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Qualitative aspects of the degradation of mitomycins in alkaline solution.

Journal of pharmaceutical and biomedical analysis

Beijnen JH, den Hartigh J, Underberg WJ.
PMID: 16867711
J Pharm Biomed Anal. 1985;3(1):71-9. doi: 10.1016/0731-7085(85)80008-x.

The major degradation product in alkaline solution of mitomycin A, mitomycin C and porfiromycin is the corresponding 7-hydroxymitosane. The isolation and the physico-chemical and analytical properties of these compounds and their derivatized analogues are discussed. Data are presented on...

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Beijnen JH, den Hartigh J, Underberg WJ. Qualitative aspects of the degradation of mitomycins in alkaline solution. J Pharm Biomed Anal. 1985;3(1):71-9doi: 10.1016/0731-7085(85)80008-x.
Beijnen, J. H., den Hartigh, J., & Underberg, W. J. (1985). Qualitative aspects of the degradation of mitomycins in alkaline solution. Journal of pharmaceutical and biomedical analysis, 3(1), 71-9. https://doi.org/10.1016/0731-7085(85)80008-x
Beijnen, J H, et al. "Qualitative aspects of the degradation of mitomycins in alkaline solution." Journal of pharmaceutical and biomedical analysis vol. 3,1 (1985): 71-9. doi: https://doi.org/10.1016/0731-7085(85)80008-x
Beijnen JH, den Hartigh J, Underberg WJ. Qualitative aspects of the degradation of mitomycins in alkaline solution. J Pharm Biomed Anal. 1985;3(1):71-9. doi: 10.1016/0731-7085(85)80008-x. PMID: 16867711.
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Palladium-catalyzed cascade cyclizations involving C-C and C-X bond formation: strategic applications in natural product synthesis.

Chemical Society reviews

Holman KR, Stanko AM, Reisman SE.
PMID: 34037626
Chem Soc Rev. 2021 Jul 21;50(14):7891-7908. doi: 10.1039/d0cs01385d. Epub 2021 May 26.

Palladium-catalyzed cascade cyclizations (PCCs) are powerful synthetic tools that enable rapid assembly of polycyclic scaffolds. Palladium complexes can promote a variety of carbon-carbon and carbon-heteroatom bond-forming reactions with high chemo-, enantio-, and diastereoselectivity. The combination of multiple ring-forming elementary...

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Holman KR, Stanko AM, Reisman SE. Palladium-catalyzed cascade cyclizations involving C-C and C-X bond formation: strategic applications in natural product synthesis. Chem Soc Rev. 2021;50(14):7891-7908doi: 10.1039/d0cs01385d.
Holman, K. R., Stanko, A. M., & Reisman, S. E. (2021). Palladium-catalyzed cascade cyclizations involving C-C and C-X bond formation: strategic applications in natural product synthesis. Chemical Society reviews, 50(14), 7891-7908. https://doi.org/10.1039/d0cs01385d
Holman, K R, et al. "Palladium-catalyzed cascade cyclizations involving C-C and C-X bond formation: strategic applications in natural product synthesis." Chemical Society reviews vol. 50,14 (2021): 7891-7908. doi: https://doi.org/10.1039/d0cs01385d
Holman KR, Stanko AM, Reisman SE. Palladium-catalyzed cascade cyclizations involving C-C and C-X bond formation: strategic applications in natural product synthesis. Chem Soc Rev. 2021 Jul 21;50(14):7891-7908. doi: 10.1039/d0cs01385d. Epub 2021 May 26. PMID: 34037626.
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A Novel Class of CC-1065 and Duocarmycin Analogues Subject to Mitomycin-Related Reductive Activation.

The Journal of organic chemistry

Boger DL, Garbaccio RM.
PMID: 11674758
J Org Chem. 1999 Oct 29;64(22):8350-8362. doi: 10.1021/jo991301y.

A new class of DNA alkylating agents is described that incorporate the quinone of the mitomycins, which is thought to impart tumor cell selectivity as a result of preferential reduction and activation in hypoxic tumors, into the AT-selective binding...

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Boger DL, Garbaccio RM. A Novel Class of CC-1065 and Duocarmycin Analogues Subject to Mitomycin-Related Reductive Activation. J Org Chem. 1999;64(22):8350-8362doi: 10.1021/jo991301y.
Boger, D. L., & Garbaccio, R. M. (1999). A Novel Class of CC-1065 and Duocarmycin Analogues Subject to Mitomycin-Related Reductive Activation. The Journal of organic chemistry, 64(22), 8350-8362. https://doi.org/10.1021/jo991301y
Boger, Dale L., and Garbaccio, Robert M.. "A Novel Class of CC-1065 and Duocarmycin Analogues Subject to Mitomycin-Related Reductive Activation." The Journal of organic chemistry vol. 64,22 (1999): 8350-8362. doi: https://doi.org/10.1021/jo991301y
Boger DL, Garbaccio RM. A Novel Class of CC-1065 and Duocarmycin Analogues Subject to Mitomycin-Related Reductive Activation. J Org Chem. 1999 Oct 29;64(22):8350-8362. doi: 10.1021/jo991301y. PMID: 11674758.
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Enantioselective Synthesis of (+)-Mitomycin K by a Palladium-Catalyzed Oxidative Tandem Cyclization.

