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Further evaluation of 5-alkyl-5-deaza antifolates. 5-propyl- and 5-butyl-5-deaza analogues of aminopterin and methotrexate

Autor: Francis M. Sirotnak, Balakrishnan Ramamurthy, Joseph A. Maddry, G. M. Otter, James R. Piper, Cheryl A. Johnson

Publikováno v: Journal of Heterocyclic Chemistry. 32:1205-1212

5-Propyl-5-deaza and 5-butyl-5-deaza analogues of classical antifolates were synthesized by extensions of a previously reported general route which proceeds through 2,4-diamino-5-alkylpyrido[2,3-d]pyrimidine-6-carbonitrile intermediates followed by r

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::6a80d5a039998f1cb17e78b277042f88
https://doi.org/10.1002/jhet.5570320419

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ChemInform Abstract: Synthesis and Antifolate Evaluation of 10-Ethyl-5-methyl-5,10- dideazaaminopterin and an Alternative Synthesis of 10-Ethyl-10- deazaaminopterin (Edatrexate)

Autor: F. M. Sirotnak, James R. Piper, Cheryl A. Johnson, G. M. Otter

Publikováno v: ChemInform. 23

Previous findings suggesting that 5,10-dialkyl-substituted derivatives of 5,10-dideazaaminopterin warranted study as potential antifolates prompted synthesis of 10-ethyl-5-methyl-5,10- dideazaaminopterin (12a). The key step in the synthetic route to

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::7e0946948743b8d9cb11c0c9fb179341
https://doi.org/10.1002/chin.199252219

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ChemInform Abstract: Further Evaluation of 5-Alkyl-5-deaza Antifolates. 5-Propyl- and 5- Butyl-5-deaza Analogues of Aminopterin and Methotrexate

Autor: G. M. Otter, Joseph A. Maddry, Balakrishnan Ramamurthy, Cheryl A. Johnson, James R. Piper, Francis M. Sirotnak

Publikováno v: ChemInform. 26

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::906575be37a29a4511d1d0bc11891ebb
https://doi.org/10.1002/chin.199551278

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ChemInform Abstract: Analogues of 10-Deazaaminopterin and 5-Alkyl-5,10-dideazaaminopterin with the 4-Substituted 1-Naphthoyl Group in the Place of 4-Substituted Benzoyl

Autor: Cheryl A. Johnson, G. M. Otter, Balakrishnan Ramamurthy, Francis M. Sirotnak, James R. Piper

Publikováno v: ChemInform. 27

10-Deaza modifications of classical antifolate analogues bearing the 1,4-disubstituted naphthalene ring in place of the 1,4-disubstituted benzene ring were prepared and tested for antitumor activity. Naphthalene analogues (9a−c, respectively) of 10

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::6c5b8bbddaa4b7ff3475c0ad5c8b02d6
https://doi.org/10.1002/chin.199619233

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Markedly improved efficacy of edatrexate compared to methotrexate in a high-dose regimen with leucovorin rescue against metastatic murine solid tumors

Autor: F M, Sirotnak, G M, Otter, F A, Schmid

Publikováno v: Cancer research. 53(3)

10-Ethyl-10-deazaaminopterin (EDX, edatrexate) exhibits therapeutic activity against methotrexate (MTX)-resistant tumors in animals and patients. In an effort to improve its efficacy among more chemoresistant tumors, studies were initiated in murine

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=pmid________::e8abe578c08fee60bc5dd5985801ff79
https://pubmed.ncbi.nlm.nih.gov/8425192

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Preferential selection during therapy in vivo by edatrexate compared to methotrexate of resistant L1210 cell variants with decreased folylpolyglutamate synthetase activity

Autor: B G, Rumberger, F A, Schmid, G M, Otter, F M, Sirotnak

Publikováno v: Cancer communications. 2(9)

Acquired resistance of the L1210 leukemia in mice developed with less rapidity during therapy with edatrexate (10-ethyl-10-deazaaminopterin, EDX) than with MTX. Since this was explained only partially by the somewhat greater antitumor activity of EDX

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=pmid________::e96b341513041feb21de4cfe9f84cdc8
https://pubmed.ncbi.nlm.nih.gov/2206778

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New folate analogs of the 10-deaza-aminopterin series: markedly increased antitumor activity of the 10-ethyl analog compared to the parent compound and methotrexate against some human tumor xenografts in nude mice

Autor: F A, Schmid, F M, Sirotnak, G M, Otter, J I, DeGraw

Publikováno v: Cancer treatment reports. 69(5)

In an extension of our prior studies in murine tumor models, we examined two new folate analogs in the 10-deaza-aminopterin series for antitumor activity against a group of human tumor xenografts in nude mice. In all three xenograft models studied, M

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=pmid________::d50c94dacf70397f19662f139bda246e
https://pubmed.ncbi.nlm.nih.gov/4005878

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Resistance patterns of Walker carcinosarcoma 256 and other rodent tumors to cyclophosphamide and L-phenylalanine mustard

Autor: F A, Schmid, G M, Otter, C C, Stock

Publikováno v: Cancer research. 40(3)

Comparison is made of the development of resistance to cyclophosphamide (CPA) and L-phenylalanine mustard (L-PAM), of cross-resistance, and chromosome counts, in Walker 256 (W256), rat sarcoma R3 (R3), leukemia L1210, and Ridgway osteogenic sarcoma.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=pmid________::30b2ff60dcf0947d2cf1f6d8b81f361f
https://pubmed.ncbi.nlm.nih.gov/7471099

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