دورية أكاديمية
Synthesis of novel phthalazine-based derivatives with potent cytotoxicity against HCT-116 cells through apoptosis and VEGFR2 inhibition.
العنوان: | Synthesis of novel phthalazine-based derivatives with potent cytotoxicity against HCT-116 cells through apoptosis and VEGFR2 inhibition. |
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المؤلفون: | El Sayed D; Chemistry Department, Faculty of Science, Suez Canal University P.O. 41522 Ismailia Egypt mohamed_nafie@science.suez.edu.eg samir_elrayes@science.suez.edu.eg., El Rayes SM; Chemistry Department, Faculty of Science, Suez Canal University P.O. 41522 Ismailia Egypt mohamed_nafie@science.suez.edu.eg samir_elrayes@science.suez.edu.eg., Soliman HA; Chemistry Department, Faculty of Science, Suez Canal University P.O. 41522 Ismailia Egypt mohamed_nafie@science.suez.edu.eg samir_elrayes@science.suez.edu.eg., AlBalaa IE; Science Department, Faculty of Basic Educations, PAAET Kuwait Safat 22081 Kuwait., Alturki MS; Department of Pharmaceutical Chemistry, College of Clinical Pharmacy, Imam Abdulrahman Bin Faisal University P.O. Box 1982 Dammam 31441 Eastern Province Kingdom of Saudi Arabia., Al Khzem AH; Department of Pharmaceutical Chemistry, College of Clinical Pharmacy, Imam Abdulrahman Bin Faisal University P.O. Box 1982 Dammam 31441 Eastern Province Kingdom of Saudi Arabia., Alsharif MA; King Fahad Armed Forces Hospital Al Kurnaysh Rd, Al Andalus Jeddah 23311 Kingdom of Saudi Arabia., Nafie MS; Chemistry Department, Faculty of Science, Suez Canal University P.O. 41522 Ismailia Egypt mohamed_nafie@science.suez.edu.eg samir_elrayes@science.suez.edu.eg.; Department of Chemistry, College of Sciences, University of Sharjah P.O. 27272 Sharjah United Arab Emirates mohamed.elsayed@sharjah.ac.ae. |
المصدر: | RSC advances [RSC Adv] 2024 Apr 24; Vol. 14 (19), pp. 13027-13043. Date of Electronic Publication: 2024 Apr 24 (Print Publication: 2024). |
نوع المنشور: | Journal Article |
اللغة: | English |
بيانات الدورية: | Publisher: Royal Society of Chemistry Country of Publication: England NLM ID: 101581657 Publication Model: eCollection Cited Medium: Internet ISSN: 2046-2069 (Electronic) Linking ISSN: 20462069 NLM ISO Abbreviation: RSC Adv Subsets: PubMed not MEDLINE |
أسماء مطبوعة: | Original Publication: Cambridge [England] : Royal Society of Chemistry, [2011]- |
مستخلص: | The parent ethyl 3-(4-benzyl-1-oxophthalazin-2(1 H )-yl) propanoate (3) has 25 compounds. Their respective mono, dipeptides and hydrazones derivatives were produced by chemoselective N -alkylation via addition reaction of 4-benzylphthalazin-1(2 H )-one (2) with ethyl acrylate and anhydrous potassium carbonate to give ethyl 3-(4-benzyl-1-oxophthalazin-2(1 H )-yl) propanoate (3). The ester 3 was hydrazinolyzed to give the corresponding hydrazide 3-(4-benzyl-1-oxophthalazin-2(1 H )-yl) propanehydrazide (5), then azide 6 coupled with amino acid ester hydrochloride and/or amines to afford several parent esters 8a-c, then a series of hydrazinolyzed reactions occurred to give corresponding hydrazides 9a-c. The hydrazide 9a was subjected to the azide coupling procedure, which resulted in the formation of various dipeptides. Subsequently, it was condensed with various aldehydes to yield hydrazone derivatives 13a-d. Interestingly, compounds 9c, 12b, and 13c exhibited potent cytotoxicity with IC Competing Interests: The authors declare no conflict of interest. (This journal is © The Royal Society of Chemistry.) |
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تواريخ الأحداث: | Date Created: 20240425 Latest Revision: 20240426 |
رمز التحديث: | 20240426 |
مُعرف محوري في PubMed: | PMC11040327 |
DOI: | 10.1039/d4ra02103g |
PMID: | 38660526 |
قاعدة البيانات: | MEDLINE |
تدمد: | 2046-2069 |
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DOI: | 10.1039/d4ra02103g |