scholarly journals The First Dimeric Derivatives of the Glycopeptide Antibiotic Teicoplanin

2022 ◽  
Vol 15 (1) ◽  
pp. 77
Author(s):  
Ilona Bereczki ◽  
Zsolt Szűcs ◽  
Gyula Batta ◽  
Tamás Milán Nagy ◽  
Eszter Ostorházi ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
High Activity ◽  
Parent Compound ◽  
Resistant Bacteria ◽  
Glycopeptide Antibiotic ◽  
Bacterial Strains ◽  
Vancomycin Resistant Enterococci ◽  
Vancomycin Resistant ◽  
Cobalt Coordination ◽  
Derivatives Of

Various dimeric derivatives of the glycopeptide antibiotic teicoplanin were prepared with the aim of increasing the activity of the parent compound against glycopeptide-resistant bacteria, primarily vancomycin-resistant enterococci. Starting from teicoplanin, four covalent dimers were prepared in two orientations, using an α,ω-bis-isothiocyanate linker. Formation of a dimeric cobalt coordination complex of an N-terminal L-histidyl derivative of teicoplanin pseudoaglycone has been detected and its antibacterial activity evaluated. The Co(III)-induced dimerization of the histidyl derivative was demonstrated by DOSY experiments. Both the covalent and the complex dimeric derivatives showed high activity against VanA teicoplanin-resistant enterococci, but their activity against other tested bacterial strains did not exceed that of the monomeric compounds.

scholarly journals Alkaloid-Rich Crude Extracts, Fractions and Piperamide Alkaloids of Piper guineense Possess Promising Antibacterial Effects

Antibiotics ◽  
2018 ◽  
Vol 7 (4) ◽  
pp. 98 ◽  
Author(s):  
Eunice Mgbeahuruike ◽  
Pia Fyhrquist ◽  
Heikki Vuorela ◽  
Riitta Julkunen-Tiitto ◽  
Yvonne Holm
Keyword(s):  
Antibacterial Activity ◽  
Pathogenic Bacteria ◽  
Bacterial Resistance ◽  
Hot Water ◽  
Bacterial Strains ◽  
Inhibitory Effects ◽  
Piper Guineense ◽  
E Coli ◽  
Growth Inhibitory ◽  
Derivatives Of

Piper guineense is a food and medicinal plant commonly used to treat infectious diseases in West-African traditional medicine. In a bid to identify new antibacterial compounds due to bacterial resistance to antibiotics, twelve extracts of P. guineense fruits and leaves, obtained by sequential extraction, as well as the piperine and piperlongumine commercial compounds were evaluated for antibacterial activity against human pathogenic bacteria. HPLC-DAD and UHPLC/Q-TOF MS analysis were conducted to characterize and identify the compounds present in the extracts with promising antibacterial activity. The extracts, with the exception of the hot water decoctions and macerations, contained piperamide alkaloids as their main constituents. Piperine, dihydropiperine, piperylin, dihydropiperylin or piperlonguminine, dihydropiperlonguminine, wisanine, dihydrowisanine and derivatives of piperine and piperidine were identified in a hexane extract of the leaf. In addition, some new piperamide alkaloids were identified, such as a piperine and a piperidine alkaloid derivative and two unknown piperamide alkaloids. To the best of our knowledge, there are no piperamides reported in the literature with similar UVλ absorption maxima and masses. A piperamide alkaloid-rich hexane leaf extract recorded the lowest MIC of 19 µg/mL against Sarcina sp. and gave promising growth inhibitory effects against S. aureus and E. aerogenes as well, inhibiting the growth of both bacteria with a MIC of 78 µg/mL. Moreover, this is the first report of the antibacterial activity of P. guineense extracts against Sarcina sp. and E. aerogenes. Marked growth inhibition was also obtained for chloroform extracts of the leaves and fruits against P. aeruginosa with a MIC value of 78 µg/mL. Piperine and piperlongumine were active against E. aerogenes, S. aureus, E. coli, S. enterica, P. mirabilis and B. cereus with MIC values ranging from 39–1250 µg/mL. Notably, the water extracts, which were almost devoid of piperamide alkaloids, were not active against the bacterial strains. Our results demonstrate that P. guineense contains antibacterial alkaloids that could be relevant for the discovery of new natural antibiotics.

