Abstract Background Using expandable cages through the anterior approach is a well-established method for treating thoracolumbar burst fractures. We aim to identify factors associated with cage subsidence and their impact on clinical outcomes in patients treated with corpectomy via a complementary anterior approach. Methods We included adult patients with thoracolumbar burst fractures who were treated using the complementary anterior approach at our institution between 2015 and 2021. Our analysis considered factors related to the fracture, implant, subsidence, and functional outcomes (measured by the SF-36). Hounsfield units were measured using the XERO Viewer System on CT scans, and statistical analysis was conducted using R.v4.1 and Rstudio v2021.09.1 + 372. Results thirty-one patients were included. A significant difference was found in subsidence magnitude between the "UH < 110" and "UH > 180" groups (p = 0.0468). Patients who received non-modular cylindrical cages had markedly more subsidence and poorer physical outcomes on the SF-36. If the complementary anterior approach was performed six months after the posterior stabilization, all components of the SF-36 were diminished. Conclusions To optimize the management of thoracolumbar burst fractures, it is essential to evaluate bone quality before using an anterior approach. Rectangular base modular cages lead to less subsidence and better health outcomes, while non-modular cylindrical cages may decrease physical function. An anterior approach after six months leads to worst functional results. The results provide valuable insights into the use of expandable cages in addressing burst fractures in the lumbar spine.

BACKGROUND:thoracolumbar burst fractures are associated with spinal canal occupation. The indirect decompression of the spinal canal and reduction of the fragment can be achieved with the distraction of the middle column and ligamentotaxis. Nevertheless, the factors that influence the effectiveness of this procedure and its temporality are controversial.METHODS:The aim of this observational, cross-sectional study was to evaluate the effectiveness of indirect reduction by ligamentotaxis in thoracolumbar burst fractures according to the fracture's radiologic characteristics and the procedure's temporality. Patients diagnosed with a thoracolumbar burst fracture between 2010 and 2021 were submitted to indirect reduction by distraction and ligamentotaxis. A retrospective analysis of radiologic characteristics and temporality of the procedure was performed with an independent sample t-test or Pearson's correlation coefficient, as required.RESULTS:A total of 58 patients were included in the analysis. Postoperatively, ligamentotaxis significantly improved all radiologic parameters (canal occupation, endplates distance, and vertebra height). Still, none of the radiological characteristics of the fracture (width, height, position, sagittal angle) were associated with the postoperative change in canal occupation. The endplates distance and the temporality of ligamentotaxis significantly predicted the reduction of the fracture.CONCLUSION:Fragment reduction effectiveness is more significant when performed as early as possible and adequate distraction is achieved using the internal fixator system. The radiologic characteristics of the fractured fragment do not determine its reduction capacity.

Study Design Case-control study. Purpose Analyze association between imaging factors related to the failure of conservative treatment in isolated subaxial cervical facet fractures. Overview of Literature Facet fracture (F1, F2, and F3 AOSpine) may be stable or unstable depending on clinical and imaging variables, which are not well established. As a result, differences in fracture management lead to differences in surgical or conservative indications, and there is no evidence to predict conservative treatment failure. Methods Patients were categorized into two groups: six patients (16.2%) with conservative treatment failure (defined as the appearance of neurological symptoms, listhesis >3.5 mm, kyphotic deformation >11°, and/or non-union), and 31 patients (83.7%) with successful conservative management (defined as complete consolidation confirmed by computed tomography [CT] at the 6-month follow-up). All participants were fitted with rigid collars of the Miami type, and standardized follow-up was performed until consolidation or failure. CT and magnetic resonance imaging (MRI) was used to examine imaging characteristics. Sagittal balance parameters were assessed using CT, and signs of acute disc injury, prevertebral edema, facet synovitis, and interspinous hyperintense signal were assessed using MRI. Results Thirty-seven patients were diagnosed with unilateral cervical facet fractures between 2009 and 2020. In this sample, acute disc injury had a significative association to failure of conservative treatment in F2 and F3 AOSpine facet fractures, 100% of the failure group presented with traumatic disc injury compared to 9.7% of the successful group, for the other variables: prevertebral edema, 83.7% vs. 41.9%; facet synovitis, 100% vs. 77.4%; and interspinous hyperintensity, 71.4% vs. 38.7%, respectively. With conservative management, all F1 fractures healed successfully. Conservative treatment failed in 20% of F2 fractures and 50% of F3 fractures, respectively. In terms of cervical sagittal balance parameters, there were no significant differences between groups. Conclusions Conservative management was successful in all F1 fractures. In F2 and F3 types, there was a significant association between acute disc injury and conservative treatment failure.

