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PubMed2005

Antifungal activities and action mechanisms of compounds from Tribulus terrestris L.

Antifungal activity of natural products is being studied widely. Saponins are known to be antifungal and antibacterial. We used bioassay-guided fractionation to have isolated eight steroid saponins from Tribulus terrestris L., which were identified as hecogenin-3-O-beta-D-glucopyranosyl (1-->4)-beta-D-galactopyranoside (TTS-8), tigogenin-3-O-beta-D-glucopyranosyl (1-->4)-beta-D-galactopyranoside (TTS-9), hecogenin-3-O-beta-D-glucopyranosyl (1-->2)-beta-D-glucopyranosyl (1-->4)-beta-D-galactopyranoside (TTS-10), hecogenin-3-O-beta-D-xylopyranosyl (1-->3)-beta-D-glucopyranosyl (1-->4)-beta-D-galactopyranoside (TTS-11), tigogenin-3-O-beta-D-xylopyranosyl (1-->2)-[beta-D-xylopyranosyl (1-->3)]-beta-D-glucopyranosyl (1-->4)-[alpha-L-rhamnopyranosyl (1-->2)]-beta-D-galactopyranoside (TTS-12), 3-O-[beta-D-xylopyranosyl (1-->2)-[beta-D-xylopyranosyl (1-->3)]-beta-D-glucopyranosyl (1-->4)-[alpha-L-rhamnopyranosyl (1-->2)]-beta-D-galactopyranosyl]-26-O-beta-D-glucopyranosyl-22-methoxy-(3beta,5alpha,25R)-furostan-3,26-diol (TTS-13), hecogenin-3-O-beta-D-glucopyranosyl (1-->2)-[beta-D-xylopyranosyl (1-->3)]-beta-D-glucopyranosyl (1-->4)-beta-D-galactopyranoside (TTS-14), tigogenin-3-O-beta-D-glucopyranosyl (1-->2)-[beta-D-xylopyranosyl (1-->3)]-beta-D-glucopyranosyl (1-->4)-beta-D-galactopyranoside (TTS-15). The in vitro antifungal activities of the eight saponins against five yeasts, Candida albicans, Candida glabrata, Candida parapsilosis, Candida tropicalis and Cryptococcus neoformans were studied using microbroth dilution assay. In vivo activity of TTS-12 in a Candida albicans vaginal infection model was studied in particular. The results showed that TTS-12 and TTS-15 were very effective against several pathogenic candidal species and Cryptococcus neoformans in vitro. It is noteworthy that TTS-12 and TTS-15 were very active against Candida albicans (MIC(80) = 10 and 2.3 microg/mL) and Cryptococcus neoformans (MIC(80) = 1.7 and 6.7 microg/mL). Phase contrast microscopy showed that TTS-12 inhibited hyphal formation, an important virulence factor of Candida albicans, and transmission electron microscopy showed that TTS-12 destroyed the cell membrane of Candida albicans. In conclusion, TTS-12 has significant in vitro and in vivo antifungal activity, weakening the virulence of Candida albicans and killing fungi through destroying the cell membrane.

Animals↗
PubMed2004

Steroidal saponins from the aerial parts of Tribulus pentandrus Forssk.

Seven new steroidal glycosides named pentandrosides A(1)-G(7) were isolated from the EtOH extract of the aerial parts of Tribulus pentandrus. Pentandrosides A(1)-E(5) possess cholestane aglycones, pentandroside F(6) a furostan-type aglycone and pentandroside G(7) an unusual acyloxypregnane aglycone probably derived from the degradation of a furostan skeleton. Structure elucidation of 1-7 was accomplished through the extensive use of 1D- and 2D NMR experiments including 1H-1H (DQF-COSY, 1D-TOCSY) and 1H-13C (HSQC, HMBC) spectroscopy along with ESIMS and HRESIMS.

Chromatography, Gas↗
PubMed2006

Steroidal saponins from the aerial parts of Tribulus alatus Del.

Six steroidal glycosides (1-6) were isolated from the aerial parts of Tribulus alatus Del. (Zygophyllaceae), together with one known cholestane, one spirostane, and six flavonol glycosides. Among them, 1 and 2 possess a furostane-type aglycone, 3 and 6 a cholestane structure, and 4 and 5 a spirostane skeleton. Their structural elucidation was accomplished by extensive spectroscopic methods including 1D ((1)H, (13)C, (13)C DEPT, TOCSY, ROESY) and 2D NMR experiments (DQF-COSY, HSQC, HMBC) as well as ESI-MS analysis.

