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Bioactive constituents from gum guggul (Commiphora wightii).

Bioactivity-directed fractionation and purification afforded cytotoxic components of Commiphora wightii. The exudates of C. wightii were extracted with EtOAc and the extract was subjected to repeated column chromatography. A fraction showing cytotoxic activity was characterized as a mixture of two ferulates with an unusual skeleton by spectral and chemical methods, including by NMR, GC-MS and chemical derivatization. This fraction also showed moderate scavenging effect against 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals.

Antineoplastic Agents, Phytogenic↗

Furanosesquiterpenes from Commiphora sphaerocarpa and related adulterants of true myrrh.

A new furanosesquiterpene, (1E)-8,12-epoxygermacra-1,7,10,11-tetraen-6-one (3), was isolated from the resin of Commiphora sphaerocarpa together with the known compounds curzerenone (1), furanodienone (2), (1E)-3-methoxy-8,12-epoxygermacra-1,7,10,11-tetraen-6-one (4), (1(10)E,2R*,4R*)-2-methoxy-8,12-epoxygermacra- 1(10),7,11-trien-6-one (5), and dihydropyrocurzerenone (6). Hydrodistillates of the resins of C. sphaerocarpa, C. holtziana, C. kataf and C. myrrha were analysed. The identifications were aided by NMR, GC and GC-MS.

Commiphora↗

Laboratory assessment of the molluscicidal activity of Commiphora molmol (Myrrh) on Biomphalaria alexandrina, Bulinus truncatus and Lymnaea cailliaudi.

The molluscicidal properties of the oil extract of Commiphora molmol (Myrrh) were tested against Egyptian snail species: Biomphalaria alexandrina, Bulinus truncatus and Limnaea cailliaudi. The impact of the extract on the egg cluches of B. alexandrina and L. cailliaudi was also evaluated. Snails and their eggs were exposed for 24 and 48 hr at 22-26 degrees C to various concentrations of the extract. The results showed different susceptibilities B. alexandrina showed higher LD50 and LD90 (155, 195 ppm) than B. truncatus (50, 95 ppm) and L. cailliaudi (50, 85 ppm) after 24 hr exposure. 100% mortality was obtained for the egg cluches of B. alexandrina and L. cailliaudi at concentrations of 100 ppm and 75 ppm respectively. Lower concentrations were needed to obtain the same results after 48 hr. The present laboratory studies demonstrated that Myrrh has a molluscicidal effect on the snail intermediate hosts, particularly on their eggs. Field studies are recommended.

Animals↗

Evaluation of the genotoxic, cytotoxic, and antitumor properties of Commiphora molmol using normal and Ehrlich ascites carcinoma cell-bearing Swiss albino mice.

The genotoxic, cytotoxic and antitumor properties of Commiphora molmol (oleo gum resin) were studied in normal and Ehrlich ascites carcinoma cell-bearing mice. In normal mice, the genotoxic and cytotoxic activity was evaluated on the bases of the frequency of micronuclei and the ratio of polychromatic to normochromatic cells in bone marrow, which was substantiated by the biochemical changes in hepatic cells. The antitumor activity of C. molmol was evaluated from the total count and viability of Ehrlich ascites carcinoma cells and their nucleic acid, protein, malondialdehyde, and elemental concentrations in addition to observations on survival and the trend of changes in body weight. The tumors at the site of injection were evaluated for histopathological changes. Treatment with C. molmol (125-500 mg/kg) showed no clastogenicity but was found to be highly cytotoxic in normal mice. The results obtained in the Ehrlich ascites carcinoma cell-bearing mice revealed the cytotoxic and antitumor activity of C. molmol which was found to be equivalent to those of the standard cytotoxic drug cyclophosphamide. On the basis of the nonmutagenic, antioxidative, and cytotoxic potential of C. molmol as observed in the present study, its use in cancer therapy seems to be appropriate and further investigations are suggested.

Animals↗

Anti-inflammatory activity of Commiphora molmol.

The petroleum ether extract of the oleo-gum resin of Commiphora molmol, at a dose of 500 mg/kg body weight, produced significant inhibition of carrageenan induced inflammation and cotton pellet granuloma. The extract also showed significant antipyretic activity in mice. Further studies on the fractionation of phytoconstituents and their mechanism of action are in progress.

Animals↗

Gugulu (Commiphora mukul) induces triiodothyronine production: possible involvement of lipid peroxidation.

An investigation was made to find out the importance of gugulu (Commiphora mukul) in thyroid function of mice and to reveal the possible involvement of lipid peroxidation (LPO), if any. While no marked change in the concentrations of serum thyroxine (T4) was observed, triiodoth yronine (T3) concentration and T3/T4 ratio were enhanced following the administration of gugulu extract (0.2 g/kg b. wt./d for 15 days). A concomitant decrease in LPO was also noticed in liver, the principal site of T3 generation, suggesting that gugulu induced increase in T3 concentration is LPO mediated.

Animals↗

Two octanordammarane triterpenes from Commiphora kua.

