دورية أكاديمية
Synthesis of novel 2,3,4-trisubstituted-oxazolidine derivatives and in vitro cytotoxic evaluation.
| العنوان: | Synthesis of novel 2,3,4-trisubstituted-oxazolidine derivatives and in vitro cytotoxic evaluation. |
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| المؤلفون: | Andrad SF, Campos EF, Teixeira CS, Bandeira CC, Lavorato SN, Romeiro NC, Bertollo CM, Oliveira MC, Souza-Fagundes EM, Alves RJ; Departamento de Produtos Farmaceuticos, Faculdade de Farmacia, Universidade Federal de Minas Gerais (UFMG), Av. Antonio Carlos, 6627, Belo Horizonte, MG 31.270- 901, Brazil. ricardodylan@farmacia.ufmg.br. |
| المصدر: | Medicinal chemistry (Shariqah (United Arab Emirates)) [Med Chem] 2014; Vol. 10 (6), pp. 609-18. |
| نوع المنشور: | Journal Article; Research Support, Non-U.S. Gov't |
| اللغة: | English |
| بيانات الدورية: | Publisher: Bentham Science Publishers Country of Publication: Netherlands NLM ID: 101240303 Publication Model: Print Cited Medium: Internet ISSN: 1875-6638 (Electronic) Linking ISSN: 15734064 NLM ISO Abbreviation: Med Chem Subsets: MEDLINE |
| أسماء مطبوعة: | Publication: Amsterdam : Bentham Science Publishers Original Publication: Sharjah, U.A.E.; San Francisco, CA : Bentham Science Publishers |
| مواضيع طبية MeSH: | Antineoplastic Agents/*chemical synthesis , Apoptosis/*drug effects , Cell Proliferation/*drug effects , DNA Fragmentation/*drug effects , Oxazoles/*chemical synthesis, Animals ; Antineoplastic Agents/chemistry ; Antineoplastic Agents/pharmacology ; Antineoplastic Agents/toxicity ; Cell Survival/drug effects ; Chlorocebus aethiops ; HL-60 Cells ; Humans ; Inhibitory Concentration 50 ; Leukocytes, Mononuclear/drug effects ; Molecular Structure ; Oxazoles/chemistry ; Oxazoles/pharmacology ; Oxazoles/toxicity ; Quantitative Structure-Activity Relationship ; Vero Cells |
| مستخلص: | We have previously reported the discovery of cytotoxic and pro-apoptotic hit compound 1,1-dimethylethyl (S)- 2,2-dimethyl-4-[(3-nitrophenoxy)methyl]-3-oxazolidinecarboxylate 1 against leukemia cells. In the present work we describe the synthesis of 25 derivatives of this hit varying the substituent at ring or stereochemistry of the oxazolidine ring and evaluated them against human cancer cells lines. Six compounds exerted significant activity against HL60 promyelocytic leukemia cells with IC50 in low micromolar range (4-18 μM) and three compounds displayed activity against MDA-MB231 breast cancer cells (25-37 μM). In vitro cytotoxicity on normal cells PBMC (human peripheral blood mononuclear cells) was also evaluated. Compounds 7e (p-NO2, S) and 7m (p-COOCH3, S) showed good antiproliferative activity against HL60 (4 and 5 μM) and MDA-MB231 (37 and 25 μM) without affecting lymphocyte proliferation in PBMC, indicating low toxicity to normal cells. Besides, compound 7e induced DNA fragmentation on about 100% of HL60 cells at 50 μM. In this case, it was more potent than 7m and lead 1. This indicated that compound 7e has a great pro-apoptotic potential. |
| المشرفين على المادة: | 0 (Antineoplastic Agents) 0 (Oxazoles) |
| تواريخ الأحداث: | Date Created: 20131025 Date Completed: 20150407 Latest Revision: 20191210 |
| رمز التحديث: | 20231215 |
| DOI: | 10.2174/15734064113096660057 |
| PMID: | 24151866 |
| قاعدة البيانات: | MEDLINE |
| تدمد: | 1875-6638 |
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| DOI: | 10.2174/15734064113096660057 |