دورية أكاديمية
Advanced Glycation End Product Inhibition by Alkaloids from Ocotea paranapiacabensis for the Prevention of Skin Aging.
| العنوان: | Advanced Glycation End Product Inhibition by Alkaloids from Ocotea paranapiacabensis for the Prevention of Skin Aging. |
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| المؤلفون: | Freitas L; Nuclei of Bioassays, Biosynthesis and Ecophysiology of Natural Products (NuBBE), Department of Organic Chemistry, Institute of Chemistry, São Paulo State University (UNESP), Avenida Prof. Francisco Degni, 55, Araraquara, SP, Brazil., Valli M; Nuclei of Bioassays, Biosynthesis and Ecophysiology of Natural Products (NuBBE), Department of Organic Chemistry, Institute of Chemistry, São Paulo State University (UNESP), Avenida Prof. Francisco Degni, 55, Araraquara, SP, Brazil.; Laboratory of Medicinal and Computational Chemistry (LQMC), Centre for Research and Innovation in Biodiversity and Drug Discovery (CIBFar), Institute of Physics of São Carlos, University of São Paulo (USP), Avenida João Dagnone, no. 1100, São Carlos, SP, Brazil., Dametto AC; Nuclei of Bioassays, Biosynthesis and Ecophysiology of Natural Products (NuBBE), Department of Organic Chemistry, Institute of Chemistry, São Paulo State University (UNESP), Avenida Prof. Francisco Degni, 55, Araraquara, SP, Brazil.; Federal Institute of Education, Science and Technology of São Paulo, Rua Stéfano D'avassi, no. 625, Matão, SP, Brazil., Pennacchi PC; Department of Clinical and Toxicological Analysis, Faculty of Pharmaceutical Sciences, University of São Paulo (USP), São Paulo, Brazil., Andricopulo AD; Laboratory of Medicinal and Computational Chemistry (LQMC), Centre for Research and Innovation in Biodiversity and Drug Discovery (CIBFar), Institute of Physics of São Carlos, University of São Paulo (USP), Avenida João Dagnone, no. 1100, São Carlos, SP, Brazil., Maria-Engler SS; Department of Clinical and Toxicological Analysis, Faculty of Pharmaceutical Sciences, University of São Paulo (USP), São Paulo, Brazil., Bolzani VS; Nuclei of Bioassays, Biosynthesis and Ecophysiology of Natural Products (NuBBE), Department of Organic Chemistry, Institute of Chemistry, São Paulo State University (UNESP), Avenida Prof. Francisco Degni, 55, Araraquara, SP, Brazil. |
| المصدر: | Journal of natural products [J Nat Prod] 2020 Mar 27; Vol. 83 (3), pp. 649-656. Date of Electronic Publication: 2020 Mar 05. |
| نوع المنشور: | Journal Article; Research Support, Non-U.S. Gov't |
| اللغة: | English |
| بيانات الدورية: | Publisher: American Society of Pharmacognosy Country of Publication: United States NLM ID: 7906882 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1520-6025 (Electronic) Linking ISSN: 01633864 NLM ISO Abbreviation: J Nat Prod Subsets: MEDLINE |
| أسماء مطبوعة: | Original Publication: Cincinnati, American Society of Pharmacognosy. |
| مواضيع طبية MeSH: | Alkaloids/*pharmacology , Glycation End Products, Advanced/*antagonists & inhibitors , Ocotea/*chemistry , Skin Aging/*drug effects, Glycosylation ; Humans ; In Vitro Techniques ; Molecular Structure ; Phytochemicals/pharmacology ; Plant Leaves/chemistry |
| مستخلص: | A bioassay-guided study aiming at identifying inhibitors of the glycation process on the leaves of Ocotea paranapiacabensis afforded four benzylisoquinoline alkaloids ( 1 - 4 ), with 1 and 2 identified as new naturals products, while 3 and 4 were previously described in the literature, with 3 being identified as magnocurarine. Purification was performed by column chromatography and high-performance liquid chromatography. The structures of the isolated compounds were elucidated by spectroscopic methods including UV, NMR, and HRMS. The process of skin aging has been recently associated with advanced glycation end products (AGEs), and strategies inhibiting their formation have been addressed by pharmaceutical companies for the development of novel antiaging compounds. Alkaloids 1 - 4 were evaluated for their potential to inhibit AGE formation and showed inhibition of 62.9%, 83.3%, 26.1%, and 98.2% (150 μM), respectively. The antiaging potential of compounds 1 and 4 were evaluated with a reconstructed human skin model in vitro, and results showed a decrease in dermis contraction (8.7% and 4.2% respectively for 1 and 4 ) when compared to the glycated control (57.4%). Additionally, absorption, distribution, metabolism, and excretion (ADME) and toxicity properties were predicted using in silico methods, and the results were considered significantly promising for alkaloids 1 and 4 to continue the development of these alkaloids with skincare properties. |
| المشرفين على المادة: | 0 (Alkaloids) 0 (Glycation End Products, Advanced) 0 (Phytochemicals) |
| تواريخ الأحداث: | Date Created: 20200306 Date Completed: 20211115 Latest Revision: 20211115 |
| رمز التحديث: | 20231215 |
| DOI: | 10.1021/acs.jnatprod.9b01083 |
| PMID: | 32134650 |
| قاعدة البيانات: | MEDLINE |
Find this issue from the American Chemical Society | تدمد: | 1520-6025 |
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| DOI: | 10.1021/acs.jnatprod.9b01083 |