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Journal articles on the topic 'Gamma-lactams'

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1

Marson, Charles M., Urszula Grabowska, Timothy Walsgrove, Drake S. Eggleston, and Paul W. Baures. "Stereoselective syntheses of substituted .gamma.-lactams from 3-alkenamides." Journal of Organic Chemistry 56, no. 8 (April 1991): 2603–5. http://dx.doi.org/10.1021/jo00008a001.

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2

Williams, B. J., N. R. Curtis, S. Young, A. T. McKnight, and R. Baker. "Preparation and selectivity of substance P fragments containing gamma lactams." Regulatory Peptides 22, no. 1-2 (July 1988): 190. http://dx.doi.org/10.1016/0167-0115(88)90410-7.

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3

ÇINAR, Seda, and Canan ÜNALEROĞLU. "Facile synthesis of heteroaryl substituted $\gamma$-lactams from nitrovinyl arenes." TURKISH JOURNAL OF CHEMISTRY 42 (2018): 29–35. http://dx.doi.org/10.3906/kim-1705-25.

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4

Nagashima, Hideo, Nobuyasu Ozaki, Masayuki Ishii, Koji Seki, Masayoshi Washiyama, and Kenji Itoh. "Transition metal-catalyzed radical cyclizations: a low-temperature process for the cyclization of N-protected N-allyltrichloroacetamides to trichlorinated .gamma.-lactams and application to the stereoselective preparation of .beta.,.gamma.-disubstituted .gamma.-lactams." Journal of Organic Chemistry 58, no. 2 (January 1993): 464–70. http://dx.doi.org/10.1021/jo00054a034.

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5

Bonardi, Alex, Mirco Costa, Bartolo Gabriele, Giuseppe Salerno, and Gian Paolo Chiusoli. "Versatile synthesis of beta-lactams, gamma-lactams or oxalines by palladium-catalysed oxidative carbonylation of 1-substituted prop-2-ynylamines." Tetrahedron Letters 36, no. 41 (October 1995): 7495–98. http://dx.doi.org/10.1016/0040-4039(95)01514-0.

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6

Zydowsky, Thomas M., Joseph F. Dellaria, and Hugh N. Nellans. "Efficient and versatile synthesis of dipeptide isosteres containing .gamma.- or .delta.-lactams." Journal of Organic Chemistry 53, no. 24 (November 1988): 5607–16. http://dx.doi.org/10.1021/jo00259a003.

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7

ASZODI, J. "Design and synthesis of bridged $gamma;-lactams as analogues of $beta;-lactam antibiotics." Bioorganic & Medicinal Chemistry Letters 14, no. 10 (May 2004): 2489–92. http://dx.doi.org/10.1016/s0960-894x(04)00332-4.

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8

Palomo, Claudio, Jesus M. Aizpurua, Jesus M. Garcia, Miren Iturburu, and Jose M. Odriozola. "Concise General Synthesis of .alpha.,.gamma.-Disubstituted .beta.-Amino Ketones from .beta.-Lactams." Journal of Organic Chemistry 59, no. 18 (September 1994): 5184–88. http://dx.doi.org/10.1021/jo00097a020.

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9

BONARDI, A., M. COSTA, B. GABRIELE, G. SALERNO, and G. P. CHIUSOLI. "ChemInform Abstract: Versatile Synthesis of beta-Lactams, gamma-Lactams or Oxazolines by Palladium-Catalyzed Oxidative Carbonylation of 1-Substituted Prop-2- ynylamines." ChemInform 27, no. 4 (August 12, 2010): no. http://dx.doi.org/10.1002/chin.199604073.

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10

Pirkle, William H., and James V. Gruber. "Synthesis of .gamma.-spiro lactones and .gamma.-spiro lactams. Diels-Alder adducts based on a 9,10-dihydro-9,10-ethanoanthracene structure." Journal of Organic Chemistry 54, no. 14 (July 1989): 3422–28. http://dx.doi.org/10.1021/jo00275a031.

