دورية أكاديمية
Structure-function relationships and conformational properties of alpha-MSH(6-13) analogues with candidacidal activity.
| العنوان: | Structure-function relationships and conformational properties of alpha-MSH(6-13) analogues with candidacidal activity. |
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| المؤلفون: | Carotenuto A; Department of Pharmaceutical and Toxicological Chemistry, University of Naples Federico II, Via D. Montesano 49, I-80131 Naples, Italy., Saviello MR, Auriemma L, Campiglia P, Catania A, Novellino E, Grieco P |
| المصدر: | Chemical biology & drug design [Chem Biol Drug Des] 2007 Jan; Vol. 69 (1), pp. 68-74. |
| نوع المنشور: | Journal Article; Research Support, Non-U.S. Gov't |
| اللغة: | English |
| بيانات الدورية: | Publisher: Wiley-Blackwell Country of Publication: England NLM ID: 101262549 Publication Model: Print Cited Medium: Print ISSN: 1747-0277 (Print) Linking ISSN: 17470277 NLM ISO Abbreviation: Chem Biol Drug Des Subsets: MEDLINE |
| أسماء مطبوعة: | Original Publication: Oxford : Wiley-Blackwell, 2006- |
| مواضيع طبية MeSH: | Anti-Bacterial Agents/*pharmacology , Antifungal Agents/*pharmacology , Candida albicans/*drug effects , Staphylococcus aureus/*drug effects , alpha-MSH/*pharmacology, Adrenocorticotropic Hormone/chemistry ; Adrenocorticotropic Hormone/pharmacology ; Anti-Bacterial Agents/chemistry ; Antifungal Agents/chemistry ; Binding, Competitive ; Computational Biology ; Melanocyte-Stimulating Hormones/chemistry ; Melanocyte-Stimulating Hormones/pharmacology ; Molecular Mimicry ; Peptide Fragments/chemistry ; Peptide Fragments/pharmacology ; Protein Conformation ; Spectrum Analysis ; Structure-Activity Relationship ; alpha-MSH/analogs & derivatives ; alpha-MSH/chemistry |
| مستخلص: | Alpha-melanocyte-stimulating hormone (alpha-MSH) is an endogenous linear tridecapeptide with potent anti-inflammatory effects. We firstly demonstrated that alpha-MSH and its C-terminal sequence Lys-Pro-Val [alpha-MSH(11-13)] have antimicrobial effects against two major and representative pathogens: Staphylococcus aureus and Candida albicans. Successively, in an attempt to improve the candidacidal activity of alpha-MSH and to better understand the peptide structure-antifungal activity relations, we have recently designed and synthesized novel peptide analogues. We focused on the sequence alpha-MSH(6-13), which contains the invariant melanocortin core sequence His-Phe-Arg-Trp (6-9) and also contains the sequence Lys-Pro-Val (11-13) important for antimicrobial activity. In that structure-activity study, we discovered several compounds that have greater candidacidal activity than alpha-MSH, among which the peptide [d-Nal-7,Phe-12]-alpha-MSH(6-13) was the most potent. Here, we report a detailed conformational analysis by spectroscopic and computational methods of three peptides, alpha-MSH(6-13) (1), [d-Nal-7,Phe-12]-alpha-MSH(6-13) (2) and [d-Nal-7,Asp-12]-alpha-MSH(6-13) (3). Peptides were chosen on the basis of their candidacidal activities and were studied in membrane mimetic environment (SDS micelles). Different turn structures were observed for the three peptides and a conformation-activity model was developed based on these results. This study offers a structural basis for the design of novel peptide and non-peptide analogues to be used as new antimicrobial agents. |
| المشرفين على المادة: | 0 (Anti-Bacterial Agents) 0 (Antifungal Agents) 0 (Peptide Fragments) 4289-02-5 (ACTH (6-9)) 581-05-5 (alpha-MSH) 67727-97-3 (MSH (11-13)) 9002-60-2 (Adrenocorticotropic Hormone) 9002-79-3 (Melanocyte-Stimulating Hormones) |
| تواريخ الأحداث: | Date Created: 20070223 Date Completed: 20070501 Latest Revision: 20070222 |
| رمز التحديث: | 20240628 |
| DOI: | 10.1111/j.1747-0285.2007.00473.x |
| PMID: | 17313459 |
| قاعدة البيانات: | MEDLINE |
Full Text Finder | تدمد: | 1747-0277 |
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| DOI: | 10.1111/j.1747-0285.2007.00473.x |