Haematobia irritans is a cosmopolitan obligate blood-feeding ectoparasite of cattle and is the major global pest of livestock production. Currently, H. irritans management is largely dependent on broad-spectrum pesticides, which has led to the development of insecticide resistance. Thus, alternative control methods are needed. Essential oils have been studied as an alternative due to their wide spectrum of biological activities against insects. Thus, the main aim of this study was to evaluate the insecticidal, repellent and antifeedant activity of the essential oils from Blepharocalyx cruckshanksii leaves and Pilgerodendron uviferum heartwood against horn flies in laboratory conditions. The composition of the essential oils was analyzed using gas chromatography coupled to mass spectrometry. Accordingly, α-pinene (36.50%) and limonene (20.50%) were the principal components of the B. cruckchanksii essential oil, and δ-cadinol (24.16%), cubenol (22.64%), 15-copaenol (15.46%) and δ-cadinene (10.81%) were the most abundant compounds in the P. uviferum essential oil. Mortality of flies and feeding behavior were evaluated by non-choice tests, and olfactory response was evaluated using a Y-tube olfactometer. Both essential oils were toxic to horn flies, with LC50 values for B. cruckchanksii essential oil of 3.58 µL L−1 air at 4 h, and for P. uviferum essential oil of 9.41 µL L−1 air and 1.02 µL L−1 air at 1 and 4 h, respectively. Moreover, the essential oils exhibited spatial repellency in the olfactometer using only 10 µg of each oil, and these significantly reduced the horn fly feeding at all doses evaluated. Although further laboratory and field studies related to the insectistatic and insecticide properties of these essential oils against H. irritans are necessary, B. cruckshanksii leaves and P. uviferum heartwood essential oils are promising candidates for horn fly management.

Lithraea caustica(Molina) Hook. and Arn. (Anacardiaceae), common name Litre, is an evergreen endemic plant used in the Mapuche Chilean folk medicine. The stem juice ofL. causticamixed withRubus ulmifolius(blackberry) is used to treat cough and the infusion of leaves is used in baths to treat joint inflammations. In this study, the activities of 3-n-alk(en)yl-catechols, obtained from the dichloromethane extract of the epicuticular compounds of fresh leaves (DCME), stem bark petroleum ether extract (PEE), fractions of phenols and phenol-acid compounds obtained from the methanolic extract (methanolic extract) of defatted leaves and aqueous infusion (AE) from fresh leaves, were evaluated asin vitroinhibitors of soybean 15-lipoxygenase (15-sLOX) and human 5-lipoxygenase (5-hLOX), one of the inflammation pathways. The 3-n-alk(en)yl-catechols were characterized by gas chromatography-mass spectrometry and 1D and 2D nuclear magnetic resonance analysis as mixtures of 3-[(10E)-pentadec-10′-en-1-yl]-catechol, 3-[(10Z)-pentadec-10′-en-1-yl]-catechol and 3-n-pentadecylcatechol. In addition, two fractions, obtained from MeOHE, were characterized by liquid chromatography electrospray ionization tandem mass spectrometric as complex mixtures of known acids and phenolic compounds. DCME, MeOHE and ethyl acetate extract (AcOEtE) extracts showed inhibition against 15-sLOX, and the AE of fresh leaves, showed the best inhibition against 5-hLOX. The mixture of 3-n-alk(en)yl-catechols showed inhibition of 15-sLOX and 5-hLOX. The compounds 3-[(10Z)-pentadec-10′-en-1-yl]-catechol (IC502.09 µM) and 3-n-pentadecylcatechol (IC502.74 µM) showed inhibition against 5-hLOX. The inhibition values obtained for the 3-n-alk(en)yl-catechols are in the range of well-known inhibitors of 5-hLOX. Acetylation of the 3-n-alk(en)yl-catechols blocks the inhibitory activity, indicating that the free catechol function is necessary for the enzyme inhibition. In addition, the fractions of phenols and phenol-acid compounds showed inhibitory activity against 15-sLOX and the AE, showed a good inhibition against 5-hLOX. These results would be in agreement with the use ofL. caustica, as an anti-inflammatory in Mapuche ethnomedicine.

