Design, synthesis and anticancer activity of novel dihydrobenzofuro[4,5-b] [1,8]naphthyridin-6-one derivatives

Jin Ah Kang; Zunhua Yang; Ji Yeon Lee; Umasankal De; Tae Hyung Kim; Ji Young Park; Hye Jin Lee; Yun Jung Park; Pusoon Chun; Hyung Sik Kim; Lak Shin Jeong; Hyung Ryong Moon

doi:10.1016/j.bmcl.2011.08.016

Design, synthesis and anticancer activity of novel dihydrobenzofuro[4,5-b] [1,8]naphthyridin-6-one derivatives

Jin Ah Kang
, Zunhua Yang
, Ji Yeon Lee
, Umasankal De
, Tae Hyung Kim
, Ji Young Park
, Hye Jin Lee
, Yun Jung Park
, Pusoon Chun
, Hyung Sik Kim
, Lak Shin Jeong
, Hyung Ryong Moon

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

9 Scopus citations

Abstract

On the basis of the chemical structures of psorospermin with a xanthone template and acronycine derivatives with an acridone template, rac-1 and rac-2 constructed on an 1,2-dihydrobenzofuro[4,5-b][1,8]naphthyridin-6(11H)-one scaffold were designed and synthesized as potential anticancer agents. Their anticancer activities were evaluated against five human cancer cell lines. Rac-2 showed similar anticancer activity to doxorubicin and rac-1 exhibited even higher anticancer activity against LNCaP (IC ₅₀ = 0.14 μM), DU145 (IC ₅₀ = 0.15 μM), PC3 (IC ₅₀ = 0.30 μM) and MCF-7 (IC ₅₀ = 0.26 μM) cancer lines than doxorubicin and rac-2. Also, rac-1 revealed very potent anticancer activity (IC ₅₀ = 0.15 μM) against MCF-7/ADR cell (doxorubicin-resistant breast cancer cell) lines and induced G2/M phase arrest of the cell cycle in MCF-7/ADR cells.

Original language	English
Pages (from-to)	5730-5734
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	21
Issue number	19
DOIs	https://doi.org/10.1016/j.bmcl.2011.08.016
State	Published - 1 Oct 2011
Externally published	Yes

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Keywords

Anticancer activity
Dihydrobenzofuro[4,5-b][1,8]naphthyridin-6-one
Epoxide
G2/M phase arrest

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10.1016/j.bmcl.2011.08.016

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title = "Design, synthesis and anticancer activity of novel dihydrobenzofuro[4,5-b] [1,8]naphthyridin-6-one derivatives",

abstract = "On the basis of the chemical structures of psorospermin with a xanthone template and acronycine derivatives with an acridone template, rac-1 and rac-2 constructed on an 1,2-dihydrobenzofuro[4,5-b][1,8]naphthyridin-6(11H)-one scaffold were designed and synthesized as potential anticancer agents. Their anticancer activities were evaluated against five human cancer cell lines. Rac-2 showed similar anticancer activity to doxorubicin and rac-1 exhibited even higher anticancer activity against LNCaP (IC 50 = 0.14 μM), DU145 (IC 50 = 0.15 μM), PC3 (IC 50 = 0.30 μM) and MCF-7 (IC 50 = 0.26 μM) cancer lines than doxorubicin and rac-2. Also, rac-1 revealed very potent anticancer activity (IC 50 = 0.15 μM) against MCF-7/ADR cell (doxorubicin-resistant breast cancer cell) lines and induced G2/M phase arrest of the cell cycle in MCF-7/ADR cells.",

keywords = "Anticancer activity, Dihydrobenzofuro[4,5-b][1,8]naphthyridin-6-one, Epoxide, G2/M phase arrest",

author = "Kang, \{Jin Ah\} and Zunhua Yang and Lee, \{Ji Yeon\} and Umasankal De and Kim, \{Tae Hyung\} and Park, \{Ji Young\} and Lee, \{Hye Jin\} and Park, \{Yun Jung\} and Pusoon Chun and Kim, \{Hyung Sik\} and Jeong, \{Lak Shin\} and Moon, \{Hyung Ryong\}",

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doi = "10.1016/j.bmcl.2011.08.016",

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T1 - Design, synthesis and anticancer activity of novel dihydrobenzofuro[4,5-b] [1,8]naphthyridin-6-one derivatives

AU - Kang, Jin Ah

AU - Yang, Zunhua

AU - Lee, Ji Yeon

AU - De, Umasankal

AU - Kim, Tae Hyung

AU - Park, Ji Young

AU - Lee, Hye Jin

AU - Park, Yun Jung

AU - Chun, Pusoon

AU - Kim, Hyung Sik

AU - Jeong, Lak Shin

AU - Moon, Hyung Ryong

PY - 2011/10/1

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AB - On the basis of the chemical structures of psorospermin with a xanthone template and acronycine derivatives with an acridone template, rac-1 and rac-2 constructed on an 1,2-dihydrobenzofuro[4,5-b][1,8]naphthyridin-6(11H)-one scaffold were designed and synthesized as potential anticancer agents. Their anticancer activities were evaluated against five human cancer cell lines. Rac-2 showed similar anticancer activity to doxorubicin and rac-1 exhibited even higher anticancer activity against LNCaP (IC 50 = 0.14 μM), DU145 (IC 50 = 0.15 μM), PC3 (IC 50 = 0.30 μM) and MCF-7 (IC 50 = 0.26 μM) cancer lines than doxorubicin and rac-2. Also, rac-1 revealed very potent anticancer activity (IC 50 = 0.15 μM) against MCF-7/ADR cell (doxorubicin-resistant breast cancer cell) lines and induced G2/M phase arrest of the cell cycle in MCF-7/ADR cells.

KW - Anticancer activity

KW - Dihydrobenzofuro[4,5-b][1,8]naphthyridin-6-one

KW - Epoxide

KW - G2/M phase arrest

UR - https://www.scopus.com/pages/publications/80052566082

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DO - 10.1016/j.bmcl.2011.08.016

M3 - Article

C2 - 21885273

AN - SCOPUS:80052566082

SN - 0960-894X

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EP - 5734

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 19

ER -

Design, synthesis and anticancer activity of novel dihydrobenzofuro[4,5-b] [1,8]naphthyridin-6-one derivatives

Abstract

UN SDGs

Keywords

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