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11

Sell, Matthew S., Walter R. Klein, and Reuben D. Rieke. "A Facile Synthesis of .gamma.-Lactams and Secondary Amines from Conjugated Dienes and Imines." Journal of Organic Chemistry 60, no. 4 (February 1995): 1077–80. http://dx.doi.org/10.1021/jo00109a048.

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12

Coperet, Christophe, Takumichi Sugihara, Guangzhong Wu, Izumi Shimoyama, and Ei-ichi Negishi. "Acylpalladation of Internal Alkynes and Palladium-Catalyzed Carbonylation of (Z)-.beta.-Iodoenones and Related Derivatives Producing .gamma.-Lactones and .gamma.-Lactams." Journal of the American Chemical Society 117, no. 12 (March 1995): 3422–31. http://dx.doi.org/10.1021/ja00117a011.

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13

Calvino-Casilda, V., R. M. Martín-Aranda, and A. J. López-Peinado. "Alkaline carbons as effective catalysts for the microwave-assisted synthesis of N-substituted-gamma-lactams." Applied Catalysis A: General 398, no. 1-2 (May 2011): 73–81. http://dx.doi.org/10.1016/j.apcata.2011.03.017.

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14

Enz, Albert, Dominik Feuerbach, Mathias U. Frederiksen, Conrad Gentsch, Konstanze Hurth, Werner Müller, Joachim Nozulak, and Bernard L. Roy. "Gamma-lactams—A novel scaffold for highly potent and selective α7 nicotinic acetylcholine receptor agonists." Bioorganic & Medicinal Chemistry Letters 19, no. 5 (March 2009): 1287–91. http://dx.doi.org/10.1016/j.bmcl.2009.01.073.

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15

Wang, Jinglan, Laura Alvarez, Silvia Bulgheresi, Felipe Cava, and Tanneke den Blaauwen. "PBP4 Is Likely Involved in Cell Division of the Longitudinally Dividing Bacterium Candidatus Thiosymbion Oneisti." Antibiotics 10, no. 3 (March 9, 2021): 274. http://dx.doi.org/10.3390/antibiotics10030274.

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Peptidoglycan (PG) is essential for bacterial survival and maintaining cell shape. The rod-shaped model bacterium Escherichia coli has a set of seven endopeptidases that remodel the PG during cell growth. The gamma proteobacterium Candidatus Thiosymbion oneisti is also rod-shaped and attaches to the cuticle of its nematode host by one pole. It widens and divides by longitudinal fission using the canonical proteins MreB and FtsZ. The PG layer of Ca. T. oneisti has an unusually high peptide cross-linkage of 67% but relatively short glycan chains with an average length of 12 disaccharides. Curiously, it has only two predicted endopeptidases, MepA and PBP4. Cellular localization of symbiont PBP4 by fluorescently labeled antibodies reveals its polar localization and its accumulation at the constriction sites, suggesting that PBP4 is involved in PG biosynthesis during septum formation. Isolated symbiont PBP4 protein shows a different selectivity for β-lactams compared to its homologue from E. coli. Bocillin-FL binding by PBP4 is activated by some β-lactams, suggesting the presence of an allosteric binding site. Overall, our data point to a role of PBP4 in PG cleavage during the longitudinal cell division and to a PG that might have been adapted to the symbiotic lifestyle.
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16

Nagashima, Hideo, Nobuyasu Ozaki, Koji Seki, Masayuki Ishii, and Kenji Itoh. "Highly stereoselective radical cyclization: copper or ruthenium-catalyzed preparation of cis- and trans-.beta.,.gamma.-dialkyl .gamma.-lactams from acyclic N-allyltrichloroacetamide derivatives." Journal of Organic Chemistry 54, no. 19 (September 1989): 4497–99. http://dx.doi.org/10.1021/jo00280a011.

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17

Takahata, Hiroki, Tamotsu Takamatsu, and Takao Yamazaki. "Electrophilic olefin heterocyclization in organic synthesis. Stereoselective synthesis of 4,5-disubstituted .gamma.-lactams by iodine-induced lactam formation of .gamma.,.delta.-unsaturated thioimidates." Journal of Organic Chemistry 54, no. 20 (September 1989): 4812–22. http://dx.doi.org/10.1021/jo00281a022.