Background Endophytic fungi are diverse and ubiquitous in nature, yet studies simultaneously comparing endophyte communities in above- and below-ground plant tissues are relatively scarce. The main goal of our study was to compare the diversity and community composition of endophytic fungi associated with above- and below-ground tissues of the plant Aristolochia chilensis in an arid ecosystem. Endophytic fungi were isolated from healthy leaves and roots of A. chilensis, and the internal transcribed spacer (ITS) region was sequenced for phylogenetic and taxonomic analysis. Results A combined total of 457 fungal isolates were cultured from leaf and root tissues, belonging to 54 operational taxonomic units (OTUs). The genera Fusarium, Penicillium, Phialemonium and Trichoderma were the most representative endophyte taxa identified in A. chilensis tissues; nevertheless, Fusarium was significantly more dominant in the below-ground community, while foliar endophyte community was dominated by Penicillium. Whereas OTU richness and diversity were not different between below-ground and above-ground tissues, endophyte abundance was on average twice as high in below-ground tissue than in above-ground tissue. Fungal endophyte communities in the two tissue types were significantly dissimilar. Conclusions Results from this study indicate that A. chilensis harbors a similar diversity of endophytic fungi in above- and below-ground tissues. Dominant endophytic fungi were found to be dependent on tissue type, which potentially resulted in marked differences in community structure between above- and below-ground tissues. Ecological processes potentially affecting this pattern are discussed.

Hylurgus ligniperda is one of the most important quarantine forest insects associated to pine ( Pinus radiate D. Don) logs exported from Chile. Methyl bromide fumigation has been the prominent control method. As the use of this synthetic insecticide leads to serious environmental problems, research to find alternative treatments is urgently needed for the Chilean forestry sector. Hence, plant secondary metabolites have been considered as an alternative for its control. Therefore, the objective of this work was to assess the feeding behavior of H. ligniperda through the artificial diet supplemented with organic fractions obtained from Cestrum parqui leaves. Organic extracts were obtained using a Soxhlet extraction. Non-choice tests were developed for testing the antifeedant activity shown by the organic fractions on adults, and 5th and 6th instar larvae of H. ligniperda . All the extracts tested elicited a decrease in the weight of unsexed H. ligniperda adults, and the effects were dose-dependent. Male beetle weight gain was reduced strongly by chloroform extracts and ethyl acetate elicited a weight increase of female and from the fifth and sixth instar larvae weight. Saponin extract elicited a reduction of the weight in male and female. Finally, the weight of both instar larvae was reduced by chloroform and saponin extract. C. parqui leaf extracts show a great potential for being used for controlling H. ligniperda and thus to diminish the use of harmful synthetic pesticide.

Two labdane diterpenoids were isolated, from the resinous exudate of Haplopappus velutinus Remy (Asteraceae); the main compound was identified as 7,13-(E)-labdadien-15,18-dioic-acid-18-methyl ester (1) and the minor compound identified as 7-labden-15,18-dioic-acid-18-methyl ester (2). Their structures were obtained using FTIR, MS, HRMS and NMR data: 1D NMR (1H, 13C and DEPT-135), 2D homonuclear NMR (COSY and NOESY) and heteronuclear NMR (HSQC and HMBC). The trans stereochemistry of the decalin moiety of compounds 1 and 2 was established through NOESY experiments of the reduction product of 1; 7-labden-15,18-diol (1a). Diterpenoids 1 and 1a are described for the first time and showed antifungal activity, inhibiting approximately 40% mycelial growth of Botrytis cinerea.