The resin of Commiphora kwo yielded two new octanordammarane triterpenes namely 15 alpha-hydroxymansumbinone and 28-acetoxy-15 alpha-hydroxymansumbinone, along with the four known compounds, mansumbinone, mansumbinol, (16S, 20R)-dihydroxydammar-24-en-3-one and T-cadinol. These structures were elucidated by spectroscopic techniques, including 1D and 2D NMR spectroscopy, and X-ray analysis.

Burseraceae↗

High-performance liquid chromatographic method for fingerprinting and quantitative determination of E- and Z-guggulsterones in Commiphora mukul resin and its products.

A high-performance liquid chromatographic method has been developed and validated for the fingerprinting (profiling) and quantitative determination of E- and Z-guggulsterones, the hypolipidemic agents in the gum-resin exudate of Commiphora mukul, currently marketed worldwide as hypocholesterolemic. The method involves extraction of the guggul-resin from either the raw exudate or compounded tablets (or capsules) with ethyl acetate, concentration of the combined extracts and chromatography on a reversed-phase C18 column using an acetonitrile-water gradient. The method has a validated quantitation range of 15-85 microg/ml for E-guggulsterone and 25-130 microg/ml for Z-guggulsterone with a precision of +/-2% S.D. and a recovery of >99.5%. Standard curve correlation coefficients of 0.992 or greater were obtained during validation experiments. The method was applied to six commercial (OTC) products, all of which were found to contain significantly less (in most cases very little or none) of the claimed guggulsterones.

Chromatography, High Pressure Liquid↗

Toxicity studies in mice of Commiphora molmol oleo-gum-resin.

Acute (24 h) and chronic (90 days) oral toxicity studies on Commiphora molmol (oleo-gum-resin) were carried out in mice. Dosages in acute study were 0.5, 1.0 and 3 g/kg, while in chronic study dosage was 100 mg/kg per day. All external morphological, biochemical and haematological changes, in addition to body and vital organ weights were recorded. There was no significant difference in mortality in acute or chronic treatment as compared to controls. At the end of the treatment, weight gain in the treated as well as control group was significant. There was a significant increase in weight of testes, caudae epididymides and seminal vesicles in C. molmol treated group. Biochemical studies revealed no differences in C. molmol treated animals, however, haematological studies revealed a significant increase in RBC and haemoglobin levels as compared to the control group. C. molmol failed to show any spermatotoxic effects.

Animals↗

Gastric antiulcer and cytoprotective effect of Commiphora molmol in rats.

The aqueous suspension of Commiphora molmol (oleo-gum resin) has been screened for its potential to protect gastric mucosa against the ulcers caused by 80% ethanol, 25% NaCl, 0.2 M NaOH, indomethacin and combined indomethacin-ethanol treatment. C. molmol pretreatment at doses of 250, 500 and 1000 mg/kg provided dose-dependent protection against the ulcerogenic effects of different necrotizing agents used. The effects caused by ethanol were further investigated. Treatment of rats with 1 ml of 80% ethanol was found to cause depletion of stomach wall mucus, reduction in the concentration of protein, nucleic acids and NP-SH groups in the stomach wall. Ethanol treatment also caused histopathological lesions including necrosis, erosion, congestion and haemorrhage of the stomach wall. Pretreatment with C. molmol offered a dose-dependent protection against all these effects. In the same manner it affected the malondialdehyde concentration altered by ethanol treatment. C. molmol also offered protection against mucosal damage caused by indomethacin and its combination with ethanol. The protective effect of C. molmol observed in the present study is attributed to its effect on mucus production, increase in nucleic acid and non-protein sulfhydryl concentration, which appears to be mediated through its free radical-scavenging, thyroid-stimulating and prostaglandin-inducing properties.

Animals↗

Effect of aqueous extract of Commiphora opobalsamum on blood pressure and heart rate in rats.

The cardiovascular effects of aqueous extracts from the branches of Commiphora opobalsamum tree were investigated. The intravenous administration of 4 mg/kg of the aqueous extract depressed systemic arterial blood pressure by 20% (P < 0.01) and reduced heart rate of anaesthetised rats by 14% (P < 0.05). The hypotensive and the bradycardiac effects were immediate and in a dose related manner. The hypotensive effect of C. opobalsamum was inhibited by the pretreatment with atropine sulfate (1-4 mg/kg). These results suggest that the hypotensive effect of C. opobalsamum is due to the activation of muscarinic cholinergic receptors.

Animals↗

Furanosesquiterpenoids of Commiphora myrrha.

An investigation on the gum exudates of Commiphora myrrha has led to the isolation of six sesquiterpenoids. On the basis of spectroscopic data interpretation, they were determined as two new furanosesquiterpenoids, rel-1S,2S-epoxy-4R-furanogermacr-10(15)-en-6-one (1) and rel-2R-methyl-5S-acetoxy-4R-furanogermacr-1(10)Z-en-6-one (2), and four known furanosesquiterpenoids, rel-3R-methoxy-4S-furanogermacra-1E,10(15)-dien-6-one (3), rel-2R-methoxy-4R-furanogermacr-1(10)E-en-6-one (4), furanogermacra-1(10)Z,4Z-dien-6-one, and curzerenone [6,7-dihydro-5beta-isopropenyl-3,6beta-dimethyl-6-vinylbenzofuran-4(5H)-one]. This is the first report of the relative stereochemistry for the known compounds 3 and 4. Compound 1 exhibited weak cytotoxic activity against a MCF-7 breast tumor cell line in a clonogenic assay, while the other five compounds were inactive in this assay.