Angewandte Chemie (International ed. in English)

Gu QS, Yang D.
PMID: 28425184
Angew Chem Int Ed Engl. 2017 May 15;56(21):5886-5889. doi: 10.1002/anie.201701895. Epub 2017 Apr 20.

The mitomycins, a family of bioactive natural products, feature a compact 6/5/5-fused polycyclic ring structure densely decorated with highly reactive and/or fragile quinone, amino ketal, and aziridine as well as carbamate moieties. It is this striking feature that has...

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Gu QS, Yang D. Enantioselective Synthesis of (+)-Mitomycin K by a Palladium-Catalyzed Oxidative Tandem Cyclization. Angew Chem Int Ed Engl. 2017;56(21):5886-5889doi: 10.1002/anie.201701895.
Gu, Q. S., & Yang, D. (2017). Enantioselective Synthesis of (+)-Mitomycin K by a Palladium-Catalyzed Oxidative Tandem Cyclization. Angewandte Chemie (International ed. in English), 56(21), 5886-5889. https://doi.org/10.1002/anie.201701895
Gu, Qiang-Shuai, and Yang, Dan. "Enantioselective Synthesis of (+)-Mitomycin K by a Palladium-Catalyzed Oxidative Tandem Cyclization." Angewandte Chemie (International ed. in English) vol. 56,21 (2017): 5886-5889. doi: https://doi.org/10.1002/anie.201701895
Gu QS, Yang D. Enantioselective Synthesis of (+)-Mitomycin K by a Palladium-Catalyzed Oxidative Tandem Cyclization. Angew Chem Int Ed Engl. 2017 May 15;56(21):5886-5889. doi: 10.1002/anie.201701895. Epub 2017 Apr 20. PMID: 28425184.
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Quinone-Based Drugs: An Important Class of Molecules in Medicinal Chemistry.

Medicinal chemistry (Shariqah (United Arab Emirates))

Ferreira VF, de Carvalho AS, Ferreira PG, Lima CGS, de C da Silva F.
PMID: 33155925
Med Chem. 2021;17(10):1073-1085. doi: 10.2174/1573406416666201106104756.

BACKGROUND: Several quinones are on the pharmaceutical market as drugs for the treatment of several diseases.OBJECTIVE: The aim of this review was to provide an overview of the quinones that have become drugs for several therapeutic applications.METHODS: We have...

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Ferreira VF, de Carvalho AS, Ferreira PG, et al. Quinone-Based Drugs: An Important Class of Molecules in Medicinal Chemistry. Med Chem. 2021;17(10):1073-1085doi: 10.2174/1573406416666201106104756.
Ferreira, V. F., de Carvalho, A. S., Ferreira, P. G., Lima, C. G. S., & de C da Silva, F. (2021). Quinone-Based Drugs: An Important Class of Molecules in Medicinal Chemistry. Medicinal chemistry (Shariqah (United Arab Emirates)), 17(10), 1073-1085. https://doi.org/10.2174/1573406416666201106104756
Ferreira, Vitor F, et al. "Quinone-Based Drugs: An Important Class of Molecules in Medicinal Chemistry." Medicinal chemistry (Shariqah (United Arab Emirates)) vol. 17,10 (2021): 1073-1085. doi: https://doi.org/10.2174/1573406416666201106104756
Ferreira VF, de Carvalho AS, Ferreira PG, Lima CGS, de C da Silva F. Quinone-Based Drugs: An Important Class of Molecules in Medicinal Chemistry. Med Chem. 2021;17(10):1073-1085. doi: 10.2174/1573406416666201106104756. PMID: 33155925.
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Mitomycins syntheses: a recent update.

Beilstein journal of organic chemistry

Andrez JC.
PMID: 19777135
Beilstein J Org Chem. 2009 Jul 08;5:33. doi: 10.3762/bjoc.5.33.

Mitomycins are a class of very potent antibacterial and anti-cancer compounds having a broad activity against a range of tumours. They have been used in clinics since the 1960's, and the challenges represented by their total synthesis have challenged...

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Andrez JC. Mitomycins syntheses: a recent update. Beilstein J Org Chem. 2009;5:33doi: 10.3762/bjoc.5.33.
Andrez, J. C. (2009). Mitomycins syntheses: a recent update. Beilstein journal of organic chemistry, 533. https://doi.org/10.3762/bjoc.5.33
Andrez, Jean-Christophe. "Mitomycins syntheses: a recent update." Beilstein journal of organic chemistry vol. 5 (2009): 33. doi: https://doi.org/10.3762/bjoc.5.33
Andrez JC. Mitomycins syntheses: a recent update. Beilstein J Org Chem. 2009 Jul 08;5:33. doi: 10.3762/bjoc.5.33. PMID: 19777135; PMCID: PMC2748694.
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Synthetic Studies Towards the Mitomycins: Construction of the Tetracyclic Core via a Reductive Aminocyclization Reaction.