Staphylococcus aureus is a serious human pathogen that is highly adaptive to environmental conditions and rapidly develops antibiotic resistance. The use of efflux pumps to reduce antibiotic concentrations at the intracellular level is one of the main mechanisms by which bacteria develop antibiotic resistance. The management of efflux pumps, specifically NorA, which is expressed by S. aureus strains, is a valuable strategy for restoring susceptibility in strains resistant to antibacterial agents. In recent years, many studies have focused on searching for natural substances that can reverse efflux pump-mediated resistance in S. aureus. Extracts and compounds obtained from plants can be efficient efflux pump inhibitors (EPIs) and represent a potentially patient-friendly strategy for controlling S. aureus. In the present study, we evaluated the ability of essential oils, petroleum ether extracts, dichloromethane extract (DCME) and six compounds isolated from the heartwood of Pilgerodendron uviferum (Cupressaceae) and two synthetic derivatives to inhibit efflux in NorA pumps in the following three S. aureus strains: K2378, which overexpressed the norA gene (norA++), K1902 (norA-deleted, ΔnorA) and the parental strain, NCTC 8325-4. Efflux activity was evaluated using a fluorometric method that measured the accumulation of the universal efflux pump substrate ethidium bromide (EtBr). Only DCME and the compounds 15-copaenol and epi-cubenol inhibited EtBr efflux by K2378. Even the lowest concentration of 15-copaenol exhibited a stronger inhibitory effect than carbonyl cyanide m-chlorophenyl hydrazone on EtBr efflux by K2378. 15-copaenal only showed inhibition of EtBr efflux in K2378 cells at 125 μg/mL, but not superior to the control inhibitor and 15-copaenyl acetate exerted no intrinsic EPI activity against K2378. Fractional inhibitory concentration index (FICI) values obtained in the checkerboard assays, indicated that all combinations between DCME, epi-cubenol and 15-copaenol, and tested antibiotics showed a synergistic effect in wild type, norA++ and ΔnorA strains. Moreover, those were not toxic for the HeLa cell line at concentrations in which the synergistic effect and inhibitory activity of efflux pumps was determined. Other extracts and compounds obtained from P. uviferum did not display EtBr efflux-inhibiting activity against the evaluated S. aureus strains.

Flavonoid biosynthesis may be affected by plant domestication, with flavonoid production being reduced in proportion to the degree of domestication. In this context, kaempferol (3,4',5,7-tetrahydroxyflavone) has been identified in the leaves of wild and cultivated Ugni molinae, a berry endemic to Chile. The biosynthetic pathway of kaempferol production begins with naringenin (4', 5,7-trihydroxyflavanone), which is converted to dihydrokaempferol (3,4', 5,7-tetrahydroxyflavanone), catalyzed by flavanone 3 beta-hydroxylase (FHT) and then converted to kaempferol by a bifunctional enzyme called flavonol synthase (FLS). Therefore, our study aims to evaluate how FLS activity is affected in murtilla plants that are subjected to the domestication process. Kaempferol was quantified from methanolic extracts of leaf samples collected from both cultivated and wild U. molinae plants using high-performance liquid chromatography, and enzyme extraction was performed to determine FLS activity. The results showed that kaempferol concentration in wild plants from the Soloyo (0.14 mu g g(-1)), Mehuin (0.18 mu g g(-1)) and Queule (0.25 mu g g(-1)) sampling areas was higher than in their cultivated counterparts. Our data are consistent with the FLS activity detected in samples obtained from Manzanal Alto (134.79 pKatal, Soloyo (96.48 pKatal), and Mehuin (119.97 pKatal). These samples also exhibited higher enzymatic activity than their cultivated counterparts. Together, these data suggest that FLS activity is negatively affected by the domestication process.

