Synthesis and Biological Evaluation of 1,2,4-Triazole and 1,3,4-Thiadiazole Derivatives as Potential Cytotoxic Agents
A series of new 3-amino-5-sulfanyl-1,2,4-triazole and 2-amino-5-sulfanyl-1,3,4-thiadiazole derivatives have been synthesized and their cytotoxicities were evaluated on a panel of human cancer cell lines (BxPC-3, H1975, SKOV-3, A875, HCT116, etc.). The best one (compound 5m) exhibited activities with...
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| Published in | Chemical & pharmaceutical bulletin Vol. 61; no. 11; pp. 1099 - 1104 |
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| Main Authors | , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
TOKYO
The Pharmaceutical Society of Japan
01.11.2013
Pharmaceutical Society of Japan Pharmaceutical Soc Japan Japan Science and Technology Agency |
| Subjects | |
| Online Access | Get full text |
| ISSN | 0009-2363 1347-5223 1347-5223 |
| DOI | 10.1248/cpb.c13-00242 |
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| Abstract | A series of new 3-amino-5-sulfanyl-1,2,4-triazole and 2-amino-5-sulfanyl-1,3,4-thiadiazole derivatives have been synthesized and their cytotoxicities were evaluated on a panel of human cancer cell lines (BxPC-3, H1975, SKOV-3, A875, HCT116, etc.). The best one (compound 5m) exhibited activities with IC50 values ranging from 0.04 to 23.6 µ M against nine human cancer cell lines. Further biological evaluation indicated that DNA replication was blocked by treatment with compound 5m in HCT116 cells. |
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| AbstractList | A series of new 3-amino-5-sulfanyl-1,2,4-triazole and 2-amino-5-sulfanyl-1,3,4-thiadiazole derivatives have been synthesized and their cytotoxicities were evaluated on a panel of human cancer cell lines (BxPC-3, H1975, SKOV-3, A875, HCT116, etc.). The best one (compound 5m) exhibited activities with IC50 values ranging from 0.04 to 23.6 µM against nine human cancer cell lines. Further biological evaluation indicated that DNA replication was blocked by treatment with compound 5m in HCT116 cells. A series of new 3-amino-5-sulfanyl-1,2,4-triazole and 2-amino-5-sulfanyl-1,3,4-thiadiazole derivatives have been synthesized and their cytotoxicities were evaluated on a panel of human cancer cell lines (BxPC-3, H1975, SKOV-3, A875, HCT116, etc.). The best one (compound 5m) exhibited activities with IC50 values ranging from 0.04 to 23.6 µM against nine human cancer cell lines. Further biological evaluation indicated that DNA replication was blocked by treatment with compound 5m in HCT116 cells.A series of new 3-amino-5-sulfanyl-1,2,4-triazole and 2-amino-5-sulfanyl-1,3,4-thiadiazole derivatives have been synthesized and their cytotoxicities were evaluated on a panel of human cancer cell lines (BxPC-3, H1975, SKOV-3, A875, HCT116, etc.). The best one (compound 5m) exhibited activities with IC50 values ranging from 0.04 to 23.6 µM against nine human cancer cell lines. Further biological evaluation indicated that DNA replication was blocked by treatment with compound 5m in HCT116 cells. A series of new 3-amino-5-sulfanyl-1,2,4-triazole and 2-amino-5-sulfanyl-1,3,4-thiadiazole derivatives have been synthesized and their cytotoxicities were evaluated on a panel of human cancer cell lines (BxPC-3, H1975, SKOV-3, A875, HCT116, etc.). The best one (compound 5m) exhibited activities with IC50 values ranging from 0.04 to 23.6 µ M against nine human cancer cell lines. Further biological evaluation indicated that DNA replication was blocked by treatment with compound 5m in HCT116 cells. A series of new 3-amino-5-sulfanyl-1,2,4-triazole and 2-amino-5-sulfanyl-1,3,4-thiadiazole derivatives have been synthesized and their cytotoxicities were evaluated on a panel of human cancer cell lines (BxPC-3, H1975, SKOV-3, A875, HCT116, etc.). The best one (compound 5m) exhibited activities with IC50 values ranging from 0.04 to 23.6μM against nine human cancer cell lines. Further biological evaluation indicated that DNA replication was blocked by treatment with compound 5m in HCT116 cells. A series of new 3-amino-5-sulfanyl-1,2,4-triazole and 2-amino-5-sulfanyl-1,3,4-thiadiazole derivatives have been synthesized and their cytotoxicities were evaluated on a panel of human cancer cell lines (BxPC-3, 111975, SKOV-3, A875, HCT116, etc.). The best one (compound 5m) exhibited activities with IC50 values ranging from 0.04 to 23.6 mu M against nine human cancer cell lines. Further biological evaluation indicated that DNA replication was blocked by treatment with compound 5m in HCT116 cells. |
| Author | Li, Xiao Ye, Ting-Hong Xiong, Ying Shi, Yao-Jie Yu, Luo-Ting Song, Xue-Jiao |
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| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/23934258$$D View this record in MEDLINE/PubMed |
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| Cites_doi | 10.1016/j.tet.2011.03.049 10.1002/cyto.a.20582 10.1016/j.bmc.2011.08.063 10.1021/jm100245q 10.1007/s11095-008-9661-9 10.1016/j.ejmech.2009.06.026 10.1016/j.ejmech.2007.04.021 10.1016/j.ejmech.2012.03.026 10.1016/j.ejmech.2010.07.041 10.1016/j.bmc.2008.07.056 10.1016/j.ejmech.2010.08.034 10.1016/j.ejmech.2010.08.007 |
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| Keywords | 1,3,4-thiadiazole DNA replication 1,2,4-triazole cytotoxicity |
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| Snippet | A series of new 3-amino-5-sulfanyl-1,2,4-triazole and 2-amino-5-sulfanyl-1,3,4-thiadiazole derivatives have been synthesized and their cytotoxicities were... |
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| SubjectTerms | 1,2,4-triazole 1,3,4-thiadiazole Antineoplastic Agents - chemical synthesis Antineoplastic Agents - chemistry Antineoplastic Agents - toxicity Cell Line, Tumor Cell Survival - drug effects Chemistry Chemistry, Medicinal Chemistry, Multidisciplinary cytotoxicity DNA replication DNA Replication - drug effects Drug Screening Assays, Antitumor HCT116 Cells Humans Life Sciences & Biomedicine Pharmacology & Pharmacy Physical Sciences Science & Technology Structure-Activity Relationship Thiadiazoles - chemical synthesis Thiadiazoles - chemistry Thiadiazoles - toxicity Triazoles - chemical synthesis Triazoles - chemistry Triazoles - toxicity |
| Title | Synthesis and Biological Evaluation of 1,2,4-Triazole and 1,3,4-Thiadiazole Derivatives as Potential Cytotoxic Agents |
| URI | https://www.jstage.jst.go.jp/article/cpb/61/11/61_c13-00242/_article/-char/en http://mol.medicalonline.jp/library/journal/download?GoodsID=cs7chemi/2013/006111/001&name=1099-1104e http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000326359800001 https://www.ncbi.nlm.nih.gov/pubmed/23934258 https://www.proquest.com/docview/1478032997 https://www.proquest.com/docview/1449275427 |
| Volume | 61 |
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| ispartofPNX | Chemical and Pharmaceutical Bulletin, 2013/11/01, Vol.61(11), pp.1099-1104 |
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