Nuclear Magnetic Resonance, Biomolecular↗
PubMed2003

Furostanol saponins from Tribulus terrestris.

An HPLC-ELSD-ESI-MS method has been developed for the analysis of the steroidal saponins in the aerial parts of Tribulus terrestris. Protodioscin, a new saponin (5,6-dihydroprotodioscin, neoprotodioscin) and their respective sulfates were detected. The structure of the new compound was elucidated on the basis of NMR and ESI-MS spectral analysis.

Chromatography, High Pressure Liquid↗
PubMed2003

Tribulus terrestris: preliminary study of its diuretic and contractile effects and comparison with Zea mays.

OBJECTIVES: Tribulus terrestris L. (Zygophyllaceae) which is called Al-Gutub (in Iraqi dialect) or Quti;ba (in classical Arabic medicine), and Zea mays were both used alone or in combination by Iraqi herbalists to propel urinary stones. We studied the aqueous extract of the leaves and fruits of T. terrestris and the hair of Z. mays, to determine their diuretic activity and the contractile effect of T. terrestris. METHODS: The aqueous extract was filtered and the solvent was evaporated to produce a dry crude extract. The dry extract was then dissolved in physiological saline to make the required concentrations. Wistar male rats were used for the diuresis test and strips of isolated Guinea pig ileum were used for the contractility test. RESULTS: The aqueous extract of T. terrestris, in oral dose of 5g/kg elicited a positive diuresis, which was slightly more than that of furosemide. Z. mays aqueous extract did not result in significant diuresis when given alone in oral dose of 5g/kg, while combination of Z. mays and T. terrestris extracts produced the same extent of diuresis as that produced by T. terrestris alone. Na(+), K(+) and Cl(+) concentrations in the urine had also much increased. In addition to its diuretic activity T. terrestris had evoked a contractile activity on Guinea pig ileum. CONCLUSION: T. terrestris has long been used empirically to propel urinary stones. The diuretic and contractile effects of T. terrestris indicate that it has the potential of propelling urinary stones and merits further pharmacological studies.

Animals↗
PubMed2005

Cytotoxic furostanol saponins and a megastigmane glucoside from tribulus parvispinus.

Two new furostanol saponins, (25R)-26-O-beta-D-glucopyranosyl-5alpha-furostan-2alpha,3beta,22alpha,26-tetraol 3-O-{beta-D-galactopyranosyl-(1-->2)-O-[beta-D-xylopyranosyl-(1-->3)]-O-beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranoside} (1) and (25R)-26-O-beta-D-glucopyranosyl-5alpha-furostan-3beta,22alpha,26-triol 3-O-{beta-D-galactopyranosyl-(1-->2)-O-[beta-D-xylopyranosyl-(1-->3)]-O-beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranoside} (2), and their O-methyl derivatives (3 and 4), and a new megastigmane glucoside, (6S,7E,9xi)-6,9,10-trihydroxy-4,7-megastigmadien-3-one 10-O-beta-D-glucopyranoside (6), along with one known spirostanol saponin, gitonin (5), and four known megastigmane glucosides were isolated from the aerial parts of Tribulus parvispinus. Their structures were established by detailed spectroscopic analysis. The cytotoxic activities of 1-6 against U937, MCF7, and HepG2 cells were evaluated. Compounds 2 (IC(50) 0.5 microM) and 5 (IC(50) 0.1 microM) showed the highest activity against U937 cells.

Antineoplastic Agents, Phytogenic↗
PubMed2003

Experimental Tribulus terrestris poisoning in sheep: clinical, laboratory and pathological findings.

Eleven native sheep, 1-2 years old, of both sexes were randomly divided into two groups, 6 sheep being allocated to the experimental group and 5 serving as controls. The sheep in the experimental group were fed 80% Tribulus terrestris and 20% alfalfa hay and wheat straw, while the control sheep were given a mixture of 40% alfalfa hay and 60% wheat straw. Clinical signs of hepatogenous photosensitivity were observed from day 11, including reddening and crust formation on the muzzle, nose, ears and eyelids, depression, weight loss, icterus, conjunctivitis, and yellow discoloration of the urine. Laboratory findings on weekly samples indicated significant differences (p < 0.05) in white blood cell count, total plasma protein and fibrinogen, total and direct bilirubin, blood urea nitrogen and creatinine concentrations, and aspartate aminotransferase and alkaline phosphatase activities. There were no significant differences in the packed cell volume, in the neutrophil, lymphocyte or eosinophil counts, or in the serum calcium, phosphorus, potassium, sodium or chloride concentrations. At necropsy of the experimental animals, there were various degrees of generalized icterus and the livers were swollen and discolored by bile pigment. Histopathological examination revealed varying amounts of crystalloid material in the bile ducts and renal tubules, hepatocellular degeneration, biliary fibrosis and proliferation, renal tubular necrosis and focal necrosis of cardiac muscle.