scholarly journals Production of a New Thiopeptide Antibiotic, TP-1161, by a Marine Nocardiopsis Species

2010 ◽  
Vol 76 (15) ◽  
pp. 4969-4976 ◽  
Author(s):  
Kerstin Engelhardt ◽  
Kristin F. Degnes ◽  
Michael Kemmler ◽  
Harald Bredholt ◽  
Espen Fj�rvik ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Molecular Taxonomy ◽  
Multidrug Resistant ◽  
Peptide Antibiotic ◽  
Indicator Organisms ◽  
Bacterial Strains ◽  
Pcr Screening ◽  
Vancomycin Resistant ◽  
Antibacterial And Antifungal

ABSTRACT Twenty-seven marine sediment- and sponge-derived actinomycetes with a preference for or dependence on seawater for growth were classified at the genus level using molecular taxonomy. Their potential to produce bioactive secondary metabolites was analyzed by PCR screening for genes involved in polyketide and nonribosomal peptide antibiotic synthesis. Using microwell cultures, conditions for the production of antibacterial and antifungal compounds were identified for 15 of the 27 isolates subjected to this screening. Nine of the 15 active extracts were also active against multiresistant Gram-positive bacterial and/or fungal indicator organisms, including vancomycin-resistant Enterococcus faecium and multidrug-resistant Candida albicans. Activity-guided fractionation of fermentation extracts of isolate TFS65-07, showing strong antibacterial activity and classified as a Nocardiopsis species, allowed the identification and purification of the active compound. Structure elucidation revealed this compound to be a new thiopeptide antibiotic with a rare aminoacetone moiety. The in vitro antibacterial activity of this thiopeptide, designated TP-1161, against a panel of bacterial strains was determined.

Design, synthesis and antibacterial evaluation of ocotillol derivatives with polycyclic nitrogen-containing groups

2021 ◽  
Author(s):  
Yucheng Cao ◽  
Kaiyi Wang ◽  
Jiali Wang ◽  
Haoran Cheng ◽  
Mengxin Ma ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Multidrug Resistant ◽  
Inhibitory Effect ◽  
Resistant Bacteria ◽  
Design Synthesis ◽  
In Vitro Antibacterial Activity ◽  
Strong Inhibitory Effect ◽  
Hospital Acquired ◽  
Derivatives Of

Aim: With the increasing abuse of antibacterial drugs, multidrug-resistant bacteria have become a burden on human health and the healthcare system. To find alternative compounds effective against hospital-acquired methicillin-resistant Staphylococcus aureus (HA-MRSA), novel derivatives of ocotillol were synthesized. Methods & Results: Ocotillol derivatives with polycyclic nitrogen-containing groups were synthesized and evaluated for in vitro antibacterial activity. Compounds 36–39 exhibited potent antibacterial activity against hospital-acquired MRSA, with MIC = 8–64 μg/ml. Additionally, a combination of compound 37 and the commercially available antibiotic kanamycin showed synergistic inhibitory effects, with a fractional inhibitory concentration index of ≤0.375. Conclusion: Compound 37 has a strong inhibitory effect, and this derivative has potential for use as a pharmacological tool to explore antibacterial mechanisms.

scholarly journals High Colonization Rate and Heterogeneity of ESBL- and Carbapenemase-Producing Enterobacteriaceae Isolated from Gull Feces in Lisbon, Portugal

2020 ◽  
Vol 8 (10) ◽  
pp. 1487
Author(s):  
Marta Aires-de-Sousa ◽  
Claudine Fournier ◽  
Elizeth Lopes ◽  
Hermínia de Lencastre ◽  
Patrice Nordmann ◽  
...  
Keyword(s):  
Escherichia Coli ◽  
Staphylococcus Aureus ◽  
Methicillin Resistant Staphylococcus Aureus ◽  
Bacterial Species ◽  
Multidrug Resistant ◽  
Resistant Bacteria ◽  
Multidrug Resistant Bacteria ◽  
Vancomycin Resistant Enterococci ◽  
Vancomycin Resistant ◽  
Encoding Genes

