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Arzneimittelforschung 2000; 50(10): 915-924
DOI: 10.1055/s-0031-1300313
Antibiotics · Chemotherapeutics · Antiviral Drugs · Cytostatics
Editio Cantor Verlag Aulendorf (Germany)

Syntheses and Cytotoxic, Antimicrobial, Antifungal and Cardiovascular Activity of New Quinoline Derivatives

Khalid Mohammed Khan
a   International Center for Chemical Sciences, Husein Ebrahim Jamal (HEJ) Research Institute of Chemistry, University, of Karachi, Karachi, Pakistan
,
Zafar Saeed Saify
a   International Center for Chemical Sciences, Husein Ebrahim Jamal (HEJ) Research Institute of Chemistry, University, of Karachi, Karachi, Pakistan
,
Zeeshan Abdullah Khan
a   International Center for Chemical Sciences, Husein Ebrahim Jamal (HEJ) Research Institute of Chemistry, University, of Karachi, Karachi, Pakistan
,
Mansoor Ahmed
a   International Center for Chemical Sciences, Husein Ebrahim Jamal (HEJ) Research Institute of Chemistry, University, of Karachi, Karachi, Pakistan
,
Muhammed Saeed
a   International Center for Chemical Sciences, Husein Ebrahim Jamal (HEJ) Research Institute of Chemistry, University, of Karachi, Karachi, Pakistan
,
Miriam Schick
a   International Center for Chemical Sciences, Husein Ebrahim Jamal (HEJ) Research Institute of Chemistry, University, of Karachi, Karachi, Pakistan
,
Hans-Jürgen Kohlbau
a   International Center for Chemical Sciences, Husein Ebrahim Jamal (HEJ) Research Institute of Chemistry, University, of Karachi, Karachi, Pakistan
,
Wolfgang Voelter
a   International Center for Chemical Sciences, Husein Ebrahim Jamal (HEJ) Research Institute of Chemistry, University, of Karachi, Karachi, Pakistan
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Publikationsverlauf

Publikationsdatum:
27. Dezember 2011 (online)

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Summary

New derivatives of quinoline (CAS 91-22-5, Z-1) were synthesized and their potential therapeutical significance and structure-activity relationship were tested. The brine shrimp bioassay was carried out to study their in vitro cytotoxicity, and besides, also their antimicrobial, antifungal and cardiovascular activities were investigated. Some structures showed a high degree of activity on the isolated rabbit jejunum. Extensive spectroscopic techniques such as EIMS, FABMS, peak matching MS, UV, IR and 1Η NMR were employed to confirm the structure of the synthetic products.

Zusammenfassung

Synthese sowie zytotoxische antimikrobielle, fungizide und kardiovaszuläre Aktivität neuer Chinolin-Derivate

Ziel der vorliegenden Arbeit war die Synthese neuer Chinolin-Derivate (CAS 91-22-5, Z-1), die Untersuchung ihrer potentiellen therapeutischen Anwendbarkeit, sowie eine Diskussion ihrer Struktur-Aktivitäts-Beziehungen. Zur Untersuchung der In-vitro-Zytotoxizität wurde der Meeresgarnelen-Bioassay durchgeführt, außerdem wurden antimikrobielle, fungizide und kardiovaskuläre Aktivitäten untersucht. Einige Derivate zeigten darüber hinaus eine hohe Aktivität am isolierten Kaninchenjejunum. Durch ausführliche spektroskopische Untersuchungen (ΕI-MS, FAB-MS, „peak matching”-MS, UV, IR und 1H-NMR) wurden alle Syntheseprodukte in ihrer Struktur bestätigt.

Key words

CAS 91-22-5 - Quinoline, antimicrobial activity, cardiovascular activity, cytotoxicity - quaternary ammonium derivatives, structure-activity relationship