Effect of chlorine substituent on cytotoxic activities: Design and synthesis of systematically modified 2,4-diphenyl-5H-indeno[1,2-b]pyridines

Tara Man Kadayat; Seojeong Park; Kyu Yeon Jun; Til Bahadur Thapa Magar; Ganesh Bist; Aarajana Shrestha; Younghwa Na; Youngjoo Kwon; Eung Seok Lee

doi:10.1016/j.bmcl.2016.02.053

Effect of chlorine substituent on cytotoxic activities: Design and synthesis of systematically modified 2,4-diphenyl-5H-indeno[1,2-b]pyridines

Tara Man Kadayat, Seojeong Park, Kyu Yeon Jun, Til Bahadur Thapa Magar, Ganesh Bist, Aarajana Shrestha, Younghwa Na, Youngjoo Kwon, Eung Seok Lee

Department of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

15 Scopus citations

Abstract

In continuation of our previous work, six hydroxylated 2,4-diphenyl-5H-indeno[1,2-b]pyridine analogs were modified by introducing one chlorine functionality at ortho, meta or para position of the 2- or 4-phenyl ring. Eighteen new chlorinated compounds were thus prepared and assessed for topoisomerase inhibitory activity and cytotoxicity against HCT15, T47D, and HeLa cancer cell lines. All of the chlorinated compounds displayed significant cytotoxic effect, revealing potent anticancer activity against T47D breast cancer cells. This functional group modification allowed us to explore the importance of chlorine group substitution for the cytotoxic properties. The information reported here provides valuable insight for further study to develop new anticancer agents using related scaffolds.

Original language	English
Pages (from-to)	1726-1731
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	26
Issue number	7
DOIs	https://doi.org/10.1016/j.bmcl.2016.02.053
State	Published - 1 Apr 2016

Bibliographical note

Funding Information:
This study was supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology ( NRF-2015 R1A2A1A15054445 and NRF-2007-0056420 ) and by a grant of the Korean Health Technology R&D Project, Ministry of Health & Welfare , Republic of Korea ( HI14C2469 ).

Publisher Copyright:
© 2016 Elsevier Ltd. All rights reserved.

Keywords

2,4-Diphenyl-5H-indeno[1,2-b]pyridine analog
Anticancer agents
Breast cancer
Cytotoxicity

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10.1016/j.bmcl.2016.02.053

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title = "Effect of chlorine substituent on cytotoxic activities: Design and synthesis of systematically modified 2,4-diphenyl-5H-indeno[1,2-b]pyridines",

abstract = "In continuation of our previous work, six hydroxylated 2,4-diphenyl-5H-indeno[1,2-b]pyridine analogs were modified by introducing one chlorine functionality at ortho, meta or para position of the 2- or 4-phenyl ring. Eighteen new chlorinated compounds were thus prepared and assessed for topoisomerase inhibitory activity and cytotoxicity against HCT15, T47D, and HeLa cancer cell lines. All of the chlorinated compounds displayed significant cytotoxic effect, revealing potent anticancer activity against T47D breast cancer cells. This functional group modification allowed us to explore the importance of chlorine group substitution for the cytotoxic properties. The information reported here provides valuable insight for further study to develop new anticancer agents using related scaffolds.",

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doi = "10.1016/j.bmcl.2016.02.053",

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AU - Jun, Kyu Yeon

AU - Magar, Til Bahadur Thapa

AU - Bist, Ganesh

AU - Shrestha, Aarajana

AU - Na, Younghwa

AU - Kwon, Youngjoo

AU - Lee, Eung Seok

N1 - Funding Information: This study was supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology ( NRF-2015 R1A2A1A15054445 and NRF-2007-0056420 ) and by a grant of the Korean Health Technology R&D Project, Ministry of Health & Welfare , Republic of Korea ( HI14C2469 ). Publisher Copyright: © 2016 Elsevier Ltd. All rights reserved.

PY - 2016/4/1

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N2 - In continuation of our previous work, six hydroxylated 2,4-diphenyl-5H-indeno[1,2-b]pyridine analogs were modified by introducing one chlorine functionality at ortho, meta or para position of the 2- or 4-phenyl ring. Eighteen new chlorinated compounds were thus prepared and assessed for topoisomerase inhibitory activity and cytotoxicity against HCT15, T47D, and HeLa cancer cell lines. All of the chlorinated compounds displayed significant cytotoxic effect, revealing potent anticancer activity against T47D breast cancer cells. This functional group modification allowed us to explore the importance of chlorine group substitution for the cytotoxic properties. The information reported here provides valuable insight for further study to develop new anticancer agents using related scaffolds.

AB - In continuation of our previous work, six hydroxylated 2,4-diphenyl-5H-indeno[1,2-b]pyridine analogs were modified by introducing one chlorine functionality at ortho, meta or para position of the 2- or 4-phenyl ring. Eighteen new chlorinated compounds were thus prepared and assessed for topoisomerase inhibitory activity and cytotoxicity against HCT15, T47D, and HeLa cancer cell lines. All of the chlorinated compounds displayed significant cytotoxic effect, revealing potent anticancer activity against T47D breast cancer cells. This functional group modification allowed us to explore the importance of chlorine group substitution for the cytotoxic properties. The information reported here provides valuable insight for further study to develop new anticancer agents using related scaffolds.

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Effect of chlorine substituent on cytotoxic activities: Design and synthesis of systematically modified 2,4-diphenyl-5H-indeno[1,2-b]pyridines

Abstract

Bibliographical note

Keywords

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