dc.contributor.author |
Pingaew R. |
|
dc.contributor.author |
Prachayasittikul S. |
|
dc.contributor.author |
Ruchirawat S. |
|
dc.contributor.author |
Prachayasittikul V. |
|
dc.date.accessioned |
2021-04-05T03:33:23Z |
|
dc.date.available |
2021-04-05T03:33:23Z |
|
dc.date.issued |
2013 |
|
dc.identifier.issn |
10542523 |
|
dc.identifier.other |
2-s2.0-84872013061 |
|
dc.identifier.uri |
https://ir.swu.ac.th/jspui/handle/123456789/14160 |
|
dc.identifier.uri |
https://www.scopus.com/inward/record.uri?eid=2-s2.0-84872013061&doi=10.1007%2fs00044-012-0025-y&partnerID=40&md5=d4d999d10fb45e5c51532ddca15824f7 |
|
dc.description.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. |
|
dc.subject |
1 acetyl 6,7 dimethoxy n 4 methoxybenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone |
|
dc.subject |
1 acetyl 6,7 dimethoxy n 4 nitrobenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone |
|
dc.subject |
1 acetyl n 3 nitrobenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone |
|
dc.subject |
1 acetyl n 4 methoxybenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone |
|
dc.subject |
1 acetyl n 4 nitrobenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone |
|
dc.subject |
1 benzoyl 6,7 dimethoxy n 4 chlorobenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone |
|
dc.subject |
1 benzoyl 6,7 dimethoxy n 4 methoxybenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone |
|
dc.subject |
1 benzoyl 6,7 dimethoxy n 4 methylbenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone |
|
dc.subject |
1 benzoyl 6,7 dimethoxy n 4 nitrobenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone |
|
dc.subject |
1 benzoyl n 4 methoxybenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone |
|
dc.subject |
1 benzoyl n 4 methylbenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone |
|
dc.subject |
1 benzoyl n 4 nitrobenzenesulfonyl 1,2,3,4 tetrahydroisoquinoline thiosemicarbazone |
|
dc.subject |
antineoplastic agent |
|
dc.subject |
doxorubicin |
|
dc.subject |
etoposide |
|
dc.subject |
thiosemicarbazone derivative |
|
dc.subject |
unclassified drug |
|
dc.subject |
antineoplastic activity |
|
dc.subject |
article |
|
dc.subject |
controlled study |
|
dc.subject |
cytotoxicity |
|
dc.subject |
drug activity |
|
dc.subject |
drug potency |
|
dc.subject |
drug synthesis |
|
dc.subject |
human |
|
dc.subject |
human cell |
|
dc.subject |
IC 50 |
|
dc.subject |
oxygenation |
|
dc.subject |
Pictet Spengler reaction |
|
dc.title |
Synthesis and cytotoxicity of novel N-sulfonyl-1,2,3,4- tetrahydroisoquinoline thiosemicarbazone derivatives |
|
dc.type |
Article |
|
dc.rights.holder |
Scopus |
|
dc.identifier.bibliograpycitation |
Medicinal Chemistry Research. Vol 22, No.1 (2013), p.267-277 |
|
dc.identifier.doi |
10.1007/s00044-012-0025-y |
|