Aims Desertification is a major concern in arid and semi-arid regions globally. Understanding interactions between vulnerable plant species and associated microbial symbionts may have important applications for conservation and restoration strategies in affected areas. Methods In this study, we evaluated the root-associated fungal endophyte community in Prosopis chilensis, a vulnerable and threatened arid-adapted tree of northern Chile. Host benefits in terms of physiological performance and plant growth were also assessed. Endophytic fungi were isolated from asymptomatic roots by the culture method for molecular identification of the 18S rRNA gene. The dominant fungal endophyte (Penicillium sp.) in the community was later used in inoculation experiments to assess its effect on maximum quantum efficiency of photosystem II (PSII), (Fv/Fm) actual PSII efficiency ((PSII)), and non-photochemical quenching (NPQ). Total sugars, starch content, malonaldehyde (MDA), nitrogen content (%) and growth traits were also measured. Important Findings Whereas phi(PSII) increased significantly in endophyte-inoculated plants, NPQ was found to decrease. No effect of endophyte inoculation on sugars and MDA was detected, but starch content, leaf nitrogen content, number of leaves and shoot biomass were found to increase. Results revealed that inoculation of endophytic Penicillium fungal isolate can provide significant physiological benefits to the host plant P. chilensis. Its presence resulted in greater PSII efficiency and higher leaf nitrogen and carbohydrate content, enhancing host plant growth. These findings highlight the importance of considering the fungal endophyte community of this vulnerable species as an important tool to the design of further revegetation and conservation programs.

The beetle Hylastinus obscurus Marsham (Coleoptera: Curculionidae), endemic to Europe and Northern Africa, is one of the most important red clover pests in Chile. As commercial insecticides are less effective against this pest, plant secondary metabolites have been considered as an alternative for its control. Here, we have investigated the chemical composition of essential oil (EO), petroleum ether extract (PEE), and dichloromethane extract (DCME) from Pilgerodendron uviferum heartwood. Additionally, the effects of EO and extracts on the feeding behavior (% of weight shift) of H. obscurus have been evaluated. The composition of EO, PEE, and DCME were analyzed using gas chromatography (GC) and gas chromatography/mass spectrometry (GC/MS). The results showed the presence of a similar mixture of sesquiterpenes in the essential oil and in both of the extracts, which accounted for circa 60% of the total mixture. Sesquiterpenes were further isolated using chromatographic methods and were structurally characterized by optical rotation, GC–MS, FTIR, and 1D and 2D NMR experiments. The physicochemical properties of the isolated sesquiterpenes, including lipophilicity and vapor pressure, were also determined. The sesquiterpenes were identified as the following: (−)-trans-calamenene (1), cadalene (2), (−)-cubenol (3), (−)-epi-cubenol (4), (−)-torreyol (5), and (−)-15-copaenol (6). The antifeedant activity of EO, extracts, and isolated sesquiterpenes were evaluated using artificial diets in a non-choice test. Relative to the control, the EO, DCME extract, and the isolated sesquiterpenes, namely, (−)-trans-calamenene (1), cadalene (2), and (5) torreyol, were found to be the most effective treatments against H. obscurus. Our study showed that the compounds occurring in P. uviferum heartwood were effective in reducing the adult growth of H. obscurus. The physicochemical properties of the isolated sesquiterpenes might have been associated with antifeedant effects.

The use of plant secondary metabolites has been incorporated as key part of integrated pest management and as an alternative to the use of pesticides. This may even be more relevant regarding domiciliary pest insects, capable of vectoring pathogens to humans. In these environments control its more difficult due to its possible effect on non-target organisms and human health. Here we evaluated the use of the resinous exudate of Chile9s endemic bush Haplopappus platylepis (Asteraceae) as a sticky trap for crawling pest insects. We used Blatta orientalis Linneus (oriental cockroach), a cosmopolitan synanthropic pest, as test organism. We compared effectiveness on cockroach-trapping of H. platylepis9 resin versus a commercially available sticky trap, and analyzed these two sticky substances using UHPLC-DAD-MS and GC-MS. We found that H. platylepis resin was as effective as the commercial adhesive on trapping B. orientalis. Plant resinous exudate was composed by a mixture of flavonoids, labdane diterpenoids and unsatured fatty acids oxylipins, which are known for their antimicrobial and antioxidant properties. In contrast, the commercial sticky trap was rich in 1-bromohexadecane and 2-clorociclohexanol, which have been described as allergens and as potentially toxic to humans. Considering these findings, we suggest the use of the resinous extract of H. platylepis as an effective adhesive trapping method against pest cockroaches and possibly other crawling synanthropic arthropods cohabiting with humans. We highlight the importance of novel, non-toxic and eco-friendly products as strategies to be applied in the management of insect pests.

