Synthesis and antifolate properties of 10-alkyl-5,10-dideaza analogs of methotrexate and tetrahydrofolic acid

This article is cited by 20 publications.

1. Ashley R. Longstreet, Daniel Rivalti, and D. Tyler McQuade . Synthesis and Reactivity Profile of Ylidenemalononitrile Enamines and Their Ester Analogs Towards Electrophiles and Nucleophiles. The Journal of Organic Chemistry 2015, 80 (17) , 8583-8596. https://doi.org/10.1021/acs.joc.5b01169
2. William T. Monte and, Aline C. Lindbeck. An Efficient Process for the Synthesis of γ-Arylbutanals via Copper-Mediated Grignard Coupling. Organic Process Research & Development 2001, 5 (3) , 267-269. https://doi.org/10.1021/op010202v
3. Ola A. Abu Ali, Hosam A. Saad, Bodor M. A. Al Malki. Synthesis of Some New Folic Acid-Based Heterocycles of Anticipated Biological Activity. Molecules 2021, 26 (2) , 368. https://doi.org/10.3390/molecules26020368
4. Agnieszka Wołos, Rafał Roszak, Anna Żądło-Dobrowolska, Wiktor Beker, Barbara Mikulak-Klucznik, Grzegorz Spólnik, Mirosław Dygas, Sara Szymkuć, Bartosz A. Grzybowski. Synthetic connectivity, emergence, and self-regeneration in the network of prebiotic chemistry. Science 2020, 369 (6511) https://doi.org/10.1126/science.aaw1955
5. Paul A. Keller, Mohammed K. Abdel-Hamid, Ashraf M. Abdel-Megeed. Ring Synthesis. 2013, 15-152. https://doi.org/10.1016/B978-0-12-385235-9.00002-3
6. Abdel-Sattar S Hamad Elgazwy, DaliaH S Soliman, Saad R Atta-Allah, Diaa A Ibrahim. Three-dimensional quantitative structure activity relationship (QSAR) of cytotoxic active 3,5-diaryl-4,5-dihydropyrazole analogs: a comparative molecular field analysis (CoMFA) revisited study. Chemistry Central Journal 2012, 6 (1) https://doi.org/10.1186/1752-153X-6-50
7. Mahmoud A. Mohamed. Synthesis of some new bipyridines, thieno[2,3-b]pyridines, and pyrazolo[3,4-b]pyridines. Journal of Heterocyclic Chemistry 2012, 49 (1) , 200-203. https://doi.org/10.1002/jhet.802
8. Mahmoud A. Mohamed. Synthesis of some new pyridones, fused pyrimidines, and fused 1,2,4-triazines. Journal of Heterocyclic Chemistry 2010, 101 , NA-NA. https://doi.org/10.1002/jhet.351
9. Osama M. Ahmed, Mahmoud A. Mohamed, Rasha R. Ahmed, Sayed A. Ahmed. Synthesis and anti-tumor activities of some new pyridines and pyrazolo[1,5-a]pyrimidines. European Journal of Medicinal Chemistry 2009, 44 (9) , 3519-3523. https://doi.org/10.1016/j.ejmech.2009.03.042
10. Nagy M. Khalifa, Mostafa M. Ramla, Abd El-Galil E. Amr, Mohamed M. Abdulla. Synthesis and Anti-Inflammatory Activities of Some Novel S-Pyridyl Glycosides Derivatives. Phosphorus, Sulfur, and Silicon and the Related Elements 2008, 183 (12) , 3046-3062. https://doi.org/10.1080/10426500802059885
11. Adel M. Attia, Galal H. Elgemeie, Lamies A. Shahada. Synthesis of some novel condensed pyridine-2(1H)-thiones and related glycosides. Tetrahedron 1997, 53 (51) , 17441-17448. https://doi.org/10.1016/S0040-4020(97)10192-2
12. Wolfgang Pfleiderer. Bicyclic 6-6 Systems: Pteridines. 1996, 679-736. https://doi.org/10.1016/B978-008096518-5.00162-3
13. . Volume 7 References. 1996, 947-1044. https://doi.org/10.1016/B978-008096518-5.00253-7
14. Galal E.H. Elgemeie, Badria A.W. Hussain. A convenient synthesis of 5-deaza nonclassical antifolates: Reaction of cyanothioacetamide with sodium salts of 2-(hydroxymethylene)-1-cycloalkanones. Tetrahedron 1994, 50 (1) , 199-204. https://doi.org/10.1016/S0040-4020(01)80745-6
15. Robert J. Mullin, Barry R. Keith, Eric C. Bigham, David S. Duch, Robert Ferone, Louise S. Heath, Sara Singer, Kathleen A. Waters, H.Robert Wilson. In vivo antitumor activity and metabolism of a series of 5-deazaacyclotetrahydrofolate (5-DACTHF) analogues. Biochemical Pharmacology 1992, 43 (7) , 1627-1634. https://doi.org/10.1016/0006-2952(92)90222-5
16. Richard G. Moran. Folate antimetabolites inhibitory to de novo purine synthesis. 1992, 65-87. https://doi.org/10.1007/978-1-4615-3876-9_4
17. Aleem Gangjee, Rajesh Devraj, Fu-Tyan Lin. Synthesis of 2,4-diamino-5,10-dideaza nonclassical antifolates. Journal of Heterocyclic Chemistry 1991, 28 (7) , 1747-1751. https://doi.org/10.1002/jhet.5570280717
18. E. M. Birinberg, I. P. Rudakova. Search for new anti-tumor drugs among compounds inhibiting enzymes involved in folic acid metabolism (a review). Pharmaceutical Chemistry Journal 1991, 25 (9) , 611-622. https://doi.org/10.1007/BF00777683
19. Gerrit Jansen, G. Robbin Westerhof, Ietje Kathmann, Gert Rijksen, Jan H. Schornagel. Growth-inhibitory effects of 5,10-dideazatetrahydrofolic acid on variant murine L1210 and human CCRF-CEM leukemia cells with different membrane-transport characteristics for (anti)folate compounds. Cancer Chemotherapy and Pharmacology 1991, 28 (2) , 115-117. https://doi.org/10.1007/BF00689699
20. J. I. DEGRAW, P. H. CHRISTIE, R. L. KISLIUK, Y. GAUMONT, F. M. SIROTNAK. ChemInform Abstract: Synthesis and Antifolate Properties of 10-Alkyl-5,10-dideaza Analogues of Methotrexate and Tetrahydrofolic Acid.. ChemInform 1990, 21 (25) https://doi.org/10.1002/chin.199025188