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18

Limberger, J., M. Mottin, F. F. Nachtigall, E. E. Castellano, and R. G. da Rosa. "Rhodium-catalyzed carbonylation of allylaminoalcohols: Catalytic synthesis of N-(2-hydroxy-alkyl)-gamma-lactams and bicyclic oxazolidines." Journal of Molecular Catalysis A: Chemical 294, no. 1-2 (October 2008): 82–92. http://dx.doi.org/10.1016/j.molcata.2008.08.005.

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19

LANGLOIS, N., NGUYEN VAN BAC NGUYEN VAN BAC, N. DAHURON, J. M. DELCROIX, A. DEYINE, D. GRIFFART-BRUNET, A. CHIARONI, and C. RICHE. "ChemInform Abstract: 1,3-Dipolar Cycloadditions of Nitrones to α,β-Unsaturated . gamma.-Lactams Derived from (S)-Pyroglutaminol." ChemInform 26, no. 33 (August 17, 2010): no. http://dx.doi.org/10.1002/chin.199533147.

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20

Kar, Gandhi K., Basanta G. Chatterjee, and Jayanta K. Ray. "A Convenient Synthesis of Tricyclic Gamma-Lactams, Simulating B-C-D Rings of Azasteroids Via Michael Addition Reaction." Synthetic Communications 23, no. 14 (July 1993): 1953–58. http://dx.doi.org/10.1080/00397919308009853.

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21

Wrobel, Jay, Arlene Dietrich, Beverly J. Gorham, and Kazimir Sestanj. "Conformationally rigid analogs of aldose reductase inhibitor, tolrestat. Novel syntheses of naphthalene-fused .gamma.-, .delta.-, and .epsilon.-lactams." Journal of Organic Chemistry 55, no. 9 (April 1990): 2694–702. http://dx.doi.org/10.1021/jo00296a028.

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22

Dugar, Sundeep, Michael P. Kirkup, John W. Clader, Sue-Ing Lin, Razia Rizvi, Mark E. Snow, Harry R. Davis, and Stuart W. McCombie. "Gamma-lactams and related compounds as cholesterol absorption inhibitors: homologs of the beta-lactam cholesterol absorption inhibitor SCH 484611." Bioorganic & Medicinal Chemistry Letters 5, no. 24 (December 1995): 2947–52. http://dx.doi.org/10.1016/0960-894x(95)00516-6.

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23

MARSON, C. M., and A. FALLAH. "ChemInform Abstract: Preparation of γ- and δ-Lactams by Ring Closure of β,. gamma.-Unsaturated Amides Using Trifluoromethanesulfonic Acid." ChemInform 25, no. 18 (August 19, 2010): no. http://dx.doi.org/10.1002/chin.199418040.

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24

Savoia, Diego, Vittorio Concialini, Sergio Roffia, and Luca Tarsi. "Organometallic reactions of .omega.-heterosubstituted N-acyl lactams. A new route to .gamma.-keto aldehydes from 5-ethoxy-2-pyrrolidinone." Journal of Organic Chemistry 56, no. 5 (March 1991): 1822–27. http://dx.doi.org/10.1021/jo00005a030.

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25

BEN AYED, T., H. AMRI, M. M. EL GAIED, and J. VILLIERAS. "ChemInform Abstract: Conjugate Addition of Primary Amines to α-(1-Hydroxy)alkylated Acrylic Compounds: Novel Syntheses of Polyfunctional β- and . gamma.-Lactams." ChemInform 26, no. 52 (August 13, 2010): no. http://dx.doi.org/10.1002/chin.199552113.

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26

Santimaleeworagun, Wichai, Praewdow Preechachuawong, Wandee Samret, and Tossawan Jitwasinkul. "The First Report of a Methicillin-Resistant Staphylococcus aureus Isolate Harboring Type IV SCCmec in Thailand." Pathogens 10, no. 4 (April 4, 2021): 430. http://dx.doi.org/10.3390/pathogens10040430.

