Design, synthesis, and antitumor evaluation of 2,4,6-triaryl pyridines containing chlorophenyl and phenolic moiety

Pritam Thapa; Radha Karki; Minho Yun; Tara Man Kadayat; Eunyoung Lee; Han Byeol Kwon; Younghwa Na; Won Jea Cho; Nam Doo Kim; Byeong Seon Jeong; Youngjoo Kwon; Eung Seok Lee

doi:10.1016/j.ejmech.2012.03.010

Design, synthesis, and antitumor evaluation of 2,4,6-triaryl pyridines containing chlorophenyl and phenolic moiety

Pritam Thapa, Radha Karki, Minho Yun, Tara Man Kadayat, Eunyoung Lee, Han Byeol Kwon, Younghwa Na, Won Jea Cho, Nam Doo Kim, Byeong Seon Jeong, Youngjoo Kwon, Eung Seok Lee

Department of Pharmaceutical Sciences

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

66 Scopus citations

Abstract

We have designed and synthesized a series of 2,4,6-triaryl pyridine derivatives containing chlorophenyl and phenolic moeity at 2- and 4- position of the central pyridine, respectively, resulting in a total of 42 compounds. They were evaluated for topoisomerase I and II inhibitory activities as well as cytotoxicities against several human cancer cell lines. Most compounds showed better topoisomerase II inhibitory activity compared to topoisomerase I inhibitory activity. Compounds 19, 20, 26-28, and 47-50 especially showed stronger topo II inhibitory activity than etoposide.

Original language	English
Pages (from-to)	123-136
Number of pages	14
Journal	European Journal of Medicinal Chemistry
Volume	52
DOIs	https://doi.org/10.1016/j.ejmech.2012.03.010
State	Published - Jun 2012

Bibliographical note

Funding Information:
This research 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 ( 2009-0066925 , 2010-0002646 , and 2011-0001170 ) and by the Ewha Global Top5 Grant 2011 of Ewha Womans University.

Keywords

2,4,6-Triaryl pyridine
Antitumor
Cytotoxicity
Terpyridine
Topoisomerase I and II inhibition

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10.1016/j.ejmech.2012.03.010

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title = "Design, synthesis, and antitumor evaluation of 2,4,6-triaryl pyridines containing chlorophenyl and phenolic moiety",

abstract = "We have designed and synthesized a series of 2,4,6-triaryl pyridine derivatives containing chlorophenyl and phenolic moeity at 2- and 4- position of the central pyridine, respectively, resulting in a total of 42 compounds. They were evaluated for topoisomerase I and II inhibitory activities as well as cytotoxicities against several human cancer cell lines. Most compounds showed better topoisomerase II inhibitory activity compared to topoisomerase I inhibitory activity. Compounds 19, 20, 26-28, and 47-50 especially showed stronger topo II inhibitory activity than etoposide.",

keywords = "2,4,6-Triaryl pyridine, Antitumor, Cytotoxicity, Terpyridine, Topoisomerase I and II inhibition",

author = "Pritam Thapa and Radha Karki and Minho Yun and Kadayat, {Tara Man} and Eunyoung Lee and Kwon, {Han Byeol} and Younghwa Na and Cho, {Won Jea} and Kim, {Nam Doo} and Jeong, {Byeong Seon} and Youngjoo Kwon and Lee, {Eung Seok}",

note = "Funding Information: This research 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 ( 2009-0066925 , 2010-0002646 , and 2011-0001170 ) and by the Ewha Global Top5 Grant 2011 of Ewha Womans University.",

year = "2012",

month = jun,

doi = "10.1016/j.ejmech.2012.03.010",

language = "English",

volume = "52",

pages = "123--136",

journal = "European Journal of Medicinal Chemistry",

issn = "0223-5234",

publisher = "Elsevier Masson s.r.l.",

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TY - JOUR

T1 - Design, synthesis, and antitumor evaluation of 2,4,6-triaryl pyridines containing chlorophenyl and phenolic moiety

AU - Thapa, Pritam

AU - Karki, Radha

AU - Yun, Minho

AU - Kadayat, Tara Man

AU - Lee, Eunyoung

AU - Kwon, Han Byeol

AU - Na, Younghwa

AU - Cho, Won Jea

AU - Kim, Nam Doo

AU - Jeong, Byeong Seon

AU - Kwon, Youngjoo

AU - Lee, Eung Seok

N1 - Funding Information: This research 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 ( 2009-0066925 , 2010-0002646 , and 2011-0001170 ) and by the Ewha Global Top5 Grant 2011 of Ewha Womans University.

PY - 2012/6

Y1 - 2012/6

N2 - We have designed and synthesized a series of 2,4,6-triaryl pyridine derivatives containing chlorophenyl and phenolic moeity at 2- and 4- position of the central pyridine, respectively, resulting in a total of 42 compounds. They were evaluated for topoisomerase I and II inhibitory activities as well as cytotoxicities against several human cancer cell lines. Most compounds showed better topoisomerase II inhibitory activity compared to topoisomerase I inhibitory activity. Compounds 19, 20, 26-28, and 47-50 especially showed stronger topo II inhibitory activity than etoposide.

AB - We have designed and synthesized a series of 2,4,6-triaryl pyridine derivatives containing chlorophenyl and phenolic moeity at 2- and 4- position of the central pyridine, respectively, resulting in a total of 42 compounds. They were evaluated for topoisomerase I and II inhibitory activities as well as cytotoxicities against several human cancer cell lines. Most compounds showed better topoisomerase II inhibitory activity compared to topoisomerase I inhibitory activity. Compounds 19, 20, 26-28, and 47-50 especially showed stronger topo II inhibitory activity than etoposide.

KW - 2,4,6-Triaryl pyridine

KW - Antitumor

KW - Cytotoxicity

KW - Terpyridine

KW - Topoisomerase I and II inhibition

UR - http://www.scopus.com/inward/record.url?scp=84860343547&partnerID=8YFLogxK

U2 - 10.1016/j.ejmech.2012.03.010

DO - 10.1016/j.ejmech.2012.03.010

M3 - Article

C2 - 22503656

AN - SCOPUS:84860343547

SN - 0223-5234

VL - 52

SP - 123

EP - 136

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

ER -

Design, synthesis, and antitumor evaluation of 2,4,6-triaryl pyridines containing chlorophenyl and phenolic moiety

Abstract

Bibliographical note

Keywords

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