The two faces of potent antitumor duocarmycin-based drugs: A structural dissection reveals disparate motifs for DNA versus aldehyde dehydrogenase 1 affinity

Tanja Wirth; Galina F. Pestel; Vanessa Ganal; Thomas Kirmeier; Ingrid Schuberth; Theo Rein; Lutz F. Tietze; Stephan A. Sieber

doi:10.1002/anie.201208941

The two faces of potent antitumor duocarmycin-based drugs: A structural dissection reveals disparate motifs for DNA versus aldehyde dehydrogenase 1 affinity

Tanja Wirth, Galina F. Pestel, Vanessa Ganal, Thomas Kirmeier, Ingrid Schuberth, Theo Rein, Lutz F. Tietze, Stephan A. Sieber

Lehrstuhl für Organische Chemie II

Publikation: Beitrag in Fachzeitschrift › Artikel › Begutachtung

19 Zitate (Scopus)

Abstract

Duocarmycin-derived seco-cyclopropabenzindole (CBI) drugs have been shown to bind DNA and an aldehyde dehydrogenase (ALDH1A1) in lung cancer cells. The removal of the DNA-binding indole moiety results in a CBI compound that does not bind to DNA in whole cells but still exhibits remarkable cytotoxicity. This CBI compound has an increased affinity for ALDH1A1. Rh=rhodamine.

Originalsprache	Englisch
Seiten (von - bis)	6921-6925
Seitenumfang	5
Fachzeitschrift	Angewandte Chemie International Edition in English
Jahrgang	52
Ausgabenummer	27
DOIs	https://doi.org/10.1002/anie.201208941
Publikationsstatus	Veröffentlicht - 1 Juli 2013

UN SDGs

Dieser Output leistet einen Beitrag zu folgendem(n) Ziel(en) für nachhaltige Entwicklung

Zugriff auf Dokument

10.1002/anie.201208941

Andere Dateien und Links

Verknüpfung zur Publikation in Scopus

Dieses zitieren

Wirth, T., Pestel, G. F., Ganal, V., Kirmeier, T., Schuberth, I., Rein, T., Tietze, L. F., & Sieber, S. A. (2013). The two faces of potent antitumor duocarmycin-based drugs: A structural dissection reveals disparate motifs for DNA versus aldehyde dehydrogenase 1 affinity. Angewandte Chemie International Edition in English, 52(27), 6921-6925. https://doi.org/10.1002/anie.201208941

@article{c84c37fcdd8145eab584313ff89e399a,

title = "The two faces of potent antitumor duocarmycin-based drugs: A structural dissection reveals disparate motifs for DNA versus aldehyde dehydrogenase 1 affinity",

abstract = "Duocarmycin-derived seco-cyclopropabenzindole (CBI) drugs have been shown to bind DNA and an aldehyde dehydrogenase (ALDH1A1) in lung cancer cells. The removal of the DNA-binding indole moiety results in a CBI compound that does not bind to DNA in whole cells but still exhibits remarkable cytotoxicity. This CBI compound has an increased affinity for ALDH1A1. Rh=rhodamine.",

keywords = "aldehyde dehydrogenase 1, antitumor agents, cell biology, natural products, proteomics",

author = "Tanja Wirth and Pestel, {Galina F.} and Vanessa Ganal and Thomas Kirmeier and Ingrid Schuberth and Theo Rein and Tietze, {Lutz F.} and Sieber, {Stephan A.}",

year = "2013",

month = jul,

day = "1",

doi = "10.1002/anie.201208941",

language = "English",

volume = "52",

pages = "6921--6925",

journal = "Angewandte Chemie International Edition in English",

issn = "1433-7851",

publisher = "John Wiley and Sons Ltd",

number = "27",

}

Wirth, T, Pestel, GF, Ganal, V, Kirmeier, T, Schuberth, I, Rein, T, Tietze, LF & Sieber, SA 2013, 'The two faces of potent antitumor duocarmycin-based drugs: A structural dissection reveals disparate motifs for DNA versus aldehyde dehydrogenase 1 affinity', Angewandte Chemie International Edition in English, Jg. 52, Nr. 27, S. 6921-6925. https://doi.org/10.1002/anie.201208941

The two faces of potent antitumor duocarmycin-based drugs: A structural dissection reveals disparate motifs for DNA versus aldehyde dehydrogenase 1 affinity. / Wirth, Tanja; Pestel, Galina F.; Ganal, Vanessa et al.
in: Angewandte Chemie International Edition in English, Jahrgang 52, Nr. 27, 01.07.2013, S. 6921-6925.

Publikation: Beitrag in Fachzeitschrift › Artikel › Begutachtung

TY - JOUR

T1 - The two faces of potent antitumor duocarmycin-based drugs

T2 - A structural dissection reveals disparate motifs for DNA versus aldehyde dehydrogenase 1 affinity

AU - Wirth, Tanja

AU - Pestel, Galina F.

AU - Ganal, Vanessa

AU - Kirmeier, Thomas

AU - Schuberth, Ingrid

AU - Rein, Theo

AU - Tietze, Lutz F.

AU - Sieber, Stephan A.

PY - 2013/7/1

Y1 - 2013/7/1

N2 - Duocarmycin-derived seco-cyclopropabenzindole (CBI) drugs have been shown to bind DNA and an aldehyde dehydrogenase (ALDH1A1) in lung cancer cells. The removal of the DNA-binding indole moiety results in a CBI compound that does not bind to DNA in whole cells but still exhibits remarkable cytotoxicity. This CBI compound has an increased affinity for ALDH1A1. Rh=rhodamine.

AB - Duocarmycin-derived seco-cyclopropabenzindole (CBI) drugs have been shown to bind DNA and an aldehyde dehydrogenase (ALDH1A1) in lung cancer cells. The removal of the DNA-binding indole moiety results in a CBI compound that does not bind to DNA in whole cells but still exhibits remarkable cytotoxicity. This CBI compound has an increased affinity for ALDH1A1. Rh=rhodamine.

KW - aldehyde dehydrogenase 1

KW - antitumor agents

KW - cell biology

KW - natural products

KW - proteomics

UR - http://www.scopus.com/inward/record.url?scp=84879410629&partnerID=8YFLogxK

U2 - 10.1002/anie.201208941

DO - 10.1002/anie.201208941

M3 - Article

C2 - 23681547

AN - SCOPUS:84879410629

SN - 1433-7851

VL - 52

SP - 6921

EP - 6925

JO - Angewandte Chemie International Edition in English

JF - Angewandte Chemie International Edition in English

IS - 27

ER -

The two faces of potent antitumor duocarmycin-based drugs: A structural dissection reveals disparate motifs for DNA versus aldehyde dehydrogenase 1 affinity

Abstract

UN SDGs

Zugriff auf Dokument

Andere Dateien und Links

Fingerprint

Dieses zitieren