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Methicillin-resistant Staphylococcus aureus (MRSA) is mostly found in Thailand in the hospital as a nosocomial pathogen. This study aimed to report the genetic characterization of a clinical community-acquired MRSA (CA-MRSA) isolate collected from hospitalized patients in Thailand. Among 26 MRSA isolates, S. aureus no. S17 preliminarily displayed the presence of a staphylococcal cassette chromosome mec (SCCmec) type IV pattern. The bacterial genomic DNA was subjected to whole-genome sequencing. Panton–Valentine leukocidin (PVL) production, virulence toxins, and antibiotic resistance genes were identified, and multi-locus sequence typing (MLST) and spa typing were performed. The strain was matched by sequence to MLST type 2885 and spa type t13880. This strain carried type IV SCCmec with no PVL production. Five acquired antimicrobial resistance genes, namely blaZ, mecA, Inu(A), tet(K), and dfrG conferring resistance to β-lactams, lincosamides, tetracycline, and trimethoprim, were identified. The detected toxins were exfoliative toxin A, gamma-hemolysin, leukocidin D, and leukocidin E. Moreover, there were differences in seven regions in CR-MRSA no. S17 compared to CA-MRSA type 300. In summary, we have reported the ST2885-SCCmec IV CA-MRSA clinical strain in Thailand for the first time, highlighting the problem of methicillin resistance in community settings and the consideration in choosing appropriate antibiotic therapy.
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27

Hurkacz, Magdalena, Lukasz Dobrek, and Anna Wiela-Hojeńska. "Antibiotics and the Nervous System—Which Face of Antibiotic Therapy Is Real, Dr. Jekyll (Neurotoxicity) or Mr. Hyde (Neuroprotection)?" Molecules 26, no. 24 (December 9, 2021): 7456. http://dx.doi.org/10.3390/molecules26247456.

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Antibiotics as antibacterial drugs have saved many lives, but have also become a victim of their own success. Their widespread abuse reduces their anti-infective effectiveness and causes the development of bacterial resistance. Moreover, irrational antibiotic therapy contributes to gastrointestinal dysbiosis, that increases the risk of the development of many diseases, including neurological and psychiatric. One of the potential options for restoring homeostasis is the use of oral antibiotics that are poorly absorbed from the gastrointestinal tract (e.g., rifaximin alfa). Thus, antibiotic therapy may exert neurological or psychiatric adverse drug reactions which are often considered to be overlooked and undervalued issues. Drug-induced neurotoxicity is mostly observed after beta-lactams and quinolones. Penicillin may produce a wide range of neurological dysfunctions, including encephalopathy, behavioral changes, myoclonus or seizures. Their pathomechanism results from the disturbances of gamma-aminobutyric acid-GABA transmission (due to the molecular similarities between the structure of the β-lactam ring and GABA molecule) and impairment of the functioning of benzodiazepine receptors (BZD). However, on the other hand, antibiotics have also been studied for their neuroprotective properties in the treatment of neurodegenerative and neuroinflammatory processes (e.g., Alzheimer’s or Parkinson’s diseases). Antibiotics may, therefore, become promising elements of multi-targeted therapy for these entities.
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28

RODRIGUES, ELIZABETH C. P., MAURO C. L. SOUZA, SANDRO S. TOLEDO, CELSO G. BARBOSA, ELIANE M. F. REIS, DALIA P. RODRIGUES, and NORMA S. LÁZARO. "Effects of Gamma Irradiation on the Viability and Phenotypic Characteristics of Salmonella Enteritidis Inoculated into Specific-Pathogen-Free Eggs." Journal of Food Protection 74, no. 12 (December 1, 2011): 2031–38. http://dx.doi.org/10.4315/0362-028x.jfp-11-086.