Symbiotic associations with microbes can help plants to respond to environmental changes. In this study, we investigated how colonization by root endophytic fungi enhances performance of Chenopodium quinoa and its ability to cope with extended periods of drought. The fungus Penicillium minioluteum, which was isolated from quinoa naturally occurring in the Atacama Desert, was used for endophyte colonization. We developed a greenhouse experiment, subjecting endophyte-infected (E+) and endophyte-free (E−) plants to two treatments: water deficit and abundant water availability. Differences in plant performance, photosynthesis, water-use efficiency and photochemical efficiency between E+ and E− plants under both water treatments were examined. We assessed the nature of the plant–symbiont interaction (parasitic or mutualistic) under both treatment conditions. We found that P. minioluteum initially affected radicle growth, subsequently triggering improvements in root formation, with the latter particularly evident under drought conditions. Under low water, E+ plants demonstrated a 40% improvement in root formation relative to E− plants; however, physiological responses to drought were not demonstrably enhanced by the presence of endophytic fungi. The nature of the interaction appeared to be positive, but only under conditions of water stress. Our study demonstrates that, in C. quinoa, P. minioluteum assists in coping with water stress primarily by affecting substantial root biomass adjustments, and that host benefits in this relationship are conferred in conditions of stress only.

Plant domestication can modify and weaken defensive chemical traits, reducing chemical defenses in plants and consequently their resistance against pests. We characterized and quantified the major defensive flavonols and isoflavonoids present in both wild and cultivated murtilla plants (Ugni molinae Turcz), established in a common garden. We examined their effects on the larvae of Chilesia rudis (Butler) (Lepidoptera: Arctiidae). Insect community and diversity indices were also evaluated. We hypothesized that domestication reduces flavonoid contents and modifies C. rudis preference, the insect community, and diversity. Methanolic extracts were obtained from leaves of U. molinae plants and analyzed by high performance liquid chromatography. Results showed higher insect numbers (86.48%) and damage index (1.72 ± 0.16) in cultivated plants. Four new first records of insects were found associated with U. molinae. Diversity indices, such as Simpson, Shannon, and Margalef, were higher in cultivated plants than in wild plants. Furthermore, eight isoflavonoids were identified in U. molinae leaves for the first time. The five flavonols showed higher concentrations in wild U. molinae leaves (89.8 µg/g) than in cultivated plants (75.2 µg/g); however, no differences were found in isoflavonoids between wild and cultivated plants. The larvae of C. rudis consumed more leaf material of cultivated plants than wild plants in choice (3.8 vs. 0.8 mm2) and no-choice (7.5 vs. 3.0 mm2) assays. Our study demonstrates that domestication in U. molinae reduces the amount of flavonoids in leaves, increasing the preference of C. rudis and the insect community.

