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

71 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 - https://www.scopus.com/pages/publications/84860343547

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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