Saponins from roots of Securidaca inappendiculata with cytotoxic activities / 中国中药杂志

Seven acylated triterpene saponins were isolated from the roots of Securidaca inappendiculata by means of various chromatographic techniques such as silica gel, MPLC, preparative HPLC, and semi-preparative HPLC. Their chemical structures were identified as securioside A(1), securioside B(2), 3-O-β-D-glucopyranosyl presenegenin 28-O-β-D-xylopyranosyl-(1-->4)-α-L-rhamnopyranosyl-(1-->2)-[β-D-glucopyranosyl-(1-->3)]-4-O-[(E)-3,4-dimethoxycinnamoyl]-β-D-fucopyranosyl ester(3), 3-O-β-D-glucopyranosyl presenegenin 28-O-β-D-xylopyranosyl-(1-->4)-α-L-rhamnopyranosyl-(1-->2)-[β-D-glucopyranosyl-(1-->3) ] -4-O-[(E/Z)-3, 4-dimethoxycinnamoyl]-β-D-fucopyranosyl ester(3/4), 3-O-β-D-glucopyranosyl presenegenin 28-O-α-L-arabinopyranosyl-(1-->3)-β-D-xylopyranosyl-(1-->4)-α-L-rhamnopyranosyl-(1-->2)-4-O-[(E)-3,4-dimethoxycinnamoyl]-β-D-fucopyranosyl ester(5), polygalasa- ponin XLV(6), and polygalasaponin XLVI (7) on the basis of spectroscopic data analysis and physicochemical properties. Among them, compounds 5-7 were isolated from the plants in genus Securidaca for the first time and compounds 3, 3/4 were isolated from the species for the first time. The cytotoxicity assay showed that compounds 2, 3/4, 5 have moderate cytotoxic activities against Lewis lung carcinoma LLC cells with IC50 values of 41.10, 38.17, and 48.92 µmol · L(-1), respectively; compound 2 exhibited moderate cytotoxic activities against human breast cancer MCF-7 cells with an IC50 value of 47.93 µmol · L(-1).

Antimicrobial activities of three medicinal plants and investigation of flavonoids of Tripleurospermum disciforme

Rosa damascena, Tripleurospermum disciforme and Securigera securidaca were used as disinfectant agents and for treatment of some disease in folk medicine of Iran. The antimicrobial effects of different fractions of seeds extract of S. securidaca, petals extract of R. damascena and aerial parts extract of T. disciforme were examined against some gram positive, gram negative and fungi by cup plate diffusion method. The petroleum ether and chloroform fractions of S. securidaca showed antibacterial activities against Staphylococcus aureus and Pseudomonas aeruginosa, while its methanol fraction had no antibacterial effects. R. damascena petals extract demonstrated antibacterial activities against Bacillus cereus, Staphylococcus epidermidis, S. aureus and Pseudomonas aeruginosa. T. disciforme aerial parts extract exhibited antimicrobial effects only against S. aureus and S. epidermidis. None of the fractions had any antifungal activities. Therefore, present study confirmed utility of these plants as disinfectant agents. Six flavonoids were isolated from T. disciforme: Luteolin, Quercetin-7-O-glucoside, Kaempferol, Kaempferol-7-O-glucoside, Apigenin and Apigenin-7-O-glucoside. The flavonoids and the antimicrobial activity of T. disciforme are reported for the first time

[Evaluation of viscosity of traditional medicinal antihyperglycemic plant extracts and relationship with glucose diffusion in vitro]

One of the mechanisms in reducing blood glucose is preventing the digestive absorbtion of glucose. The aim of this study was to investigate the viscosity and impact some plants useful in reducing the glucose and their effects on decreased glucose movmentvia via dialysis bag in vitro. Eleven traditional antihyperglycemic plants Liquid extracts were prepared after confirmation. The viscosity of the plant extracts was measured using viscometer. Different concentration [6.25, 12.5, 25, 50 g/l] of the extracts were addad to dialysis bag content D - glucose 0.22 M. Dialysis bag having only D - glucose 0.22 M was considered as control. The Liquid glucose concentration out of dialysis bag in room temperature was measured in time interval during 24 hours using the glucose oxidase method. The area under the glucose curve [AUC] was calculated using trapezium rule and AUC of different groups were compared. Highest viscosity was belonging to Pyrus biosseriana 50 g/l [1.69 mpas] and Securigera securidaca [1.46 mpas]. Decreased glucose movement from dialysis bag considering AUC was related to extracts of 50 g/l of Eucalyptus globulues [% 82]. Decreased glucose movment were extract concentration dependent but in the each extract concentration decreased glucose movement was less than control. The extracts of the traditional antihyperglycemic plants reduce the glucose diffusion in laboratory model. It seem that viscosity is effective in the decrease glucose movment, but this was not observed in case of Eucalyptus globulues extract, that probably another reason has a role in this relation

