Please use this identifier to cite or link to this item: http://ir.swu.ac.th/jspui/handle/123456789/14160
Title: Synthesis and cytotoxicity of novel N-sulfonyl-1,2,3,4- tetrahydroisoquinoline thiosemicarbazone derivatives
Authors: Pingaew R.
Prachayasittikul S.
Ruchirawat S.
Prachayasittikul V.
Keywords: 1 acetyl 6,7 dimethoxy n 4 methoxybenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone
1 acetyl 6,7 dimethoxy n 4 nitrobenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone
1 acetyl n 3 nitrobenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone
1 acetyl n 4 methoxybenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone
1 acetyl n 4 nitrobenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone
1 benzoyl 6,7 dimethoxy n 4 chlorobenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone
1 benzoyl 6,7 dimethoxy n 4 methoxybenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone
1 benzoyl 6,7 dimethoxy n 4 methylbenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone
1 benzoyl 6,7 dimethoxy n 4 nitrobenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone
1 benzoyl n 4 methoxybenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone
1 benzoyl n 4 methylbenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone
1 benzoyl n 4 nitrobenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone
antineoplastic agent
doxorubicin
etoposide
thiosemicarbazone derivative
unclassified drug
antineoplastic activity
article
controlled study
cytotoxicity
drug activity
drug potency
drug synthesis
human
human cell
IC 50
oxygenation
Pictet Spengler reaction
Issue Date: 2013
Abstract: The modified Pictet-Spengler reaction of phenylethylbenzene sulfonamide with a commercially available glyoxal to construct 1-benzoyl- and 1-acetyl-1,2,3,4-tetrahydroisoquinolines 9a-n has been reported. The reaction could be accomplished, regardless of the oxygenation pattern on the aromatic ring, leading to the N-sulfonyltetrahydroisoquinoline analogs which are versatile intermediates for the synthesis of new thiosemicarbazone analogs of 1,2,3,4-tetrahydroisoquinoline. Bioactivity test revealed that most thiosemicarbazones displayed cytotoxic potency against MOLT-3 cell lines with an IC50 less than 20 μg/mL. Significantly, the thiosemicarbazone analog of 1-acetyltetrahydroisoquinoline 9j was the most potent cytotoxic compound against HuCCA-1, HepG2, and MOLT-3 cells. This study provides the novel lead molecules for further development. © 2012 Springer Science+Business Media, LLC.
URI: https://www.scopus.com/inward/record.uri?eid=2-s2.0-84872013061&doi=10.1007%2fs00044-012-0025-y&partnerID=40&md5=d4d999d10fb45e5c51532ddca15824f7
http://ir.swu.ac.th/jspui/handle/123456789/14160
ISSN: 10542523
Appears in Collections:SCOPUS 1983-2021

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