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Paper | Regular issue | Vol 87, No. 11, 2013, pp.2299-2317
Published online, 15th October, 2013
DOI: 10.3987/COM-13-12827
Synthesis and in vitro Antitumor Effect of New Vindoline Derivatives Coupled with Amino Acid Esters

Péter Keglevich, László Hazai, Álmos Gorka-Kereskényi, Lilla Péter, Judit Gyenese, Zsófia Lengyel, György Kalaus, Zsófia Dubrovay, Miklós Dékány, Erika Orbán, Ildikó Szabó, Zoltán Bánóczi, Csaba Szántay, Jr., and Csaba Szántay*

*Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, H-1111 Budapest, Szt. Gellért tér 4, Hungary

Abstract

10-Bromovindoline and its 14,15-dihydro- and 14,15-cyclopropano derivatives were coupled in the position 16 with (L)- and (D)-tryptophan methyl esters. The tryptophan derivatives of vindoline were synthesized starting from the 16-carboxylic acid hydrazides via the corresponding azides which were allowed to react with the amino acid esters. The new compounds showed antitumor activity against human leukemia (HL-60) cells in vitro.