4,5-c] pyridine(Mi-37).Ten compounds (Mi-2, Mi-4, Mi-7, Mi-8, Mi-11-Mi-17) were tested for their anti-inflammatory activities in vitro by an assay to release ofβ-glucuronidase from rat PMNs induced by PAR Compounds Mi-2, Mi-12 and Mi-17 showed significant activities with the inhibitiory ratios more than 50%(P< 0.05) at concentration of 10-5 M. Twelve compounds (compounds Mi-2-Mi-4, Mi-6-Mi-8, Mi-11-Mi-14, Mi-16, Mi-17) were evaluated for cytotoxicity test against five human tumor cell lines (A549, Bel-7402, BGC-823, HCT-8 and A2780). Compound Mi-4 showed obvious activity against BGC823 (IC50= 0.74μM). The other compounds displayed moderate activities against five human tumor cells.