Synthesis of 2,4-diaryl chromenopyridines and evaluation of their topoisomerase i and II inhibitory activity, cytotoxicity, and structure-activity relationship

Uttam Thapa; Pritam Thapa; Radha Karki; Minho Yun; Jae Hun Choi; Yurngdong Jahng; Eunyoung Lee; Kyung Hwa Jeon; Younghwa Na; Eun Mi Ha; Won Jea Cho; Youngjoo Kwon; Eung Seok Lee

doi:10.1016/j.ejmech.2011.04.029

Synthesis of 2,4-diaryl chromenopyridines and evaluation of their topoisomerase i and II inhibitory activity, cytotoxicity, and structure-activity relationship

Uttam Thapa
, Pritam Thapa
, Radha Karki
, Minho Yun
, Jae Hun Choi
, Yurngdong Jahng
, Eunyoung Lee
, Kyung Hwa Jeon
, Younghwa Na
, Eun Mi Ha
, Won Jea Cho
, Youngjoo Kwon
, Eung Seok Lee

Department of Pharmaceutical Sciences

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

57 Scopus citations

Abstract

Designed and synthesized were a series of 5H-chromeno[4,3-b]pyridines with substitution at 2- and 4-positions with various 5- or 6-membered heteroaromatics as antitumor agents. They were evaluated for topoisomerase I and II inhibitory activities as well as cytotoxicities against several human cancer cell lines. Structure-activity relationship study showed that 2-furyl or 2-thienyl at 2- or 4-position of central pyridine is crucial in displaying topo I or II inhibitory activity and cytotoxicity.

Original language	English
Pages (from-to)	3201-3209
Number of pages	9
Journal	European Journal of Medicinal Chemistry
Volume	46
Issue number	8
DOIs	https://doi.org/10.1016/j.ejmech.2011.04.029
State	Published - Aug 2011

Bibliographical note

Funding Information:
This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology ( 2010-0001661 , 2009-0066925 , 2010-0005506 and 2010-0002646 ).

Keywords

4-chromanone
Cytotoxicity
Terpyridine
Terthiophene
Topoisomerase I and II

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10.1016/j.ejmech.2011.04.029

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Thapa, U., Thapa, P., Karki, R., Yun, M., Choi, J. H., Jahng, Y., Lee, E., Jeon, K. H., Na, Y., Ha, E. M., Cho, W. J., Kwon, Y., & Lee, E. S. (2011). Synthesis of 2,4-diaryl chromenopyridines and evaluation of their topoisomerase i and II inhibitory activity, cytotoxicity, and structure-activity relationship. European Journal of Medicinal Chemistry, 46(8), 3201-3209. https://doi.org/10.1016/j.ejmech.2011.04.029

@article{765fb36068ab426483a3c2083818e4bf,

title = "Synthesis of 2,4-diaryl chromenopyridines and evaluation of their topoisomerase i and II inhibitory activity, cytotoxicity, and structure-activity relationship",

abstract = "Designed and synthesized were a series of 5H-chromeno[4,3-b]pyridines with substitution at 2- and 4-positions with various 5- or 6-membered heteroaromatics as antitumor agents. They were evaluated for topoisomerase I and II inhibitory activities as well as cytotoxicities against several human cancer cell lines. Structure-activity relationship study showed that 2-furyl or 2-thienyl at 2- or 4-position of central pyridine is crucial in displaying topo I or II inhibitory activity and cytotoxicity.",

keywords = "4-chromanone, Cytotoxicity, Terpyridine, Terthiophene, Topoisomerase I and II",

author = "Uttam Thapa and Pritam Thapa and Radha Karki and Minho Yun and Choi, \{Jae Hun\} and Yurngdong Jahng and Eunyoung Lee and Jeon, \{Kyung Hwa\} and Younghwa Na and Ha, \{Eun Mi\} and Cho, \{Won Jea\} and Youngjoo Kwon and Lee, \{Eung Seok\}",

note = "Funding Information: This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology ( 2010-0001661 , 2009-0066925 , 2010-0005506 and 2010-0002646 ).",

year = "2011",

month = aug,

doi = "10.1016/j.ejmech.2011.04.029",

language = "English",

volume = "46",

pages = "3201--3209",

journal = "European Journal of Medicinal Chemistry",

issn = "0223-5234",

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

number = "8",

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Thapa, U, Thapa, P, Karki, R, Yun, M, Choi, JH, Jahng, Y, Lee, E, Jeon, KH, Na, Y, Ha, EM, Cho, WJ, Kwon, Y & Lee, ES 2011, 'Synthesis of 2,4-diaryl chromenopyridines and evaluation of their topoisomerase i and II inhibitory activity, cytotoxicity, and structure-activity relationship', European Journal of Medicinal Chemistry, vol. 46, no. 8, pp. 3201-3209. https://doi.org/10.1016/j.ejmech.2011.04.029

TY - JOUR

T1 - Synthesis of 2,4-diaryl chromenopyridines and evaluation of their topoisomerase i and II inhibitory activity, cytotoxicity, and structure-activity relationship

AU - Thapa, Uttam

AU - Thapa, Pritam

AU - Karki, Radha

AU - Yun, Minho

AU - Choi, Jae Hun

AU - Jahng, Yurngdong

AU - Lee, Eunyoung

AU - Jeon, Kyung Hwa

AU - Na, Younghwa

AU - Ha, Eun Mi

AU - Cho, Won Jea

AU - Kwon, Youngjoo

AU - Lee, Eung Seok

N1 - Funding Information: This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology ( 2010-0001661 , 2009-0066925 , 2010-0005506 and 2010-0002646 ).

PY - 2011/8

Y1 - 2011/8

N2 - Designed and synthesized were a series of 5H-chromeno[4,3-b]pyridines with substitution at 2- and 4-positions with various 5- or 6-membered heteroaromatics as antitumor agents. They were evaluated for topoisomerase I and II inhibitory activities as well as cytotoxicities against several human cancer cell lines. Structure-activity relationship study showed that 2-furyl or 2-thienyl at 2- or 4-position of central pyridine is crucial in displaying topo I or II inhibitory activity and cytotoxicity.

AB - Designed and synthesized were a series of 5H-chromeno[4,3-b]pyridines with substitution at 2- and 4-positions with various 5- or 6-membered heteroaromatics as antitumor agents. They were evaluated for topoisomerase I and II inhibitory activities as well as cytotoxicities against several human cancer cell lines. Structure-activity relationship study showed that 2-furyl or 2-thienyl at 2- or 4-position of central pyridine is crucial in displaying topo I or II inhibitory activity and cytotoxicity.

KW - 4-chromanone

KW - Cytotoxicity

KW - Terpyridine

KW - Terthiophene

KW - Topoisomerase I and II

UR - https://www.scopus.com/pages/publications/79958283748

U2 - 10.1016/j.ejmech.2011.04.029

DO - 10.1016/j.ejmech.2011.04.029

M3 - Article

C2 - 21601964

AN - SCOPUS:79958283748

SN - 0223-5234

VL - 46

SP - 3201

EP - 3209

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

IS - 8

ER -

Synthesis of 2,4-diaryl chromenopyridines and evaluation of their topoisomerase i and II inhibitory activity, cytotoxicity, and structure-activity relationship

Abstract

Bibliographical note

Keywords

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