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The goal of this study was to determine the effects of various levels of gamma irradiation on the phenotypic characteristics of 20 strains of Salmonella Enteritidis inoculated separately into specific-pathogen-free shell eggs. Bacterial strains were inoculated into egg yolks and exposed to 60Co radiation at doses of 0.49 to 5.0 kGy. The eggs were maintained at 25°C and analyzed for the presence of Salmonella on days 1, 2, 4, and 7, and the recovered Salmonella isolates were characterized biochemically. All strains were resistant to doses of 0.49, 0.54, 0.59, 0.8, and 1 kGy; colony counts were ≥105 CFU/ml of egg yolk except for one strain, which was detected at 96 h and at 7 days after irradiation at 1 kGy, with a population reduction of 2 log CFU/ml. For the other evaluated doses, 12 strains (60.0%) were resistant at 1.5 kGy and 7 strains (35.0%) were resistant at 3.0 kGy. Among all analyzed strains, 5.0 kGy was more effective for reducing and/or eliminating the inoculated bacteria; only two (10%) strains were resistant to this level of irradiation. Salmonella colony counts were significantly reduced (P < 0.01) with increasing doses from the day 1 to 7 of observation, when microbial growth peaked. Loss of mobility, lactose fermentation, citrate utilization, and hydrogen sulfide production occurred in some strains after irradiation independent of dose and postirradiation storage time. Increases in antibiotic susceptibility also occurred: seven strains became sensitive to β-lactams, two strains became sensitive to antifolates, and one strain each became sensitive to fluoroquinolone, phenicol, nitrofurans, tetracyclines, and aminoglycosides. The results indicate that up to 5.0 kGy of radiation applied to shell eggs inoculated with Salmonella Enteritidis at 4 log CFU per egg is not sufficient for complete elimination of this pathogen from this food matrix.
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29

Rajendra, G., and Marvin J. Miller. "Intramolecular electrophilic additions to olefins in organic syntheses. Stereoselective synthesis of 3,4-substituted .beta.-lactams by bromine-induced oxidative cyclization of O-acyl .beta.,.gamma.-unsaturated hydroxamic acid derivatives." Journal of Organic Chemistry 52, no. 20 (October 1987): 4471–77. http://dx.doi.org/10.1021/jo00229a009.

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30

DEMBELE, Y. A., C. BELAUD, and J. VILLIERAS. "ChemInform Abstract: Stereocontrolled Preparation of Chiral Secondary α-Methylene . gamma.-Lactams by Addition of Organozinc Reagents Derived from 2-( Bromomethyl)acrylates to Imines Using β-Aminoalcohols as Chiral Auxiliaries." ChemInform 23, no. 33 (August 21, 2010): no. http://dx.doi.org/10.1002/chin.199233063.

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31

Nagashima, Hideo, Hidetoshi Wakamatsu, Nobuyasu Ozaki, Tsutomu Ishii, Masakazu Watanabe, Tomonori Tajima, and Kenji Itoh. "Transition metal catalyzed radical cyclization: new preparative route to .gamma.-lactams from allylic alcohols via the [3.3]-sigmatropic rearrangement of allylic trichloroacetimidates and the subsequent ruthenium-catalyzed cyclization of N-allyltrichloroacetamides." Journal of Organic Chemistry 57, no. 6 (March 1992): 1682–89. http://dx.doi.org/10.1021/jo00032a016.

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32

Woo, Patrick C. Y., Hoi-Wah Tsoi, Lei-Po Wong, Harry C. H. Leung, and Kwok-Yung Yuen. "Antibiotics Modulate Vaccine-Induced Humoral Immune Response." Clinical Diagnostic Laboratory Immunology 6, no. 6 (November 1, 1999): 832–37. http://dx.doi.org/10.1128/cdli.6.6.832-837.1999.

