Fluorine-Substituted Pyrrolo[2,3-d]Pyrimidine Analogues with Tumor Targeting via Cellular Uptake by Folate Receptor α and the Proton-Coupled Folate Transporter and Inhibition of de Novo Purine Nucleotide Biosynthesis

Manasa Ravindra; Mike R. Wilson; Nian Tong; Carrie O’Connor; Mohammad Karim; Lisa Polin; Adrianne Wallace-Povirk; Kathryn White; Juiwanna Kushner; Zhanjun Hou; Larry H. Matherly; Aleem Gangjee

doi:10.1021/acs.jmedchem.8b00408

Fluorine-Substituted Pyrrolo[2,3-d]Pyrimidine Analogues with Tumor Targeting via Cellular Uptake by Folate Receptor α and the Proton-Coupled Folate Transporter and Inhibition of de Novo Purine Nucleotide Biosynthesis

Journal of Medicinal Chemistry ◽

10.1021/acs.jmedchem.8b00408 ◽

2018 ◽

Vol 61 (9) ◽

pp. 4228-4248 ◽

Cited By ~ 8

Author(s):

Manasa Ravindra ◽

Mike R. Wilson ◽

Nian Tong ◽

Carrie O’Connor ◽

Mohammad Karim ◽

...

Keyword(s):

Cellular Uptake ◽

Tumor Targeting ◽

De Novo ◽

Folate Receptor ◽

Purine Nucleotide ◽

Nucleotide Biosynthesis ◽

Pyrimidine Analogues

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Tumor Targeting with Novel Pyridyl 6-Substituted Pyrrolo[2,3-d]Pyrimidine Antifolates via Cellular Uptake by Folate Receptor α and the Proton-Coupled Folate Transporter and Inhibition of De Novo Purine Nucleotide Biosynthesis

Journal of Medicinal Chemistry ◽

10.1021/acs.jmedchem.7b01708 ◽

2018 ◽

Vol 61 (5) ◽

pp. 2027-2040 ◽

Cited By ~ 3

Author(s):

Manasa Ravindra ◽

Adrianne Wallace-Povirk ◽

Mohammad A. Karim ◽

Mike R. Wilson ◽

Carrie O’Connor ◽

...

Keyword(s):

Cellular Uptake ◽

Tumor Targeting ◽

De Novo ◽

Folate Receptor ◽

Purine Nucleotide ◽

Nucleotide Biosynthesis

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Abstract 3983: Tumor-targeting with novel dual-targeted 6-substituted thieno[2,3-d]pyrimidine antifolates via cellular uptake by folate receptor α, and inhibition of de novo purine nucleotide biosynthesis

10.1158/1538-7445.am2018-3983 ◽

2018 ◽

Author(s):

Adrianne Wallace-Povirk ◽

Nian Tong ◽

Carrie O'Connor ◽

Zhanjun Hou ◽

Aleem Gangjee ◽

...

Keyword(s):

Cellular Uptake ◽

Tumor Targeting ◽

De Novo ◽

Folate Receptor ◽

Purine Nucleotide ◽

Nucleotide Biosynthesis

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Tumor-Targeting with Novel Non-Benzoyl 6-Substituted Straight Chain Pyrrolo[2,3-d]pyrimidine Antifolates via Cellular Uptake by Folate Receptor α and Inhibition of de Novo Purine Nucleotide Biosynthesis

Journal of Medicinal Chemistry ◽

10.1021/jm401139z ◽

2013 ◽

Vol 56 (21) ◽

pp. 8684-8695 ◽

Cited By ~ 19

Author(s):

Yiqiang Wang ◽

Christina Cherian ◽

Steven Orr ◽

Shermaine Mitchell-Ryan ◽

Zhanjun Hou ◽

...

Keyword(s):

Cellular Uptake ◽

Tumor Targeting ◽

De Novo ◽

Folate Receptor ◽

Purine Nucleotide ◽

Straight Chain ◽

Nucleotide Biosynthesis

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Tumor Targeting with Novel 6-Substituted Pyrrolo [2,3-d] Pyrimidine Antifolates with Heteroatom Bridge Substitutions via Cellular Uptake by Folate Receptor α and the Proton-Coupled Folate Transporter and Inhibition of de Novo Purine Nucleotide Biosynthesis

Journal of Medicinal Chemistry ◽

10.1021/acs.jmedchem.6b00594 ◽

2016 ◽

Vol 59 (17) ◽

pp. 7856-7876 ◽

Cited By ~ 15

Author(s):

Lalit K. Golani ◽

Adrianne Wallace-Povirk ◽

Siobhan M. Deis ◽

Jennifer Wong ◽

Jiyuan Ke ◽

...