In this study, we tested eight naturally-occurring flavonoids—three flavanones and five flavones—for their possible antibacterial properties against four Gram-positive and four Gram-negative bacteria. Flavonoids are known for their antimicrobial properties, and due their structural diversity; these plant-derived compounds are a good model to study potential novel antibacterial mechanisms. The lipophilicity and the interaction of antibacterial compounds with the cell membrane define the success or failure to access its target. Therefore, through the determination of partition coefficients in a non-polar/aqueous phase, lipophilicity estimation and the quantification of the antibacterial activity of different flavonoids, flavanones, and flavones, a relationship between these parameters was assessed. Active flavonoids presented diffusion coefficients between 9.4 × 10−10 and 12.3 × 10−10 m2/s and lipophilicity range between 2.0 to 3.3. Active flavonoids against Gram-negative bacteria showed a narrower range of lipophilicity values, compared to active flavonoids against Gram-positive bacteria, which showed a wide range of lipophilicity and cell lysis. Galangin was the most active flavonoid, whose structural features are the presence of two hydroxyl groups located strategically on ring A and the absence of polar groups on ring B. Methylation of one hydroxyl group decreases the activity in 3-O-methylgalangin, and methylation of both hydroxyl groups caused inactivation, as shown for 3,7-O-dimethylgalangin. In conclusion, the amphipathic features of flavonoids play a crucial role in the antibacterial activity. In these compounds, hydrophilic and hydrophobic moieties must be present and could be predicted by lipophilicity analysis.

Clinopodium gilliesii (Benth.) Kuntze, harvested in the Chilean highlands, contains a surprising 93.87% of the toxic monoterpene pulegone in the essential oil. These results show remarkable differences with studies of the same species carried out in Argentina and Peru. These dissimilarities in the monoterpene composition of essential oils should be associated with differences in toxicity and biological activity of this medicinal plant used in ethnomedicine in different countries for the treatment of similar discomforts and diseases. These results are discussed considering the risk of consuming C. gilliesii, without clear recommendations and control of at least pulegone content in essential oils.

In the present study, the antibacterial activity of several ent-labdane derivatives of salvic acid (7α-hydroxy-8(17)-ent-labden-15-oic acid) was evaluated in vitro against the Gram-negative bacterium Escherichia coli and the Gram-positive bacteria Staphylococcus aureus and Bacillus cereus. For all of the compounds, the antibacterial activity was expressed as the minimum inhibitory concentration (MIC) in liquid media and minimum inhibitory amount (MIA) in solid media. Structure activity relationships (SAR) were employed to correlate the effect of the calculated lipophilicity parameters (logPow) on the inhibitory activity. Employing a phospholipidic bilayer (POPG) as a bacterial membrane model, ent-labdane-membrane interactions were simulated utilizing docking studies. The results indicate that (i) the presence of a carboxylic acid in the C-15 position, which acted as a hydrogen-bond donor (HBD), was essential for the antibacterial activity of the ent-labdanes; (ii) an increase in the length of the acylated chain at the C-7 position improved the antibacterial activity until an optimum length of five carbon atoms was reached; (iii) an increase in the length of the acylated chain by more than five carbon atoms resulted in a dramatic decrease in activity, which completely disappeared in acyl chains of more than nine carbon atoms; and (iv) the structural factors described above, including one HBD at C-15 and a hexanoyloxi moiety at C-7, had a good fit to a specific lipophilic range and antibacterial activity. The lipophilicity parameter has a predictive characteristic feature on the antibacterial activity of this class of compounds, to be considered in the design of new biologically active molecules.

Berberis microphylla is a native plant that grows in Patagonia and is commonly used by aboriginal ethnic groups in traditional medicine as an antiseptic for different diseases. The present study evaluated the antibacterial and synergistic activity of alkaloid extracts of B. microphylla leaves, stems and roots used either individually or in combination with antibiotics against Gram-positive and Gram-negative bacteria. The in vitro antibacterial activities of leaf, stem and root alkaloid extracts had significant activity only against Gram-positive bacteria. Disc diffusion tests demonstrated that the root extract showed similar activity against B. cereus and S. epidermidis compared to commercial antibiotics, namely ampicillin and cephalothin, and pure berberine, the principal component of the alkaloid extracts, was found to be active only against S. aureus and S. epidermidis with similar activity to that of the root extract. The minimum inhibitory concentrations (MICs) of the alkaloid extracts ranged from 333 to 83 μg/mL, whereas minimum bactericidal concentrations (MBCs) varied from 717 to 167 μg/mL. In addition, synergistic or indifferent effects between the alkaloid extracts and antibiotics against bacterial strains were confirmed.