Old Dogs with New Tricks: Antiparasitic Potential of Structurally Diverse 5-Nitrofuran and 5-Nitrothiophene Imines and Acyl Hydrazones
Miscellaneous imines and acyl hydrazones were prepared from 5-nitrofuraldehyde and 5-nitrothiophene-2-carboxaldehyde. Their activities against <i>Toxoplasma gondii</i> and <i>Leishmania major</i> parasites were evaluated. Promising antiparasitic effects and selectivities were...
| Main Authors: | , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2023-09-01
|
| Series: | Scientia Pharmaceutica |
| Subjects: | |
| Online Access: | https://www.mdpi.com/2218-0532/91/3/44 |
| _version_ | 1797577128295792640 |
|---|---|
| author | Ibrahim S. Al Nasr Waleed S. Koko Tariq A. Khan Rainer Schobert Bernhard Biersack |
| author_facet | Ibrahim S. Al Nasr Waleed S. Koko Tariq A. Khan Rainer Schobert Bernhard Biersack |
| author_sort | Ibrahim S. Al Nasr |
| collection | DOAJ |
| description | Miscellaneous imines and acyl hydrazones were prepared from 5-nitrofuraldehyde and 5-nitrothiophene-2-carboxaldehyde. Their activities against <i>Toxoplasma gondii</i> and <i>Leishmania major</i> parasites were evaluated. Promising antiparasitic effects and selectivities were observed for certain acyl hydrazones and imines. Cobalt(II) and copper(II) complexes conserved the high anti-<i>Toxoplasma</i> activities of 3-hydroxy-2-naphthoic carboxyl hydrazone (<b>2a</b>). In addition, sound activities against <i>L. major</i> promastigotes were observed for various analogs of <b>2a</b> (<b>2b</b> and <b>2i</b>) and pyrid-2-ylpyrazole-based imines (<b>3g</b> and <b>3h</b>). Relatively low toxicities to kidney cells and macrophages indicate promising selectivity profiles for these compounds. |
| first_indexed | 2024-03-10T22:03:37Z |
| format | Article |
| id | doaj.art-b3b0375309334717a303e1232346acc1 |
| institution | Directory Open Access Journal |
| issn | 0036-8709 2218-0532 |
| language | English |
| last_indexed | 2024-03-10T22:03:37Z |
| publishDate | 2023-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Scientia Pharmaceutica |
| spelling | doaj.art-b3b0375309334717a303e1232346acc12023-11-19T12:52:17ZengMDPI AGScientia Pharmaceutica0036-87092218-05322023-09-019134410.3390/scipharm91030044Old Dogs with New Tricks: Antiparasitic Potential of Structurally Diverse 5-Nitrofuran and 5-Nitrothiophene Imines and Acyl HydrazonesIbrahim S. Al Nasr0Waleed S. Koko1Tariq A. Khan2Rainer Schobert3Bernhard Biersack4Department of Biology, College of Science and Arts, Qassim University, Unaizah 51911, Saudi ArabiaDepartment of Science Laboratories, College of Science and Arts, Qassim University, Ar Rass 51921, Saudi ArabiaDepartment of Clinical Nutrition, College of Applied Health Sciences, Qassim University, Ar Rass 51921, Saudi ArabiaOrganic Chemistry Laboratory, University Bayreuth, Universitätsstrasse 30, 95440 Bayreuth, GermanyOrganic Chemistry Laboratory, University Bayreuth, Universitätsstrasse 30, 95440 Bayreuth, GermanyMiscellaneous imines and acyl hydrazones were prepared from 5-nitrofuraldehyde and 5-nitrothiophene-2-carboxaldehyde. Their activities against <i>Toxoplasma gondii</i> and <i>Leishmania major</i> parasites were evaluated. Promising antiparasitic effects and selectivities were observed for certain acyl hydrazones and imines. Cobalt(II) and copper(II) complexes conserved the high anti-<i>Toxoplasma</i> activities of 3-hydroxy-2-naphthoic carboxyl hydrazone (<b>2a</b>). In addition, sound activities against <i>L. major</i> promastigotes were observed for various analogs of <b>2a</b> (<b>2b</b> and <b>2i</b>) and pyrid-2-ylpyrazole-based imines (<b>3g</b> and <b>3h</b>). Relatively low toxicities to kidney cells and macrophages indicate promising selectivity profiles for these compounds.https://www.mdpi.com/2218-0532/91/3/44nitroarene drugsneglected tropical diseasesleishmaniasistoxoplasmosisantiparasitic drugs |
| spellingShingle | Ibrahim S. Al Nasr Waleed S. Koko Tariq A. Khan Rainer Schobert Bernhard Biersack Old Dogs with New Tricks: Antiparasitic Potential of Structurally Diverse 5-Nitrofuran and 5-Nitrothiophene Imines and Acyl Hydrazones Scientia Pharmaceutica nitroarene drugs neglected tropical diseases leishmaniasis toxoplasmosis antiparasitic drugs |
| title | Old Dogs with New Tricks: Antiparasitic Potential of Structurally Diverse 5-Nitrofuran and 5-Nitrothiophene Imines and Acyl Hydrazones |
| title_full | Old Dogs with New Tricks: Antiparasitic Potential of Structurally Diverse 5-Nitrofuran and 5-Nitrothiophene Imines and Acyl Hydrazones |
| title_fullStr | Old Dogs with New Tricks: Antiparasitic Potential of Structurally Diverse 5-Nitrofuran and 5-Nitrothiophene Imines and Acyl Hydrazones |
| title_full_unstemmed | Old Dogs with New Tricks: Antiparasitic Potential of Structurally Diverse 5-Nitrofuran and 5-Nitrothiophene Imines and Acyl Hydrazones |
| title_short | Old Dogs with New Tricks: Antiparasitic Potential of Structurally Diverse 5-Nitrofuran and 5-Nitrothiophene Imines and Acyl Hydrazones |
| title_sort | old dogs with new tricks antiparasitic potential of structurally diverse 5 nitrofuran and 5 nitrothiophene imines and acyl hydrazones |
| topic | nitroarene drugs neglected tropical diseases leishmaniasis toxoplasmosis antiparasitic drugs |
| url | https://www.mdpi.com/2218-0532/91/3/44 |
| work_keys_str_mv | AT ibrahimsalnasr olddogswithnewtricksantiparasiticpotentialofstructurallydiverse5nitrofuranand5nitrothiopheneiminesandacylhydrazones AT waleedskoko olddogswithnewtricksantiparasiticpotentialofstructurallydiverse5nitrofuranand5nitrothiopheneiminesandacylhydrazones AT tariqakhan olddogswithnewtricksantiparasiticpotentialofstructurallydiverse5nitrofuranand5nitrothiopheneiminesandacylhydrazones AT rainerschobert olddogswithnewtricksantiparasiticpotentialofstructurallydiverse5nitrofuranand5nitrothiopheneiminesandacylhydrazones AT bernhardbiersack olddogswithnewtricksantiparasiticpotentialofstructurallydiverse5nitrofuranand5nitrothiopheneiminesandacylhydrazones |