Keyword(s):

Cellular Uptake ◽

Tumor Targeting ◽

De Novo ◽

Folate Receptor ◽

Purine Nucleotide ◽

Nucleotide Biosynthesis

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Discovery of amide-bridged pyrrolo[2,3-d]pyrimidines as tumor targeted classical antifolates with selective uptake by folate receptor α and inhibition of de novo purine nucleotide biosynthesis

Bioorganic & Medicinal Chemistry ◽

10.1016/j.bmc.2019.115125 ◽

2019 ◽

Vol 27 (23) ◽

pp. 115125

Author(s):

Weiguo Xiang ◽

Aamod Dekhne ◽

Arpit Doshi ◽

Carrie O'Connor ◽

Zhanjun Hou ◽

...

Keyword(s):

De Novo ◽

Folate Receptor ◽

Purine Nucleotide ◽

Selective Uptake ◽

Nucleotide Biosynthesis

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Abstract 5494: Novel 6-substituted pyrrolo[2,3-d]pyrimidine thienoyl antifolate regioisomers target folate receptor alpha positive ovarian cancer cells via inhibition of de novo purine nucleotide biosynthesis.

10.1158/1538-7445.am2013-5494 ◽

2013 ◽

Author(s):

Shermaine K. Mitchell-Ryan ◽

Lei Wang ◽

Steven Orr ◽

Sita Kugel ◽

Christina Cherian ◽

...

Keyword(s):

Ovarian Cancer ◽

Cancer Cells ◽

De Novo ◽

Folate Receptor ◽

Ovarian Cancer Cells ◽

Purine Nucleotide ◽

Nucleotide Biosynthesis ◽

Folate Receptor Alpha ◽

Receptor Alpha

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Discovery of 6-substituted thieno[2,3-d]pyrimidine analogs as dual inhibitors of glycinamide ribonucleotide formyltransferase and 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase in de novo purine nucleotide biosynthesis in folate receptor expressing human tumors

Bioorganic & Medicinal Chemistry ◽

10.1016/j.bmc.2021.116093 ◽

2021 ◽

pp. 116093

Author(s):

Adrianne Wallace-Povirk ◽

Nian Tong ◽

Jennifer Wong-Roushar ◽

Carrie O'Connor ◽

Xilin Zhou ◽

...

Keyword(s):

De Novo ◽

Folate Receptor ◽

Human Tumors ◽

Purine Nucleotide ◽

Nucleotide Biosynthesis ◽

Glycinamide Ribonucleotide Formyltransferase ◽

Dual Inhibitors ◽

Pyrimidine Analogs

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Abstract 5493: Tumor-targeting with novel non-benzoyl 6-substituted pyrrolo[2,3-d]pyrimidine antifolates via cellular uptake by folate receptor α and inhibition ofde novopurine nucleotide biosynthesis.

10.1158/1538-7445.am2013-5493 ◽

2013 ◽

Cited By ~ 2

Author(s):

Christina Cherian ◽

Yiqiang Wang ◽

Shermaine Mitchell-Ryan ◽

Steven Orr ◽

Zhanjun Hou ◽

...

Keyword(s):

Cellular Uptake ◽

Tumor Targeting ◽

Folate Receptor ◽

Nucleotide Biosynthesis

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Abstract 2706: Tumor-targeting with novel pyridyl 6-substituted pyrrolo[2,3-d]pyrimidine antifolates via cellular uptake by folate receptor (FR) α and the proton-coupled folate transporter (PCFT) and inhibition ofde novopurine nucleotide biosynthesis

10.1158/1538-7445.am2014-2706 ◽

2014 ◽

Author(s):

Christina Cherian ◽

Lei Wang ◽

Adrianne Wallace ◽

Steven Orr ◽

Zhanjun Hou ◽

...

Keyword(s):

Cellular Uptake ◽

Tumor Targeting ◽

Folate Receptor ◽

Nucleotide Biosynthesis

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Abstract 4481: Tumor-targeting with novel 6-substituted thienoyl[2,3-d]pyrimidine antifolates via cellular uptake by folate receptor α, and inhibition of de novopurine nucleotide biosynthesis

10.1158/1538-7445.am2015-4481 ◽

2015 ◽

Author(s):

Larry H. Matherly ◽

Xin Zhang ◽

Adrianne Wallace ◽

Zhanjun Hou ◽

Christina George ◽

...

Keyword(s):

Cellular Uptake ◽

Tumor Targeting ◽

Folate Receptor ◽

Nucleotide Biosynthesis

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