Synthesis of substituted benzimidazolyl curcumin mimics and their anticancer activity

Ho Bum Woo; Young Woo Eom; Kyu Sang Park; Jungyeob Ham; Chan Mug Ahn; Seokjoon Lee

doi:10.1016/j.bmcl.2011.12.074

Synthesis of substituted benzimidazolyl curcumin mimics and their anticancer activity

Ho Bum Woo, Young Woo Eom, Kyu Sang Park, Jungyeob Ham, Chan Mug Ahn, Seokjoon Lee

Physiology

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

23 Citations (Scopus)

Abstract

A novel curcumin mimic library (14a-14h and 15a-15h) possessing variously substituted benzimidazole groups was synthesized through the aldol reaction of (E)-4-(4-hydroxy-3-methoxyphenyl)but-3-en-2-one (7) or (E)-4-(3-hydroxy-4- methoxyphenyl)but-3-en-2-one (13) with diversely substituted benzimidazolyl-2-carbaldehyde (12a-12h). The MTT assay of the cancer cells MCF-7, SH-SY5Y, HEP-G2, and H460 showed that compound 14c with IC ₅₀ of 1.0 and 1.9 μM has a strong inhibitory effect on the growth of SH-SY5Y and Hep-G2 cells, respectively, and that compound 15h with IC ₅₀ of 1.9 μM has a strong inhibitory effect on the growth of MCF-7 cancer cells.

Original language	English
Pages (from-to)	933-936
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	22
Issue number	2
DOIs	https://doi.org/10.1016/j.bmcl.2011.12.074
Publication status	Published - 2012 Jan 15

Bibliographical note

Funding Information:
This work was supported by the Yonsei University Research Fund of 2008.

All Science Journal Classification (ASJC) codes

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2011.12.074

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title = "Synthesis of substituted benzimidazolyl curcumin mimics and their anticancer activity",

abstract = "A novel curcumin mimic library (14a-14h and 15a-15h) possessing variously substituted benzimidazole groups was synthesized through the aldol reaction of (E)-4-(4-hydroxy-3-methoxyphenyl)but-3-en-2-one (7) or (E)-4-(3-hydroxy-4- methoxyphenyl)but-3-en-2-one (13) with diversely substituted benzimidazolyl-2-carbaldehyde (12a-12h). The MTT assay of the cancer cells MCF-7, SH-SY5Y, HEP-G2, and H460 showed that compound 14c with IC 50 of 1.0 and 1.9 μM has a strong inhibitory effect on the growth of SH-SY5Y and Hep-G2 cells, respectively, and that compound 15h with IC 50 of 1.9 μM has a strong inhibitory effect on the growth of MCF-7 cancer cells.",

author = "Woo, {Ho Bum} and Eom, {Young Woo} and Park, {Kyu Sang} and Jungyeob Ham and Ahn, {Chan Mug} and Seokjoon Lee",

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AU - Eom, Young Woo

AU - Park, Kyu Sang

AU - Ham, Jungyeob

AU - Ahn, Chan Mug

AU - Lee, Seokjoon

N1 - Funding Information: This work was supported by the Yonsei University Research Fund of 2008.

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Synthesis of substituted benzimidazolyl curcumin mimics and their anticancer activity

Abstract

Bibliographical note

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UN SDGs

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