Regioselective synthesis of 2-(bromomethyl)-5-aryl-thiophene derivatives via palladium (0) catalyzed suzuki cross-coupling reactions: as antithrombotic and haemolytically active molecules
BACKGROUND: It is seen that the regioselective functionalizations of halogenated heterocycles play an important role in the synthesis of several types of organic compounds. In this domain, the Suzuki-Miyaura reaction has emerged as a convenient way to build carbon-carbon bonds in synthesizing organ...
| Main Authors: | , , , , , , , , |
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| Format: | Article |
| Published: |
Chemistry Central
2014
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| Online Access: | http://psasir.upm.edu.my/id/eprint/35192/ |
| _version_ | 1848847986018222080 |
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| author | Rizwan, Komal Zubair, Muhammad Rasool, Nasir Ali, Shaukat Zahoor, Ameer Fawad Rana, Usman Ali Shahid, Muhammad Zia-Ul-Haq, Muhammad Jaafar, Hawa Z. E. |
| author_facet | Rizwan, Komal Zubair, Muhammad Rasool, Nasir Ali, Shaukat Zahoor, Ameer Fawad Rana, Usman Ali Shahid, Muhammad Zia-Ul-Haq, Muhammad Jaafar, Hawa Z. E. |
| author_sort | Rizwan, Komal |
| building | UPM Institutional Repository |
| collection | Online Access |
| description | BACKGROUND:
It is seen that the regioselective functionalizations of halogenated heterocycles play an important role in the synthesis of several types of organic compounds. In this domain, the Suzuki-Miyaura reaction has emerged as a convenient way to build carbon-carbon bonds in synthesizing organic compounds. Some of the most important applications of these reactions can be seen in the synthesis of natural products, and in designing targeted pharmaceutical compounds. Herein, we present the regioselective synthesis of the novel series of 2-(bromomethyl)-5-aryl-thiophenes 3a-i, via Suzuki cross-coupling reactions of various aryl boronic acids with 2-bromo-5-(bromomethyl)thiophene (2).
RESULTS:
The synthesized compounds were screened for their haemolytic and antithrombolytic activities. The novel compounds 3f, 3i showed highest 69.7, 33.6% haemolysis of blood cells, respectively. The antithrombolytic activity of the compounds was found to be within low to moderate against human blood clot. The compound 3i showed potent clot lysis (31.5%).
CONCLUSIONS:
Considering these results, it is concluded that the synthesized compounds can be used as a promising source of therapeutic agents. |
| first_indexed | 2025-11-15T09:27:19Z |
| format | Article |
| id | upm-35192 |
| institution | Universiti Putra Malaysia |
| institution_category | Local University |
| last_indexed | 2025-11-15T09:27:19Z |
| publishDate | 2014 |
| publisher | Chemistry Central |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | upm-351922015-12-31T02:31:37Z http://psasir.upm.edu.my/id/eprint/35192/ Regioselective synthesis of 2-(bromomethyl)-5-aryl-thiophene derivatives via palladium (0) catalyzed suzuki cross-coupling reactions: as antithrombotic and haemolytically active molecules Rizwan, Komal Zubair, Muhammad Rasool, Nasir Ali, Shaukat Zahoor, Ameer Fawad Rana, Usman Ali Shahid, Muhammad Zia-Ul-Haq, Muhammad Jaafar, Hawa Z. E. BACKGROUND: It is seen that the regioselective functionalizations of halogenated heterocycles play an important role in the synthesis of several types of organic compounds. In this domain, the Suzuki-Miyaura reaction has emerged as a convenient way to build carbon-carbon bonds in synthesizing organic compounds. Some of the most important applications of these reactions can be seen in the synthesis of natural products, and in designing targeted pharmaceutical compounds. Herein, we present the regioselective synthesis of the novel series of 2-(bromomethyl)-5-aryl-thiophenes 3a-i, via Suzuki cross-coupling reactions of various aryl boronic acids with 2-bromo-5-(bromomethyl)thiophene (2). RESULTS: The synthesized compounds were screened for their haemolytic and antithrombolytic activities. The novel compounds 3f, 3i showed highest 69.7, 33.6% haemolysis of blood cells, respectively. The antithrombolytic activity of the compounds was found to be within low to moderate against human blood clot. The compound 3i showed potent clot lysis (31.5%). CONCLUSIONS: Considering these results, it is concluded that the synthesized compounds can be used as a promising source of therapeutic agents. Chemistry Central 2014 Article PeerReviewed Rizwan, Komal and Zubair, Muhammad and Rasool, Nasir and Ali, Shaukat and Zahoor, Ameer Fawad and Rana, Usman Ali and Shahid, Muhammad and Zia-Ul-Haq, Muhammad and Jaafar, Hawa Z. E. (2014) Regioselective synthesis of 2-(bromomethyl)-5-aryl-thiophene derivatives via palladium (0) catalyzed suzuki cross-coupling reactions: as antithrombotic and haemolytically active molecules. Chemistry Central Journal, 8. art. no. 74. pp. 1-8. ISSN 1752-153X http://journal.chemistrycentral.com/content/8/1/74/abstract 10.1186/s13065-014-0074-z |
| spellingShingle | Rizwan, Komal Zubair, Muhammad Rasool, Nasir Ali, Shaukat Zahoor, Ameer Fawad Rana, Usman Ali Shahid, Muhammad Zia-Ul-Haq, Muhammad Jaafar, Hawa Z. E. Regioselective synthesis of 2-(bromomethyl)-5-aryl-thiophene derivatives via palladium (0) catalyzed suzuki cross-coupling reactions: as antithrombotic and haemolytically active molecules |
| title | Regioselective synthesis of 2-(bromomethyl)-5-aryl-thiophene derivatives via palladium (0) catalyzed suzuki cross-coupling reactions: as antithrombotic and haemolytically active molecules |
| title_full | Regioselective synthesis of 2-(bromomethyl)-5-aryl-thiophene derivatives via palladium (0) catalyzed suzuki cross-coupling reactions: as antithrombotic and haemolytically active molecules |
| title_fullStr | Regioselective synthesis of 2-(bromomethyl)-5-aryl-thiophene derivatives via palladium (0) catalyzed suzuki cross-coupling reactions: as antithrombotic and haemolytically active molecules |
| title_full_unstemmed | Regioselective synthesis of 2-(bromomethyl)-5-aryl-thiophene derivatives via palladium (0) catalyzed suzuki cross-coupling reactions: as antithrombotic and haemolytically active molecules |
| title_short | Regioselective synthesis of 2-(bromomethyl)-5-aryl-thiophene derivatives via palladium (0) catalyzed suzuki cross-coupling reactions: as antithrombotic and haemolytically active molecules |
| title_sort | regioselective synthesis of 2-(bromomethyl)-5-aryl-thiophene derivatives via palladium (0) catalyzed suzuki cross-coupling reactions: as antithrombotic and haemolytically active molecules |
| url | http://psasir.upm.edu.my/id/eprint/35192/ http://psasir.upm.edu.my/id/eprint/35192/ http://psasir.upm.edu.my/id/eprint/35192/ |