دورية أكاديمية
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Characterization and Trypanocidal Activity of a Novel Pyranaphthoquinone.

التفاصيل البيبلوغرافية
العنوان: Characterization and Trypanocidal Activity of a Novel Pyranaphthoquinone.
المؤلفون: Dantas ED; Pharmacy Department, Health Sciences Center, Universidade Federal do Rio Grande do Norte (UFRN), Natal RN 59012-570, Brazil. elendiana88@gmail.com., de Souza FJJ; Pharmacy Department, Health Sciences Center, Universidade Federal do Rio Grande do Norte (UFRN), Natal RN 59012-570, Brazil. fabiajulliana@gmail.com., Nogueira WNL; Pharmacy Department, Health Sciences Center, Universidade Federal do Rio Grande do Norte (UFRN), Natal RN 59012-570, Brazil. will_litaiff@hotmail.com., Silva CC; Crowfoot Group of X-ray Techniques, Universidade Estadual do Amazonas (UEA), Manaus AM 69065-020, Brazil. claudiacsbr@gmail.com., de Azevedo PHA; Pharmacy Department, Health Sciences Center, Universidade Federal do Rio Grande do Norte (UFRN), Natal RN 59012-570, Brazil. pedrohenriqueantunesdeazevedo@hotmail.com., Soares Aragão CF; Pharmacy Department, Health Sciences Center, Universidade Federal do Rio Grande do Norte (UFRN), Natal RN 59012-570, Brazil. cicero.aragao@yahoo.com.br., Almeida PDO; Biological Activities Laboratory, Universidade Federal do Amazonas (UFAM), Pharmaceutical Sciences, Manaus AM 69080-900, Brazil. patt_danielle@hotmail.com., Cardoso MFDC; Laboratory of Synthesis of Bioactive Molecules, Organic Chemistry Department, Universidade Federal Fluminense (UFF), Niterói RJ 24020-141, Brazil. marianafcc83@hotmail.com., da Silva FC; Laboratory of Synthesis of Bioactive Molecules, Organic Chemistry Department, Universidade Federal Fluminense (UFF), Niterói RJ 24020-141, Brazil. gqofernando@vm.uff.br., de Azevedo EP; Graduate Program in Biotechnology, Laureate International Universities-Universidade Potiguar (UnP), Natal RN 59056-000, Brazil. azevedoep@hotmail.com., Guimarães Barbosa E; Pharmacy Department, Health Sciences Center, Universidade Federal do Rio Grande do Norte (UFRN), Natal RN 59012-570, Brazil. euzebiogb@gmail.com., Lima ES; Biological Activities Laboratory, Universidade Federal do Amazonas (UFAM), Pharmaceutical Sciences, Manaus AM 69080-900, Brazil. eslima@ufam.edu.br., Ferreira VF; Laboratory of Synthesis of Bioactive Molecules, Organic Chemistry Department, Universidade Federal Fluminense (UFF), Niterói RJ 24020-141, Brazil. cegvito@vm.uff.br., Lima ÁAN; Pharmacy Department, Health Sciences Center, Universidade Federal do Rio Grande do Norte (UFRN), Natal RN 59012-570, Brazil. adleyantonini@yahoo.com.br.
المصدر: Molecules (Basel, Switzerland) [Molecules] 2017 Sep 30; Vol. 22 (10). Date of Electronic Publication: 2017 Sep 30.
نوع المنشور: Journal Article
اللغة: English
بيانات الدورية: Publisher: MDPI Country of Publication: Switzerland NLM ID: 100964009 Publication Model: Electronic Cited Medium: Internet ISSN: 1420-3049 (Electronic) Linking ISSN: 14203049 NLM ISO Abbreviation: Molecules Subsets: MEDLINE
أسماء مطبوعة: Original Publication: Basel, Switzerland : MDPI, c1995-
مواضيع طبية MeSH: Chagas Disease/*drug therapy , Naphthoquinones/*chemistry , Trypanocidal Agents/*chemistry , Trypanosoma/*drug effects, Binding Sites ; Humans ; Models, Molecular ; Molecular Structure ; Naphthoquinones/pharmacology ; Permeability ; Protein Binding ; Solubility ; Trypanocidal Agents/pharmacology
مستخلص: Chagas disease is an endemic parasitic infection that occurs in 21 Latin American countries. New therapies for this disease are urgently needed, as the only two drugs available (nifurtimox and benznidazol) have high toxicity and variable efficacy in the disease's chronic phase. Recently, a new chemical entity (NCE) named Pyranaphthoquinone (IVS320) was synthesized from lawsone. We report herein, a detailed study of the physicochemical properties and in vitro trypanocidal activity of IVS320. A series of assays were performed for characterization, where thermal, diffractometric, and morphological analysis were performed. In addition, the solubility, permeability, and hygroscopicity of IVS320 were determined. The results show that its poor solubility and low permeability may be due to its high degree of crystallinity (99.19%), which might require the use of proper techniques to increase the IVS320's aqueous solubility and permeability. The trypanocidal activity study demonstrated that IVS320 is more potent than the reference drug benznidazole, with IC50/24 h of 1.49 ± 0.1 μM, which indicates that IVS320 has potential as a new drug candidate for the treatment of Chagas disease.
