دورية أكاديمية
Synthesis and Antimicrobial Activity of Short Analogues of the Marine Antimicrobial Peptide Turgencin A: Effects of SAR Optimizations, Cys-Cys Cyclization and Lipopeptide Modifications
| العنوان: | Synthesis and Antimicrobial Activity of Short Analogues of the Marine Antimicrobial Peptide Turgencin A: Effects of SAR Optimizations, Cys-Cys Cyclization and Lipopeptide Modifications |
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| المؤلفون: | Dey, Hymonti, Simonovic, Danijela, Hagen, Ingrid Sofie Norberg-Schulz, Vasskog, Terje, Fredheim, Elizabeth G. Aarag, Blencke, Hans-Matti, Anderssen, Trude, Strøm, Morten B., Haug, Tor |
| بيانات النشر: | MDPI |
| سنة النشر: | 2022 |
| المجموعة: | University of Tromsø: Munin Open Research Archive |
| مصطلحات موضوعية: | VDP::Matematikk og naturvitenskap: 400::Kjemi: 440::Legemiddelkjemi: 448, VDP::Mathematics and natural scienses: 400::Chemistry: 440::Pharmaceutical chemistry: 448, Mikrobiologi / Microbiology |
| الوصف: | We have synthesised short analogues of the marine antimicrobial peptide Turgencin A from the colonial Arctic ascidian Synoicum turgens. In this study, we focused on a central, cationic 12-residue Cys-Cys loop region within the sequence. Modified (tryptophan- and arginine-enriched) linear peptides were compared with Cys-Cys cyclic derivatives, and both linear and Cys-cyclic peptides were N-terminally acylated with octanoic acid (C 8 ), decanoic acid (C 10 ) or dodecanoic acid (C 12 ). The highest antimicrobial potency was achieved by introducing dodecanoic acid to a cyclic Turgencin A analogue with low intrinsic hydrophobicity, and by introducing octanoic acid to a cyclic analogue displaying a higher intrinsic hydrophobicity. Among all tested synthetic Turgencin A lipopeptide analogues, the most promising candidates regarding both antimicrobial and haemolytic activity were C 12 -cTurg-1 and C 8 -cTurg-2. These optimized cyclic lipopeptides displayed minimum inhibitory concentrations of 4 µg/mL against Staphylococcus aureus, Escherichia coli and the fungus Rhodothorula sp. Mode of action studies on bacteria showed a rapid membrane disruption and bactericidal effect of the cyclic lipopeptides. Haemolytic activity against human erythrocytes was low, indicating favorable selective targeting of bacterial cells. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | English |
| تدمد: | 1661-6596 1422-0067 |
| العلاقة: | Simonovic, D. (2023). Synthesis and structure-activity relationship studies of marine-derived antimicrobial peptides and small cyclic peptidomimetics. (Doctoral thesis). https://hdl.handle.net/10037/29375Test .; International Journal of Molecular Sciences; FRIDAID 2072594; https://hdl.handle.net/10037/27420Test |
| DOI: | 10.3390/ijms232213844 |
| الإتاحة: | https://doi.org/10.3390/ijms232213844Test https://hdl.handle.net/10037/27420Test |
| حقوق: | Attribution 4.0 International (CC BY 4.0) ; openAccess ; Copyright 2022 The Author(s) ; https://creativecommons.org/licenses/by/4.0Test |
| رقم الانضمام: | edsbas.6D22AA53 |
| قاعدة البيانات: | BASE |
Full Text Finder | تدمد: | 16616596 14220067 |
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| DOI: | 10.3390/ijms232213844 |