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Int. J. Mol. Sci. 2008, 9(5), 821-837; doi:10.3390/ijms9050821
Article

Synthesis and Biological Evaluation of a Novel Pentagastrin- Toxin Conjugate Designed for a Targeted Prodrug Monotherapy of Cancer

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Received: 25 April 2008; in revised form: 15 May 2008 / Accepted: 16 May 2008 / Published: 20 May 2008
(This article belongs to the Special Issue Natural Compounds for Cancer Treatment and Prevention)
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Abstract: A novel carbamate prodrug 2 containing a pentagastrin moiety was synthesized. 2 was designed as a detoxified analogue of the highly cytotoxic natural antibiotic duocarmycin SA (1) for the use in a targeted prodrug monotherapy of cancers expressing cholecystokinin (CCK-B)/gastrin receptors. The synthesis of prodrug 2 was performed using a palladium-catalyzed carbonylation of bromide 6, followed by a radical cyclisation to give the pharmacophoric unit 10, coupling of 10 to the DNA-binding subunit 15 and transformation of the resulting seco-drug 3b into the carbamate 2 via addition of a pentagastrin moiety.
Keywords: antibiotics; antitumor agents; pentagastrin; prodrug; prodrug monotherapy antibiotics; antitumor agents; pentagastrin; prodrug; prodrug monotherapy
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Tietze, L.F.; Panknin, O.; Krewer, B.; Major, F.; Schuberth, I. Synthesis and Biological Evaluation of a Novel Pentagastrin- Toxin Conjugate Designed for a Targeted Prodrug Monotherapy of Cancer. Int. J. Mol. Sci. 2008, 9, 821-837.

AMA Style

Tietze LF, Panknin O, Krewer B, Major F, Schuberth I. Synthesis and Biological Evaluation of a Novel Pentagastrin- Toxin Conjugate Designed for a Targeted Prodrug Monotherapy of Cancer. International Journal of Molecular Sciences. 2008; 9(5):821-837.

Chicago/Turabian Style

Tietze, Lutz F.; Panknin, Olaf; Krewer, Birgit; Major, Felix; Schuberth, Ingrid. 2008. "Synthesis and Biological Evaluation of a Novel Pentagastrin- Toxin Conjugate Designed for a Targeted Prodrug Monotherapy of Cancer." Int. J. Mol. Sci. 9, no. 5: 821-837.



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