Synthesis, Spectroscopic and Antimicrobial Studies of Some Simple Thiomorpholide−Schiff`s base Congeners | ||||
| Egyptian Journal of Chemistry | ||||
| Article 1, Volume 62, Issue 6, June 2019, Page 977-989 PDF (1.43 MB) | ||||
| Document Type: Original Article | ||||
| DOI: 10.21608/ejchem.2018.6165.1517 | ||||
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| Authors | ||||
Mona Awwad Jaranabi Al-Malki1; Nehad Ahmed Abdel Latif   2; Mohamed Ramadan El Sayed Alya3
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| 1Chemistry Department, Faculty of Science, Taif University, 21974-Hawyah-Taif, Kingdom of Saudi Arabia, | ||||
| 2Natural Products Chemistry, Chemistry of Natural Compounds Department, Pharmaceutical and Drug Industries Research Division, National Research Centre, National Research Centre , Dokki, Cairo, Egypt. | ||||
| 3Chemistry Department, Faculty of Science, Port Said University, 42522-Port Said, Egypt | ||||
| Abstract | ||||
| A set of eight thiomorpholide-hydrazone conjugates 6a-g and 7 was prepared in good yield by sequential Willgerodt-Kindler reaction on 4-aminoacetophenone then condensation with the considered aromatic aldehydes. The molecular fragmentation of these conjugates by EIMS was interpreted. Structure elucidation of these derivatives was further studied using 1H NMR, COSY, 13C NMR, Dept135 and HSQC techniques. The preferred conformation of the morpholine ring was assigned as the 4C1 conformation. The COSY spectrum of compound 6c showed abnormal deshielding of the N(CH2)2 over the O(CH2)2 protons which was explained. In vitroantimicrobial screening of these congeners with standard antibiotics disclosed their moderate activity against E. coli, S. aureus and C. albicans. | ||||
| Keywords | ||||
| Willgerodt-Kindler; Thiomorpholide; hydrazone; spectroscopy; antimicrobial activity | ||||
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