In order to evaluate whether seagulls living on the Lisbon coastline, Portugal, might be colonized and consequently represent potential spreaders of multidrug-resistant bacteria, a total of 88 gull fecal samples were screened for detection of extended-spectrum β-lactamase (ESBL)- or carbapenemase-producing Enterobacteriaceae for methicillin-resistant Staphylococcus aureus (MRSA) and for vancomycin-resistant Enterococci (VRE). A large proportion of samples yielded carbapenemase- or ESBL-producing Enterobacteriaceae (16% and 55%, respectively), while only two MRSA and two VRE were detected. Mating-out assays followed by PCR and whole-plasmid sequencing allowed to identify carbapenemase and ESBL encoding genes. Among 24 carbapenemase-producing isolates, there were mainly Klebsiella pneumoniae (50%) and Escherichia coli (33%). OXA-181 was the most common carbapenemase identified (54%), followed by OXA-48 (25%) and KPC-2 (17%). Ten different ESBLs were found among 62 ESBL-producing isolates, mainly being CTX-M-type enzymes (87%). Co-occurrence in single samples of multiple ESBL- and carbapenemase producers belonging to different bacterial species was observed in some cases. Seagulls constitute an important source for spreading multidrug-resistant bacteria in the environment and their gut microbiota a formidable microenvironment for transfer of resistance genes within bacterial species.

scholarly journals Synthesis and Antibacterial Activity of Derivatives of the Glycopeptide Antibiotic A-40926 and Its Aglycone.

1996 ◽  
Vol 49 (12) ◽  
pp. 1236-1248 ◽  
Author(s):  
ROLF HERMANN ◽  
FRANCA RIPAMONTI ◽  
GABRIELLA ROMANÒ ◽  
ERMENEGILDO RESTELLI ◽  
PIETRO FERRARI ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Glycopeptide Antibiotic ◽  
Derivatives Of

scholarly journals Synthesis and antibacterial activity of some Schiff base complexes

2006 ◽  
Vol 71 (7) ◽  
pp. 733-744 ◽  
Author(s):  
R. Nair ◽  
A. Shah ◽  
S. Baluja ◽  
S. Chanda
Keyword(s):  
Antibacterial Activity ◽  
Schiff Base ◽  
Metal Complexes ◽  
Schiff Bases ◽  
Schiff Base Complexes ◽  
Ethyl Benzene ◽  
Resistant Bacteria ◽  
Bacterial Strains ◽  
Iron And Zinc

Two Schiff bases were synthesized from raceacetophenone: 1) ADS1 4-ethyl-6-{(E)-1-[(3-nitrophenyl)imino]ethyl}benzene-1,3-diol and 2) ADS3 4-ethyl-6-[(E)-1-{(2-nitrophenyl)imino]ethyl}benzene-1,3-diol. Then their metal complexes were formed. The metals selected for the preparation of complexes were copper, nickel, iron and zinc. Hence, in total 8 metal complexes were synthesized and screened for antibacterial activity against some clinically important bacteria, such as Pseudomonas aeruginosa, Proteus vulgaris, Proteus mirabilis, Klebsiella pneumoniae and Staphylococcus aureus. The in vitro antibacterial activity was determined by the Agar Ditch technique using DMF (polar) and 1,4-dioxane (non polar) as solvents. The Schiff bases showed greater activity than theirmetal complexes; themetal complexes showed differential effects on the bacterial strains investigated and the solvent used, suggesting that the antibacterial activity is dependent on the molecular structure of the compound, the solvent used and the bacterial strain under consideration. The Schiff base ADS3 in the polar solvent DMF showed better antibacterial activity towards the investigated bacterial strains. Amongst the four metals, Zn showed the best antibacterial activity followed by Fe in 1,4-dioxane while Ni followed by Zn and Fe showed the best antibacterial activity in DMF. P. vulgaris was the most resistant bacteria.

scholarly journals Katanosin B and Plusbacin A3, Inhibitors of Peptidoglycan Synthesis in Methicillin-ResistantStaphylococcus aureus

