Synthesis and antiproliferative activity of N-glycosyl-3,3-diaryloxindoles

Dennis Kleeblatt; Christoph A. Cordes; Philipp Lebrenz; Martin Hein; Holger Feist; Abdul Matin; Rabia Raza; Jamshed Iqbal; Omar Munshi; Qamar Rahman; Alexander Villinger; Peter Langer

doi:10.1039/C4RA02627F

Synthesis and antiproliferative activity of N-glycosyl-3,3-diaryloxindoles†

Dennis Kleeblatt,^a Christoph A. Cordes,^a Philipp Lebrenz,^a Martin Hein,^a Holger Feist,^a Abdul Matin,^b Rabia Raza,^c Jamshed Iqbal,^c Omar Munshi,^ad Qamar Rahman,^d Alexander Villinger^a and Peter Langer*^ae

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^a Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany
E-mail: peter.langer@uni-rostock.de
Fax: +49 (381)4986412
Tel: +49 (381)4986410

^b Department of Medical Lab Technology, University of Haripur, Hattar Road, Haripur, Khyber Pakhtunkhwa, 22620-Pakistan

^c Department of Pharmaceutical Sciences, COMSATS Institute of Information Technology, Abbottabad, Pakistan

^d Amity University, Lucknow Campus, Viraj Khand-5, Gomti Nagar, Lucknow – 226010, India

^e Leibniz-Institut für Katalyse e. V. an der Universität Rostock, Albert-Einstein-Str. 29a, 18059 Rostock, Germany

Abstract

N-Glycosylated 3,3-diaryloxindoles were prepared by Lewis acid catalyzed reaction of acetylated N-glycosylisatins with various benzene derivatives and subsequent deprotection. Some of the products showed antiproliferative activity against malignant cutaneous melanoma cells HT-144 (ATCC HTB-63) and lung carcinoma (H157) cell lines (ATCC CRL-5802).

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Synthesis and antiproliferative activity of N-glycosyl-3,3-diaryloxindoles†

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Synthesis and antiproliferative activity of N-glycosyl-3,3-diaryloxindoles

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