Antimicrobial Triterpenoids from Licania heteromorpha

Braca, Alessandra; Morelli, Ivano; Méndez, Jeannette; Battinelli, Lucia; Braghiroli, L.; Mazzanti, Gabriela

doi:10.1055/s-2000-9601

Cited by 27 publications

(17 citation statements)

References 3 publications

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“…20) One group has reported that betulinic acid showed antimicrobial activity against S. aureus, 21) whereas another group reported that it did not. 22) Our data support the latter result. We tested the effects of oleanolic acid and ursolic acid on E. coli, P. aeruginosa and S. marcescens, a Gram-negative bacterium.…”

Section: Mics Of Triterpenoidssupporting

confidence: 82%

Antimicrobial Activity of Oleanolic Acid from Salvia officinalis and Related Compounds on Vancomycin-Resistant Enterococci (VRE)

Horiuchi

Shiota

Hatano

et al. 2007

Biological & Pharmaceutical Bulletin

183

121

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An extract from Salvia officinalis (Sage) leaves showed antimicrobial activity against vancomycin-resistant enterococci (VRE). We isolated the effective compound and identified it as oleanolic acid, a triterpenoid. We also tested antimicrobial activity of similar triterpenoids, ursolic acid, uvaol, betulinic acid and betulin. We found that ursolic acid also showed antimicrobial activity against VRE. The minimum inhibitory concentrations (MICs) of oleanolic acid and ursolic acid were 8 and 4 m mg/ml, respectively. These two compounds also showed antimicrobial activity against Streptococcus pneumoniae and methicillin-resistant Staphylococcus aureus (MRSA). These compounds showed bactericidal activity against VRE at least for 48 h when added at concentrations that were two-times higher than their MICs.

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Section: Mics Of Triterpenoidssupporting

confidence: 82%

Antimicrobial Activity of Oleanolic Acid from Salvia officinalis and Related Compounds on Vancomycin-Resistant Enterococci (VRE)

Horiuchi

Shiota

Hatano

et al. 2007

Biological & Pharmaceutical Bulletin

183

121

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“…Maslinic acid (2α,3β-dihydroxyolean-12-en-28-oic acid) (MA) is natural olenane-type pentacyclic triterpene found in the olive fruit and can be readily obtained from olive pomace oils [12]. Several pharmacological activities have been reported for this compound, such as anti-tumor [13,14], anti-oxidant [15,16], HIV protease inhibitor [17], antimicrobial [18], vasorelaxation [19], and anti-diabetic action mediated by inhibition of glycogen phosphorylase [20,21] and protein tyrosine phosphatase 1B [22]. In addition, it has been shown that MA displays low toxicity on non-tumoral cells [23,24] indicating that it should be safe for use in humans.…”

Section: Introductionmentioning

confidence: 99%

Parasitostatic effect of maslinic acid. I. Growth arrest of Plasmodium falciparum intraerythrocytic stages

Moneriz

Marín-García

Garcı́a-Granados

et al. 2011

Malar J

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BackgroundNatural products have played an important role as leads for the development of new drugs against malaria. Recent studies have shown that maslinic acid (MA), a natural triterpene obtained from olive pomace, which displays multiple biological and antimicrobial activities, also exerts inhibitory effects on the development of some Apicomplexan, including Eimeria, Toxoplasma and Neospora. To ascertain if MA displays anti-malarial activity, the main objective of this study was to asses the effect of MA on Plasmodium falciparum-infected erythrocytes in vitro.MethodsSynchronized P. falciparum-infected erythrocyte cultures were incubated under different conditions with MA, and compared to chloroquine and atovaquone treated cultures. The effects on parasite growth were determined by monitoring the parasitaemia and the accumulation of the different infective stages visualized in thin blood smears.ResultsMA inhibits the growth of P. falciparum Dd2 and 3D7 strains in infected erythrocytes in, dose-dependent manner, leading to the accumulation of immature forms at IC50 concentrations, while higher doses produced non-viable parasite cells. MA-treated infected-erythrocyte cultures were compared to those treated with chloroquine or atovaquone, showing significant differences in the pattern of accumulation of parasitic stages. Transient MA treatment at different parasite stages showed that the compound targeted intra-erythrocytic processes from early-ring to schizont stage. These results indicate that MA has a parasitostatic effect, which does not inactivate permanently P. falciparum, as the removal of the compound allowed the infection to continueConclusionsMA displays anti-malarial activity at multiple intraerythrocytic stages of the parasite and, depending on the dose and incubation time, behaves as a plasmodial parasitostatic compound. This novel parasitostatic effect appears to be unrelated to previous mechanisms proposed for current anti-malarial drugs, and may be relevant to uncover new prospective plasmodial targets and opens novel possibilities of therapies associated to host immune response.