Tetrahedron letters

Gubler DA, Williams RM.
PMID: 20161278
Tetrahedron Lett. 2009 Jul 22;50(29):4265-4267. doi: 10.1016/j.tetlet.2009.05.004.

The tetracyclic core of the mitomycin family of natural products has been formed in one step from an acyclic precursor via a reductive aminocyclization reaction. Additionally, the 8-membered benzazocine can be prepared without the need for prior activation of...

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Gubler DA, Williams RM. Synthetic Studies Towards the Mitomycins: Construction of the Tetracyclic Core via a Reductive Aminocyclization Reaction. Tetrahedron Lett. 2009;50(29):4265-4267doi: 10.1016/j.tetlet.2009.05.004.
Gubler, D. A., & Williams, R. M. (2009). Synthetic Studies Towards the Mitomycins: Construction of the Tetracyclic Core via a Reductive Aminocyclization Reaction. Tetrahedron letters, 50(29), 4265-4267. https://doi.org/10.1016/j.tetlet.2009.05.004
Gubler, Daniel A, and Williams, Robert M. "Synthetic Studies Towards the Mitomycins: Construction of the Tetracyclic Core via a Reductive Aminocyclization Reaction." Tetrahedron letters vol. 50,29 (2009): 4265-4267. doi: https://doi.org/10.1016/j.tetlet.2009.05.004
Gubler DA, Williams RM. Synthetic Studies Towards the Mitomycins: Construction of the Tetracyclic Core via a Reductive Aminocyclization Reaction. Tetrahedron Lett. 2009 Jul 22;50(29):4265-4267. doi: 10.1016/j.tetlet.2009.05.004. PMID: 20161278; PMCID: PMC2702872.
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The aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds.

Journal of industrial microbiology & biotechnology

Escalante A, Mendoza-Flores R, Gosset G, Bolívar F.
PMID: 34374768
J Ind Microbiol Biotechnol. 2021 Aug 10; doi: 10.1093/jimb/kuab053. Epub 2021 Aug 10.

The aminoshikimic (ASA) pathway comprises a series of reactions resulting in the synthesis of 3-amino-5-hydroxybenzoic acid (AHBA), present in bacteria such as Amycolaptosis mediterranei and Streptomyces. AHBA is the precursor for synthesizing the mC7N units, the characteristic structural component...

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Escalante A, Mendoza-Flores R, Gosset G, et al. The aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds. J Ind Microbiol Biotechnol. 2021;doi: 10.1093/jimb/kuab053.
Escalante, A., Mendoza-Flores, R., Gosset, G., & Bolívar, F. (2021). The aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds. Journal of industrial microbiology & biotechnology, . https://doi.org/10.1093/jimb/kuab053
Escalante, Adelfo, et al. "The aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds." Journal of industrial microbiology & biotechnology vol. (2021). doi: https://doi.org/10.1093/jimb/kuab053
Escalante A, Mendoza-Flores R, Gosset G, Bolívar F. The aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds. J Ind Microbiol Biotechnol. 2021 Aug 10; doi: 10.1093/jimb/kuab053. Epub 2021 Aug 10. PMID: 34374768.
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The aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds.

Journal of industrial microbiology & biotechnology

Escalante A, Mendoza-Flores R, Gosset G, Bolívar F.
PMID: 34374768
J Ind Microbiol Biotechnol. 2021 Dec 23;48(9). doi: 10.1093/jimb/kuab053.

The aminoshikimic acid (ASA) pathway comprises a series of reactions resulting in the synthesis of 3-amino-5-hydroxybenzoic acid (AHBA), present in bacteria such as Amycolatopsis mediterranei and Streptomyces. AHBA is the precursor for synthesizing the mC7N units, the characteristic structural...

Cite
Escalante A, Mendoza-Flores R, Gosset G, et al. The aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds. J Ind Microbiol Biotechnol. 2021;48(9)doi: 10.1093/jimb/kuab053.
Escalante, A., Mendoza-Flores, R., Gosset, G., & Bolívar, F. (2021). The aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds. Journal of industrial microbiology & biotechnology, 48(9), . https://doi.org/10.1093/jimb/kuab053
Escalante, Adelfo, et al. "The aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds." Journal of industrial microbiology & biotechnology vol. 48,9 (2021). doi: https://doi.org/10.1093/jimb/kuab053
Escalante A, Mendoza-Flores R, Gosset G, Bolívar F. The aminoshikimic acid pathway in bacteria as source of precursors for the synthesis of antibacterial and antiviral compounds. J Ind Microbiol Biotechnol. 2021 Dec 23;48(9). doi: 10.1093/jimb/kuab053. PMID: 34374768.
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Showing 1 to 9 of 9 entries