A one-pot Synthesis of Some New Heterocyclic Compounds Derived from Chalcones and Study of their Antitumor and Antimicrobial Activities
The aim of the present work is to efficiently synthesize promising novel antitumor and antimicrobial active heterocyclic compounds from chalcones 1a and 1b as a precursor which contain naphthalene moiety and indole or piperonal moiety, respectively, using conventional, ultrasonic and microwave irrad...
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Ain Shams University, Faculty of Women for Arts, Science & Education
2022-12-01
|
| Series: | Journal of Scientific Research in Science |
| Subjects: | |
| Online Access: | https://jsrs.journals.ekb.eg/article_275779.html |
| _version_ | 1797739530321657856 |
|---|---|
| author | Hadeer M. Hassan Eman A. Mohamed Boshra M. Awad Eman Mansour |
| author_facet | Hadeer M. Hassan Eman A. Mohamed Boshra M. Awad Eman Mansour |
| author_sort | Hadeer M. Hassan |
| collection | DOAJ |
| description | The aim of the present work is to efficiently synthesize promising novel antitumor and antimicrobial active heterocyclic compounds from chalcones 1a and 1b as a precursor which contain naphthalene moiety and indole or piperonal moiety, respectively, using conventional, ultrasonic and microwave irradiation techniques. The best yields and purity were afforded with the microwave irradiation technique. Reaction of 1a and 1b with the appropriate reagent gave the corresponding pyrazolines 2a, 2b, pyrimidine-2-thioneses 3a, 3b, oxazepines 4a, 4b, diazepines 5a, 5b, triazolo-pyrimidines 6a, 6b, and pyrimidine-2-thiols 7a, 7b derivatives. Compounds 7a, 7b were used to produce 8a, 8b. Moreover, pyrimidine-2-thione 3a was used to synthesize pyrimidin-2-ylthioacetic acid 9a, and 2-hydrazinylpyrido[2,3-d]pyrimidine derivative 10a which has been used as a functionalizing agent to produce compounds 11a-14a. The structural formulas of the synthesized compounds were confirmed by their spectral data; FT-IR, 1H NMR, 13C NMR and MS. Compounds 3a, 5a, 7a, 13a showed a very high activity as antitumor, whereas compounds 4a, 6a, and 13a showed high activity as antibacterial and antifungal agents. |
| first_indexed | 2024-03-12T13:58:30Z |
| format | Article |
| id | doaj.art-246d74d581a145a0af09d2b7fbc71282 |
| institution | Directory Open Access Journal |
| issn | 2356-8364 2356-8372 |
| language | English |
| last_indexed | 2024-03-12T13:58:30Z |
| publishDate | 2022-12-01 |
| publisher | Ain Shams University, Faculty of Women for Arts, Science & Education |
| record_format | Article |
| series | Journal of Scientific Research in Science |
| spelling | doaj.art-246d74d581a145a0af09d2b7fbc712822023-08-22T09:24:20ZengAin Shams University, Faculty of Women for Arts, Science & EducationJournal of Scientific Research in Science2356-83642356-83722022-12-01391104127doi:10.21608/JSRS.2022.275779A one-pot Synthesis of Some New Heterocyclic Compounds Derived from Chalcones and Study of their Antitumor and Antimicrobial Activities Hadeer M. Hassan0Eman A. Mohamed1Boshra M. Awad2Eman Mansour3Chemistry department, Faculty of women for Arts, Science and Education, Ain shams university, Cairo, Egypt.Chemistry department, Faculty of women for Arts, Science and Education, Ain shams university, Cairo, Egypt.Chemistry department, Faculty of women for Arts, Science and Education, Ain shams university, Cairo, Egypt.Chemistry department, Faculty of women for Arts, Science and Education, Ain shams university, Cairo, Egypt.The aim of the present work is to efficiently synthesize promising novel antitumor and antimicrobial active heterocyclic compounds from chalcones 1a and 1b as a precursor which contain naphthalene moiety and indole or piperonal moiety, respectively, using