Antioxidant xanthones from Securidaca inappendiculata / 中国中药杂志

<p><b>OBJECTIVE</b>To study the antioxidant constituents from the roots of Securidaca inappendiculata.</p><p><b>METHOD</b>The bioassay-guided isolation of antioxidant constituents was carried out by the column chromatographic techniques. The combination of IR, MS, NMR and 2D-NMR spectroscopics methods was used to identify their structures.</p><p><b>RESULT</b>Two new xanthones, 1, 2, 5-trihydroxy-6, 8-dimethoxy-9H-xanthen-9-one(1), 1, 5-dihydroxy-2, 6, 8-trimethoxy-9H-xanthen-9-one (2), along with seven known ones, 3, 8-dihydroxy-1, 4-dimethoxy-9H-xanthen-9-one(3), 4, 6-dihydroxy-1, 5, 7-trimethoxy-9H-xanthen-9-one(4), 7-hydroxy-1, 2, 3, 8-tetramethoxy-9H-xanthen- 9-one(5), 1, 7-dihydroxy-9H-xanthen-9-one(6), 4-hydroxy-3, 7-dimethoxy-9H-xanthen-9-one(7), 1,7-dimethoxy-9H-xanthen-9-one(8) and aucuparin(9), were isolated from the roots of S. inappendiculata.</p><p><b>CONCLUSION</b>Compounds 1 and 2 were new xanthones, and compound 3 was isolated as a natural product for the first time, and compounds 4 and 6 were isolated for the first time from this genus. The antioxidant activities of all compounds were evaluated by ABTS, FRAP and DPPH assays respectively. Compound 9 showed significant activity by the ABTS and FRAP assays. Compound 1 showed significant activity with IC50 value of 0.31 mg x L(-1) in DPPH assay. Scavenging capacity of all compounds determined by all assays were well correlated between ABTS and FRAP assay (r = 0.9555).</p>

Study on chemical constituents in rhizome of Securidaca inappendiculata / 中国中药杂志

<p><b>OBJECTIVE</b>To study the chemical constituents of Securidaca inappendiculata.</p><p><b>METHOD</b>Column chromatographic techniques were applied to isolate constituents. A combination of MS and NMR spectroscopy was used to identify structures of constituents.</p><p><b>RESULT</b>Seven compounds were isolated from the CHCl3 fraction and their structures were elucidated as 3, 4-dihydroxybezoic acid (1), 3-hydroxy-4-methoxylbenzoic acid (2), coniferaldehyde (3), 7-hydroxy-1, 2, 3, 8-tetrame thoxyxanthone (4), 1, 3, 8-trihydroxy-4-methoxyxanthone (5), 1, 3, 8-trihydroxy-2-methoxyxanth-one (6), 1, 3, 6-trihydroxy-2,7-dimethoxyxanthone (7).</p><p><b>CONCLUSION</b>Compounds 1-6 were isolated for the first time from the genus. The antioxidant activities of compounds 3-6 were assayed by the method of DPPH and compound 3 showed the IC50 value of 4.14 microg x mL(-1).</p>

A new benzophenone from the root of Securidaca inappendiculata / 药学学报

<p><b>AIM</b>To study the benzophenones in the roots of Securidaca inappendiculata Hassk.</p><p><b>METHODS</b>Column chromatography (including silica gel and Sephadex LH-20) was used to isolate benzophenones whose structures were elucidated by HREI-MS, NMR (1D and 2D) methods.</p><p><b>RESULTS</b>A new benzophenone was isolated and identified as 2-methoxy-3,4-methylenedioxy-benzophenone (I), along with a known compound 4-hydroxy-2,6-dimethoxy-benzophenone (II).</p><p><b>CONCLUSION</b>Compound I is a new one named as securiphenone B, compound II was isolated from the genus for the first time.</p>

Studies on the chemical constituents of Securidaca inappendiculata / 药学学报

<p><b>AIM</b>To investigate the chemical constituents of Securidaca inappendiculata.</p><p><b>METHODS</b>Compounds were isolated by silica gel column chromatography and Medium Pressure Liquid Chromatography, respectively. Structures of the compounds were elucidated by chemical evidence and spectral (UV, IR, MS, 1HNMR and 13CNMR) analysis.</p><p><b>RESULTS</b>Eight compounds (1-8) were isolated and identified. Seven of them (2-7) are known compounds: oleanolic acid, p-hydroxytruxinic acid, p-coumaric acid, ethyl p-methoxycinnamate, uridine, beta-sitosterol and daucosterol. One (1) is a new hemiterpenoic acid glycoside, named securiterpenoside.</p><p><b>CONCLUSION</b>A new hemiterpenoic acid glycoside, named securiterpenoside, was isolated from Securidaca inappendiculata Hassk. Seven known compounds were isolated from genus Securidaca for the first time.</p>