2001 ◽  
Vol 45 (6) ◽  
pp. 1823-1827 ◽  
Author(s):  
Hideki Maki ◽  
Kenji Miura ◽  
Yoshinori Yamano
Keyword(s):  
Cell Wall ◽  
Antibacterial Activity ◽  
Whole Cells ◽  
Gram Positive Bacteria ◽  
Peptidoglycan Synthesis ◽  
Cyclic Depsipeptide ◽  
Naturally Occurring ◽  
Vancomycin Resistant Enterococci ◽  
Vancomycin Resistant

ABSTRACT Both katanosin B and plusbacin A3 are naturally occurring cyclic depsipeptide antibiotics containing a lactone linkage. They showed strong antibacterial activity against methicillin-resistantStaphylococcus aureus and VanA-type vancomycin-resistant enterococci, with MICs ranging from 0.39 to 3.13 μg/ml, as well as against other gram-positive bacteria. They inhibited the incorporation of N-acetylglucosamine, a precursor of cell wall synthesis, into peptidoglycan of S. aureus whole cells at concentrations close to their MICs. In vitro studies with a wall-membrane particulate fraction of S. aureus showed that katanosin B and plusbacin A3 inhibited the formation of lipid intermediates, with 50% inhibitory concentrations (IC50s) of 2.2 and 2.3 μg/ml, respectively, and inhibited the formation of nascent peptidoglycan, with IC50s of 0.8 and 0.4 μg/ml, respectively. Vancomycin, a well-known inhibitor of transglycosylation, did not inhibit the formation of lipid intermediates but did inhibit the formation of nascent peptidoglycan, with an IC50 of 4.1 μg/ml. Acetyl-Lys-d-Ala-d-Ala, an analog of the terminus of the lipid intermediates, effectively suppressed the inhibition of transglycosylation by vancomycin, but did not suppress those by katanosin B and plusbacin A3. These results indicate that the antibacterial activity of katanosin B and plusbacin A3 is due to blocking of transglycosylation and its foregoing steps of cell wall peptidoglycan synthesis via a mechanism differing from that of vancomycin.

scholarly journals Oxandrastins: Antibacterial Meroterpenes from an Australian Mud Dauber Wasp Nest-Associated Fungus, Penicillium sp. CMB-MD14

Molecules ◽  
2021 ◽  
Vol 26 (23) ◽  
pp. 7144
Author(s):  
Ahmed H. Elbanna ◽  
Zeinab G. Khalil ◽  
Robert J. Capon
Keyword(s):  
Antibacterial Activity ◽  
Ethyl Acetate ◽  
Spectroscopic Analysis ◽  
Ethyl Acetate Extract ◽  
Culture Media ◽  
Rice Cultivation ◽  
Chemical Investigation ◽  
Penicillium Sp ◽  
Vancomycin Resistant Enterococci ◽  
Vancomycin Resistant

The ethyl acetate extract of an ISP-2 agar cultivation of the wasp nest-associated fungus Penicillium sp. CMB-MD14 exhibited promising antibacterial activity against vancomycin-resistant enterococci (VRE), with a bioassay guided chemical investigation yielding the new meroterpene, oxandrastin A (1), the first andrastin-like metabolite with an extra oxygenation at C-2. A culture media optimisation strategy informed a scaled-up rice cultivation that yielded 1, together with three new oxandrastins B–D (2–4), two known andrastins C (5) and F (6), and a new meroterpene of the austalide family, isoaustalide F (7). Structures of 1–7 were assigned based on detailed spectroscopic analysis and chemical interconversion. A GNPS molecular networking analysis of the rice cultivation extract detected the known austalides B (8), H (9), and H acid (10), tentatively identified based on molecular formulae and co-clustering with 7. That the anti-VRE properties of the CMB-MD14 extract were exclusively attributed to 1 (IC50 6.0 µM, MIC99 13.9 µM), highlights the importance of the 2-OAc and 3-OAc moieties to the oxandrastin anti-VRE pharmacophore.

Sign in / Sign up

Export Citation Format

Share Document