conventional, ultrasonic and microwave irradiation techniques. The best yields and purity were afforded with the microwave irradiation technique. Reaction of 1a and 1b with the appropriate reagent gave the corresponding pyrazolines 2a, 2b, pyrimidine-2-thioneses 3a, 3b, oxazepines 4a, 4b, diazepines 5a, 5b, triazolo-pyrimidines 6a, 6b, and pyrimidine-2-thiols 7a, 7b derivatives. Compounds 7a, 7b were used to produce 8a, 8b. Moreover, pyrimidine-2-thione 3a was used to synthesize pyrimidin-2-ylthioacetic acid 9a, and 2-hydrazinylpyrido[2,3-d]pyrimidine derivative 10a which has been used as a functionalizing agent to produce compounds 11a-14a. The structural formulas of the synthesized compounds were confirmed by their spectral data; FT-IR, 1H NMR, 13C NMR and MS. Compounds 3a, 5a, 7a, 13a showed a very high activity as antitumor, whereas compounds 4a, 6a, and 13a showed high activity as antibacterial and antifungal agents. https://jsrs.journals.ekb.eg/article_275779.htmla one-pot synthesisantitumorchalconediazepines2-hydrazinylpyrido[23-d]pyrimidinepyrimidine-2-thionesmicrowave and ultrasonic irradiation. |
| spellingShingle | Hadeer M. Hassan Eman A. Mohamed Boshra M. Awad Eman Mansour A one-pot Synthesis of Some New Heterocyclic Compounds Derived from Chalcones and Study of their Antitumor and Antimicrobial Activities Journal of Scientific Research in Science a one-pot synthesis antitumor chalcone diazepines 2-hydrazinylpyrido[2 3-d]pyrimidine pyrimidine-2-thiones microwave and ultrasonic irradiation. |
| title | A one-pot Synthesis of Some New Heterocyclic Compounds Derived from Chalcones and Study of their Antitumor and Antimicrobial Activities |
| title_full | A one-pot Synthesis of Some New Heterocyclic Compounds Derived from Chalcones and Study of their Antitumor and Antimicrobial Activities |
| title_fullStr | A one-pot Synthesis of Some New Heterocyclic Compounds Derived from Chalcones and Study of their Antitumor and Antimicrobial Activities |
| title_full_unstemmed | A one-pot Synthesis of Some New Heterocyclic Compounds Derived from Chalcones and Study of their Antitumor and Antimicrobial Activities |
| title_short | A one-pot Synthesis of Some New Heterocyclic Compounds Derived from Chalcones and Study of their Antitumor and Antimicrobial Activities |
| title_sort | one pot synthesis of some new heterocyclic compounds derived from chalcones and study of their antitumor and antimicrobial activities |
| topic | a one-pot synthesis antitumor chalcone diazepines 2-hydrazinylpyrido[2 3-d]pyrimidine pyrimidine-2-thiones microwave and ultrasonic irradiation. |
| url | https://jsrs.journals.ekb.eg/article_275779.html |
| work_keys_str_mv | AT hadeermhassan aonepotsynthesisofsomenewheterocycliccompoundsderivedfromchalconesandstudyoftheirantitumorandantimicrobialactivities AT emanamohamed aonepotsynthesisofsomenewheterocycliccompoundsderivedfromchalconesandstudyoftheirantitumorandantimicrobialactivities AT boshramawad aonepotsynthesisofsomenewheterocycliccompoundsderivedfromchalconesandstudyoftheirantitumorandantimicrobialactivities AT emanmansour aonepotsynthesisofsomenewheterocycliccompoundsderivedfromchalconesandstudyoftheirantitumorandantimicrobialactivities AT hadeermhassan onepotsynthesisofsomenewheterocycliccompoundsderivedfromchalconesandstudyoftheirantitumorandantimicrobialactivities AT emanamohamed onepotsynthesisofsomenewheterocycliccompoundsderivedfromchalconesandstudyoftheirantitumorandantimicrobialactivities AT boshramawad onepotsynthesisofsomenewheterocycliccompoundsderivedfromchalconesandstudyoftheirantitumorandantimicrobialactivities AT emanmansour onepotsynthesisofsomenewheterocycliccompoundsderivedfromchalconesandstudyoftheirantitumorandantimicrobialactivities |