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“…The CHCl 3 layer was analyzed by GC using a 1-Chirasil-Val column (0.32 mm 25 m). Temperatures of the injector 15 , which was confirmed by the 13 C-and 13 C-DEPT NMR data. The 1 H-NMR spectrum of 1 ( Table 1) showed signals ascribable to a galloyl (d = 7.14, 2H, s) and a sugar moiety (two anomeric protons at d = 5.66 and 4.50).…”

Section: Extraction and Isolationmentioning

confidence: 98%

Phenolic Compounds fromBaseonema acuminatumLeaves: Isolation and Antimicrobial Activity

Leo¹,

Braca²,

Tommasi³

et al. 2004

Planta med

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Three new phenolic compounds, 1-galloyl-beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranoside (1), 2-methoxy-5-(1 '2 3'-trihydroxypropyl)-phenyl- 1-0-(6"-galloyl)-beta-D-glucopyranoside (2),and 2-methoxy-5-hydroxymethyl-phenyl-1-O-(6"-galloyl)-beta-D-glucopyranoside (3), together with the known compounds benzyl 6'-O-galloyl-beta-D-glucopyranoside (4), 1,6-di-O-galloyl-beta-D-glucopyranose (5), myrciaphenone B (6), kaempferol 3-0-(6"-galloyl)-beta-D-glucopyranoside (7), quercetin 3-0-(6"-galloyl)-beta-D-glucopyranoside (8), vomifoliol 9-O-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyranoside, 2,3-dihydrobenzofuran-2-(4'-hydroxy-3'-methoxyphenyl)-3-alpha-L-rhamnopyranosyloxymethyl-7-methoxy-5-propanol, and benzyl-O-alpha-L-rhamnopyranosyl-(1-->6)-Beta-D-glucopyranoside were isolated from the leaves of Baseonema acuminatum P. Choux (Asclepiadaceae). Their structures were determined by 1D- and 2D-NMR spectroscopy and by ESI-MS analysis. The antimicrobial activity of all compounds was evaluated in vitro against bacteria (Staphylococcus aureus two strains, Bacillus cereus, Bacillus subtilis, Escherichia coli, Salmonella thyphimurium) and three strains of Candida albicans. The new compounds 2 and 3, together with the known compound 4, showed antifungal activity against two clinically isolated Candida albicans strains and against C. albicans ATCC 2091; MIC values were in the range of 25-100 microg/mL. Compound 5 was active against the two clinically isolated strains of C. albicans with MICs of 12.5 microg/mL and 25 microg/mL. Compounds 1, 6, 7, and 8 inhibited only one strain of C albicans at the maximum concentration used. None of the phenolic compounds tested was active against the bacteria studied.

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Antimicrobial Triterpenoids from Licania heteromorpha

Cited by 27 publications

References 3 publications

Antimicrobial Activity of Oleanolic Acid from Salvia officinalis and Related Compounds on Vancomycin-Resistant Enterococci (VRE)

Antimicrobial Activity of Oleanolic Acid from Salvia officinalis and Related Compounds on Vancomycin-Resistant Enterococci (VRE)

Parasitostatic effect of maslinic acid. I. Growth arrest of Plasmodium falciparum intraerythrocytic stages

Phenolic Compounds fromBaseonema acuminatumLeaves: Isolation and Antimicrobial Activity

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