Synthesis, Characterization and Toxicity Evaluation of Some New Heterocyclic Compounds from Oxazole and 1,2,4-Triazine Classes
This study presents the synthesis of novel heterocyclic derivatives from oxazol-5(4H)-ones and 1,2,4-triazin-6(5H)-ones classes containing the 4-chlorophenylsulfonylphenyl and arylidene motifs as potential bioactive molecules. The synthesis of new oxazol-5(4H)-ones was conducted by cyclocondensation of 2-(4-(4-chlorophenylsulfonyl)benzamido)acetic acid with several aromatic aldehydes. The reaction of oxazol-5(4H)-ones with phenylhydrazine afforded the new 1,2,4-triazin-6(5H)-ones. Spectroscopic techniques (IR, 1H-, 13C-NMR, and MS) and elemental analysis were used to confirm the structures of all new compounds. The compounds were tested against Saccharomyces cerevisiae, and cells lacking the BLH1 gene were more susceptible to compound toxicity. Moreover, the compounds increased bleomycin toxicity against yeast cells. Structural similarity analysis against the ChEMBL database and approved drugs from DrugBank was performed to evaluate the structural novelty of the synthesized compounds and to obtain preliminary information regarding their potential pharmacological profiles.
Authors
- Lavinia L. Ruţă (ORCID: https://orcid.org/0000-0001-9287-5485)
- Ileana C. Fărcăşanu (ORCID: https://orcid.org/0000-0002-4901-7896)
- Octavian Tudorel Olaru (ORCID: https://orcid.org/0000-0001-6904-3066)
- Rica Boscencu (ORCID: https://orcid.org/0000-0001-5259-9308)
- Lucian Iscrulescu (ORCID: https://orcid.org/0009-0007-1615-3385)
- Elena-Valentina Rosca (ORCID: https://orcid.org/0009-0007-3990-3089)
- Elena-Mihaela Pahontu
- Theodora-Venera Apostol (ORCID: https://orcid.org/0000-0003-2608-7872)
- Stefania-Felicia Barbuceanu (ORCID: https://orcid.org/0000-0002-1959-0608)
- Constantin Draghici
- George Mihai Nitulescu (ORCID: https://orcid.org/0000-0002-2978-8052)
- Laura-Ileana Socea (ORCID: https://orcid.org/0000-0003-1961-4515)
- Alexandra Carlan
Institutions
- University of Bucharest (RO)
- Carol Davila University of Medicine and Pharmacy (RO)
- Romanian Academy (RO)
Publication Details
- Journal
- Molecules
- Published
- 2026-05-09
- DOI
- https://doi.org/10.3390/molecules31101580
- Primary Topic
- Synthesis and Reactions of Organic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.00