Antineoplastic Agents, Phytogenic↗

Terpenoid composition of the wound-induced bark exudate of Commiphora tenuis from Ethiopia.

The bark of Commiphora tenuis Vollensen exudes a translucent, free-flowing odoriferous liquid upon wounding which was analysed by capillary GLC and GLC-MS. 42 mono- and sesquiterpenes were detected and 37 identified. The main components of the monoterpenoid fraction were alpha-pinene (60.8%), beta-pinene (8.8%), sabinene (6.3%), alpha-thujene (8.9%), limonene (5.5%), 3-carene (3.7%), beta-myrcene (1.8%), and beta-elemene (1.1%) constituting 97% of the oil. Identified sesquiterpenoid components constituted approximately 1.6% of the oil. Oleanolic acid acetate was isolated and identified as the main triterpene from the resin by 1H- and 13C-NMR. Three other triterpenes of the olean-12-ene group were also detected using GC-MS. The essential oil exhibited antibacterial activities against Staphylococcus aureus. Proteus mirabilis and E. coli with MIC between 0.5 and 1%.

Anti-Infective Agents↗

7-O-methylaloeresin A--a new chromone glycoside from Commiphora socotrana.

A new 5-methylchromone glycoside, named 7-O-methylaloeresin A (2-acetonyl-8-C-beta-D[2'-O-(E)-4-hydroxycinnamoyl]glucopyranosyl-7- methoxy-5-methylchromone, 1), was isolated from Commiphora socotrana (Burseraceae). Its structure was elucidated by spectroscopic data (MS, UV, 1H- and 13C-NMR).

Carbohydrate Conformation↗

Effect of Commiphora molmol (oleo-gum-resin) on the cytological and biochemical changes induced by cyclophosphamide in mice.

The anticlastogenic and biochemical potentials of Commiphora molmol were studied in Swiss albino mice treated with cyclophosphamide (CP). The C.molmol treatment (125-500 mg/kg) showed no mutagenicity. It caused a highly significant and dose-dependent mitodepressant effect in the femoral cells and reduction of RNA levels in hepatic cells as compared with the control. CP treatment showed significant increase in the frequency of micronuclei, cytotoxicity and reduction in the contents of nucleic acids and proteins. Pretreatment with C. molmol could neither alter the biochemical and cytological effects of CP nor show any additive effect of both treatments.

Animals↗

Anticarcinogenic effect of Commiphora molmol on solid tumors induced by Ehrlich carcinoma cells in mice.

The anticarcinogenic potential of Commiphora molmol (oleoresin) was studied in Ehrlich-solid-tumor-bearing mice. The antitumor activity of C. molmol was evaluated from the total count and viability of Ehrlich solid tumor cells and their nucleic acid, protein, malondialdehyde and glutathione levels at the end of 25 and 50 days of treatment. Furthermore, observations of animal survival rate and measurements of the tumor and body weight were made. The Ehrlich solid tumors were also evaluated for histopathological changes. Treatment with C. molmol (250 and 500 mg/kg/day) was found to be cytotoxic in Ehrlich solid tumors cells. The antitumor potential of C. molmol was comparable to the standard cytotoxic drug cyclophosphamide. This effect of C. molmol was less pronounced after 50 days of treatment. The present study confirmed the cytotoxic and anticarcinogenic potential of C. molmol. Further studies are warranted to explore its mode of action and safety for medicinal use in cancer therapy.

Animals↗

Preliminary study of therapeutic efficacy of a new fasciolicidal drug derived from Commiphora molmol (myrrh).

Myrrh (from the stem of the Commiphora molmol tree) is an oleo gum resin that may prove efficacious for the treatment of fascioliasis. We studied 7 patients who were passing Fasciola eggs in their stools and treated them with myrrh. The drug (a formulation consisting of 8 parts of resin and 3.5 parts of volatile oils, all extracted from myrrh) was given in a dose of 12 mg/kg per day for 6 consecutive days in the morning on an empty stomach. Patients were followed for 3 months. The therapy proved to be effective, with pronounced improvement of the general condition and amelioration of all symptoms and signs. A dramatic drop in the egg count was detected at the end of treatment. Eggs were no longer detectable in the feces 3 weeks after treatment and after a follow-up period of 3 months. High eosinophilic counts, elevated liver enzymes, and Fasciola antibody titers returned to nearly normal. No signs of toxicity or adverse effects were observed. We conclude that the formulation of myrrh is safe, well tolerated, and effective for treating fascioliasis.

Administration, Oral↗