Alanine Transaminase↗
PubMed2002

Tribulosin and beta-sitosterol-D-glucoside, the anthelmintic principles of Tribulus terrestris.

Successive extracts of Tribulus terrestris prepared using petroleum ether, chloroform, 50% methanol and water were tested for anthelmintic activity in-vitro using the nematode Caenorhabditis elegans. The activity could be detected only in 50% methanol extract which on further bioactivity guided fractionation and chromatographic separation yielded a spirostanol type saponin, tribulosin and beta-sitosterol-D-glucoside. Both the compounds exhibited anthelmintic activity with ED50 of 76.25 and 82.50 microg/ml respectively.

Animals↗
PubMed2003

Terrestrinins A and B, two new steroid saponins from Tribulus terrestris.

Two new steroid saponins, named terrestrinins A (1) and B (2), along with six known compounds were isolated from the Chinese medicine herb Tribulus terrestris, and their chemical structures were elucidated as 26-O-beta-D-glucopyranosyl-(25S)-furostan-4(5),20(22)-diene-3,12-dione (1) and 26-O-beta-D-glucopyranosyl-(25S)-5alpha-furostane-3beta,22alpha,26-triol-3-O-beta-D-xylopyranosyl(1 --> 3)-[(beta-D-xylopyranosyl(1 --> 2)]-beta-D-glucopyranosyl(1 --> 4)-[alpha-L-rhamnopyranosyl(1 --> 2)]-beta-D-galactopyranoside (2) on the basis of spectroscopic techniques.

Drugs, Chinese Herbal↗
PubMed2002

A new steroidal saponin from Tribulus terrestris Linn.

A new steroidal saponin containing six monosaccharides was obtained from the total plant of Tribulus terrestris and elucidated based on chemical spectroscopic analysis, especially on 2D-NMR technology as 26-0-beta-D-glucopyranosyl-22-methoxy-furostane-3-O-[beta-D-xylopyranosyl(l --> 3)-[beta-D-xylopyranosyl(l --> 2)-beta-D-glucopyranosyl(1 --> 4)]]-[alpha-L-rhamnopyranosy(l --> 2)]-beta-D-galactopyranoside.

Chromatography, Thin Layer↗
PubMed2006

The protective effect of Tribulus terrestris in diabetes.

Tribulus terrestris L (TT) is used in the Arabic folk medicine to treat various diseases. The aim of this article was to investigate the protective effects of TT in diabetes mellitus (DM). Diabetes is known to increase reactive oxygen species (ROS) level that subsequently contributes to the pathogenesis of diabetes. Rats were divided into six groups and treated with either saline, glibenclamide (Glib), or TT for 30 days. Rats in group 1 were given saline after the onset of streptozotocin (STZ)-induced diabetes; the second diabetic group was administered Glib (10 mg/kg body weight). The third diabetic group was treated with the TT extract (2 g/kg body weight), while the first, second, and third nondiabetic groups were treated with saline solution, Glib, and TT extract, respectively. At the end of the experiment, serum and liver samples were collected for biochemical and morphological analysis. Levels of serum alanine aminotransferase (ALT) and creatinine were estimated. In addition, levels of malondialdehyde (MDA) and reduced glutathione (GSH) were assayed in the liver. The tested TT extract significantly decreased the levels of ALT and creatinine in the serum (P < 0.05) in diabetic groups and lowered the MDA level in liver (P < 0.05) in diabetic and (P < 0.01) nondiabetic groups. On the other hand, levels of reduced GSH in liver were significantly increased (P < 0.01) in diabetic rats treated with TT. Histopathological examination revealed significant recovery of liver in herb-treated rats. This investigation suggests that the protective effect of TT for STZ-induced diabetic rats may be mediated by inhibiting oxidative stress.

Animals↗
PubMed2003

[The inhibitory effect of saponins from Tribulus terrestris on Bcap-37 breast cancer cell line in vitro].

The inhibitory effect of saponins from Tribulus terrestris (STT) on Bcap37 breast cancer cell line were determined by cell growth curve, MTT assay, protein content assay and morphological observation. The results showed that STT had potent inhibitory effect on Bcap-37 cell line in a concentration-dependent manner. Bcap-37 cell exhibited morphological alteration, namely, cells got round and shrunk, nuclei contracted after treating with STT.