Competing Interests: The authors declare no conflict of interest.
References: Org Biomol Chem. 2015 Jan 14;13(2):428-37. (PMID: 25370790)
Mem Inst Oswaldo Cruz. 2014 Nov;109(7):856-62. (PMID: 25410988)
Nucleic Acids Res. 2000 Jan 1;28(1):235-42. (PMID: 10592235)
Molecules. 2017 Mar 11;22(3):. (PMID: 28287461)
J Pharm Sci. 2010 Jun;99(6):2739-49. (PMID: 20039391)
Bioorg Med Chem Lett. 2014 Aug 1;24(15):3647-51. (PMID: 24913712)
Bioorg Med Chem. 2013 Aug 1;21(15):4662-9. (PMID: 23791367)
Bioorg Med Chem. 2006 Aug 15;14(16):5459-66. (PMID: 16725327)
Eur J Pharm Sci. 2010 Jun 14;40(3):179-87. (PMID: 20230894)
Expert Opin Drug Deliv. 2013 Sep;10(9):1239-57. (PMID: 23534681)
Mem Inst Oswaldo Cruz. 2017 Apr;112(4):299-308. (PMID: 28327793)
Eur J Med Chem. 2016 Nov 29;124:1019-1025. (PMID: 27783973)
J Comput Chem. 2004 Oct;25(13):1605-12. (PMID: 15264254)
J Pharm Sci. 2008 Mar;97(3):1047-59. (PMID: 17630643)
Exp Parasitol. 2017 May;176:46-51. (PMID: 28174101)
Ann Clin Microbiol Antimicrob. 2014 Jul 06;13:26. (PMID: 24998949)
Bioorg Med Chem. 2017 Mar 1;25(5):1543-1555. (PMID: 28161253)
Mem Inst Oswaldo Cruz. 2009 Jul;104 Suppl 1:263-9. (PMID: 19753483)
J Struct Biol. 2005 Oct;152(1):64-75. (PMID: 16168672)
J Mol Biol. 2001 Apr 13;307(5):1363-79. (PMID: 11292348)
J Comput Chem. 2010 Jan 30;31(2):455-61. (PMID: 19499576)
J Ethnopharmacol. 2017 Jun 9;205:103-115. (PMID: 28465253)
J Med Chem. 2012 Apr 26;55(8):3667-77. (PMID: 22443161)
J Venom Anim Toxins Incl Trop Dis. 2013 Dec 19;19(1):34. (PMID: 24354455)
J Pharm Sci. 2011 Jun;100(6):2443-51. (PMID: 21491453)
Pharm Dev Technol. 2013 Mar-Apr;18(2):348-58. (PMID: 21981708)
Bioorg Med Chem. 2014 Sep 1;22(17):4609-20. (PMID: 25127463)
Eur J Med Chem. 2012 Jun;52:304-12. (PMID: 22483633)
J Pharm Biomed Anal. 2013 Oct;84:177-83. (PMID: 23845379)
J Biol Chem. 2002 May 3;277(18):15938-46. (PMID: 11854281)
فهرسة مساهمة: Keywords: Chagas disease; IVS320; T. cruzi; physicochemical characterization; pyranaphthoquinone; quinone
المشرفين على المادة: 0 (Naphthoquinones)
0 (Trypanocidal Agents)
TLH4A6LV1W (lawsone)
تواريخ الأحداث: Date Created: 20171005 Date Completed: 20190221 Latest Revision: 20190221
رمز التحديث: 20240628
مُعرف محوري في PubMed: PMC6151607
DOI: 10.3390/molecules22101631
PMID: 28973960
قاعدة البيانات: MEDLINE
الوصف
تدمد:1420-3049
DOI:10.3390/molecules22101631