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ABSTRACT The effects of antibiotics on the antigen-specific humoral immune response are not known. Macrolides, tetracyclines, and beta-lactams are commonly prescribed antibiotics. The first two are known to have immunomodulatory activities. The effects of clarithromycin, doxycycline, and ampicillin on the primary and secondary antibody responses to tetanus toxoid, a pneumococcal polysaccharide vaccine, a hepatitis B virus surface antigen (HBsAg) vaccine, and live attenuatedSalmonella typhi (Ty21a) were investigated using a mouse model. For the mice receiving the tetanus toxoid, the immunoglobulin M (IgM) level of the clarithromycin group at day 7 was significantly lower than the corresponding antibody level of the normal saline (NS) group. For the mice receiving the pneumococcal polysaccharide vaccine, the total antibody and IgM levels of the clarithromycin group and the IgM level of the doxycycline group at day 7 were significantly lower than the corresponding antibody levels of the ampicillin and NS groups. For the mice receiving the HBsAg vaccine, the IgM level of the doxycycline group at day 7 was significantly lower than the corresponding antibody levels of the clarithromycin and NS groups, while the IgM level of the clarithromycin group at day 28 was significantly lower than the corresponding antibody levels of the doxycycline, ampicillin, and NS groups. For the mice receiving all three vaccines, there were no statistically significant differences between any of the antibody levels of the ampicillin group and the corresponding antibody levels of the NS group. For the mice receiving Ty21a, the total antibody levels of the ampicillin group at days 7 and 21 were significantly higher than the corresponding antibody levels of the NS group. Moreover, the IgM levels of the clarithromycin, doxycycline, and ampicillin groups at days 7 and 21 were significantly higher than the corresponding antibody levels of the NS group. Furthermore, the total antibody level of the ampicillin group at day 21 was significantly higher than the corresponding antibody level of the doxycycline group. For all four vaccines, there were no statistically significant differences among the serum levels of interleukin-10 and gamma interferon for the mice treated with the various antibiotics. We conclude that clarithromycin and doxycycline, but not ampicillin, suppress the antibody responses of mice to T-cell-dependent and T-cell-independent antigens, whereas all three antibiotics enhance the antibody response to live attenuated mucosal bacterial vaccines.
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33

Pepper, Julia, Aundrea Rosenberger, Raghavendra Tirupathi, and Jarett Logsdon. "2205. Utilization of guiding comments imbedded within culture results to improve antimicrobial prescribing for enterococcal urinary tract infections in the ambulatory setting." Open Forum Infectious Diseases 10, Supplement_2 (November 27, 2023). http://dx.doi.org/10.1093/ofid/ofad500.1827.

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Abstract Background Evaluate outcomes associated with utilizing guiding comments imbedded within the electronic health record’s (EHR) culture result to decrease the inappropriate use of cephalosporins in enterococcal urinary tract infections. Methods Data collected retrospectively from a regional health system from 02/01/22 to 02/28/23. Inclusion criteria was urine culture positive for enterococcus and active cephalosporin order. Exclusion criteria was cephalosporin treatment prescribed for a non-enterococcal organism and age less than 18 years. Patients were evaluated 6 months pre- and post-implementation of a microbiology comment added to streptococcus gamma and enterococcal cultures: “Enterococcus sp. are resistant to cephalosporins.” The primary outcome was rate of inappropriate prescribing of cephalosporins in enterococcal urinary tract infections in the ambulatory care setting. The secondary outcome was rate of 30-day follow-up visits required pre- and post-implementation of guiding comment. Follow-up was defined as either ambulatory visit, telephone visit, emergency department admission, or inpatient admission. Chi-Squared statistical test was utilized to compare nominal data. Results 93 patients were not included based on inclusion and exclusion criteria. 141 patients in the pre group and 146 patients in the post group were analyzed. After guiding comment implementation, the incidence of inappropriate treatment continuation decreased from 67.4% to 43.8% (RRR=35%, p=0.001). Follow up events included patient encounters related to urinary symptoms such as emergency department admissions, inpatient admission, ambulatory visits, and telephone encounters. Total patients requiring follow-up decreased from 44.7% (63/141) to 26.0% (38/146); 41.8% relative risk reduction (p = 0.001). Conclusion Providers assume enterococcus sensitivity to ampicillin equates to sensitivity to all beta-lactams. The implementation of guiding comments results significantly reduced the inappropriate use of cephalosporins to treat enterococcal urinary tract infections. Total follow-up visits were also significantly reduced which has the potential to improve patient experience. Enterococcal guiding comments should be implemented at heath care facilities when possible. Disclosures All Authors: No reported disclosures
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