Antineoplastic Agents, Phytogenic↗
PubMed2003

[Effect of saponin from Tribulus terrestris on hyperlipidemia].

The preventive and therapeutic effects of saponin from Tribulus terrestris L. on diet-induced hyperlipidemia in mice have been studied. It showed that in preventive experiment the saponin could significantly low the levels of serum TC (P < 0.05), LDL-c (P < 0.01) and liver TC (P < 0.05), TG (P < 0.05), and increase the activities of superoxide-dismutase (SOD) in liver. The therapeutic experiment showed that the saponin could significantly reduce the contents of serum TC (P < 0.05) and liver TC (P < 0.01).

Animals↗
PubMed2004

[Investigation on inhibitory and apoptosis-inducing effects of saponins from Tribulus terrestris on hepatoma cell line BEL-7402].

OBJECTIVE: To investigate the inhibitory and apoptosis-inducing effects of saponins from Tribulus terrestris (STT) on liver cancer cell line BEL-7402. METHOD: MTT, SRB, Wright staining, acridine orange staining, flow cytometry, and Immunofluorescence microscopy were used to evaluate the effects of STT on BEL-7402 cell line. RESULT: SMT had potent inhibitory effect on BEL-7402 cell line in a concentration-dependent manner. BEL-7402 cells exibited typical morphological alteration of apoptosis when sub-G1 peak could be seen. The expression of Bcl-2 was decreased in STT treated cells as compared with untreated control cells. CONCLUSION: STT exerts its cytotoxic effect on BEL-7402 cells by inducing apoptosis.

Apoptosis↗
PubMed2005

[Experimental study of saponins from Tribulus terrestris on renal carcinoma cell line].

OBJECTIVE: To investigate the effect of saponins from Tribulus terrestris (STT) on the renal carcinoma cell (786-0) in vitro, and inhibitory mechanisms. METHOD: Effects of SIT on the cytotoxicity, morphological changes of apoptosis, cell cycle and expression of Bcl-2 protein in the 786-0 were tested respectively by MTT method, Wright and acridine orange stain assay, as well as flow cytometry (FCM). RESULT: After the 786-0 was treated by STY, it was shown that: 1) A significant cytotoxic effect was observed by MTT assay; 2) Apoptosis-induced was viewed by Wright and acridine orange stain assay; 3) The distribution of 786-0 on S phase was increased; 4.) The expression of Bcl-2 protein and cyclin D1 was decreased. CONCLUSION: STT can significantly inhibit the growth of 786-0 in vitro, partially, by apoptosis.

Antineoplastic Agents, Phytogenic↗
PubMed2005

FT-IR Study of the influence of Tribulus terrestris on Mercury intoxicated mice, Mus musculus liver.

FT-IR spectra of liver tissue isolated from mice, Mus musculus, have been recorded in the region of 4000 - 400 cm-1 for normal, mercury treated and recovery phase. In this study, the total protein content was found to be decreased in the liver tissues after treatment with median-lethal dose of mercuric chloride. The marked fall in the level of bio-chemical constituent in the tissue due to metal exposure indicates the rapid initiation of the breakdown of the bio-chemical constituents to meet the energy demand during toxic stress. During the recovery phase, the decreased levels of bio-chemical constituents are restored to near normal level. Methanol fractions of Tribulus terrestris fruit extract was administrated on mercury intoxicated mice for 15 days. After the administration, the mercury-intoxicated animals slowly recovered from the adverse effect of mercury poisoning with the help of plant bio-formulations. The results are discussed in detail.

Animals↗
PubMed2006

Recovery of phosphatase and transaminase activity of mercury intoxicated Mus musculus (Linn.) liver tissue by Tribulus terrestris (Linn.) (Zygophyllaceae) extract.

The efficacy of the methanolic fraction (MF) of Tribulus terrestris fruit extract on mercury intoxicated mice, Mus musculus has been studied. At a median-lethal dose of mercuric chloride (12.9 mg/kg body wt.) administration an enhanced level of glutamate oxaloacete transaminase (GOT), glutamate pyruvate transminase (GPT) and simultaneously decreased level of acid phosphatase (ACP) and alkaline phosphatase (ALT) activities were noticed in the liver. Due to the mercury toxicity the liver cells are damaged to cause the alterations in their enzymes. During the recovery period, all the enzymological parameters are restored to reach near normal level. The result suggested that the oral administration of MF of T. terrestris fruit extract has (6 mg/kg body wt.) provided protection against the mercuric chloride induced hepatic damage in the mice, M. musculus.

Acid Phosphatase↗