Synthesis, antiproliferative activities and telomerase inhibition evaluation of novel asymmetrical 1,2-disubstituted amidoanthraquinone derivatives

Chia Chung Lee; Kuo Feng Huang; Pen Yuan Lin; Fong Chun Huang; Chun Liang Chen; Tsung Chih Chen; Jih Hwa Guh; Jing Jer Lin; Hsu Shan Huang

doi:10.1016/j.ejmech.2011.10.059

Synthesis, antiproliferative activities and telomerase inhibition evaluation of novel asymmetrical 1,2-disubstituted amidoanthraquinone derivatives

Chia Chung Lee, Kuo Feng Huang, Pen Yuan Lin, Fong Chun Huang, Chun Liang Chen, Tsung Chih Chen, Jih Hwa Guh, Jing Jer Lin, Hsu Shan Huang

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

28 Citations (Scopus)

Abstract

A series of diversely asymmetrical mono- or disubstituted 1,2-diamidoanthraquinone derivatives were synthesized and evaluated for drug-induced cytotoxicity by SRB assay, telomerase inhibitory activity by TRAP assay, and hTERT expression by SEAP assay. Interestingly, compounds 4, 11, 21, 32 and 36 exhibited selective potent antiproliferative activities by NCI with IC ₅₀ values in the micromolar range. Of these, only compound 8 showed an IC ₅₀ value of 0.95 μM against PC-3 cell lines (human prostate cancer) by SRB assay. All the synthesized compounds exhibited a poor or modest telomerase inhibitory activity by TRAP assay suggesting another mode of action for these compounds. Compound 11 showed broad inhibition against different types of cancer cell lines in the micromolar and submicromolar range.

Original language	English
Pages (from-to)	323-336
Number of pages	14
Journal	European Journal of Medicinal Chemistry
Volume	47
Issue number	1
DOIs	https://doi.org/10.1016/j.ejmech.2011.10.059
Publication status	Published - Jan 2012

Keywords

Anthraquinone
NCI 60-cell panel assay
Sulforhodamine B (SRB) assay
TRAP assay
Telomerase activity

ASJC Scopus subject areas

Drug Discovery
Pharmacology
Organic Chemistry

UN SDGs

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

Access to Document

10.1016/j.ejmech.2011.10.059

Cite this

Lee, C. C., Huang, K. F., Lin, P. Y., Huang, F. C., Chen, C. L., Chen, T. C., Guh, J. H., Lin, J. J., & Huang, H. S. (2012). Synthesis, antiproliferative activities and telomerase inhibition evaluation of novel asymmetrical 1,2-disubstituted amidoanthraquinone derivatives. European Journal of Medicinal Chemistry, 47(1), 323-336. https://doi.org/10.1016/j.ejmech.2011.10.059

@article{5600cd3e7f49447aafd22b0f6f17278c,

title = "Synthesis, antiproliferative activities and telomerase inhibition evaluation of novel asymmetrical 1,2-disubstituted amidoanthraquinone derivatives",

abstract = "A series of diversely asymmetrical mono- or disubstituted 1,2-diamidoanthraquinone derivatives were synthesized and evaluated for drug-induced cytotoxicity by SRB assay, telomerase inhibitory activity by TRAP assay, and hTERT expression by SEAP assay. Interestingly, compounds 4, 11, 21, 32 and 36 exhibited selective potent antiproliferative activities by NCI with IC 50 values in the micromolar range. Of these, only compound 8 showed an IC 50 value of 0.95 μM against PC-3 cell lines (human prostate cancer) by SRB assay. All the synthesized compounds exhibited a poor or modest telomerase inhibitory activity by TRAP assay suggesting another mode of action for these compounds. Compound 11 showed broad inhibition against different types of cancer cell lines in the micromolar and submicromolar range.",

keywords = "Anthraquinone, NCI 60-cell panel assay, Sulforhodamine B (SRB) assay, TRAP assay, Telomerase activity",

author = "Lee, {Chia Chung} and Huang, {Kuo Feng} and Lin, {Pen Yuan} and Huang, {Fong Chun} and Chen, {Chun Liang} and Chen, {Tsung Chih} and Guh, {Jih Hwa} and Lin, {Jing Jer} and Huang, {Hsu Shan}",

year = "2012",

month = jan,

doi = "10.1016/j.ejmech.2011.10.059",

language = "English",

volume = "47",

pages = "323--336",

journal = "European Journal of Medicinal Chemistry",

issn = "0223-5234",

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

number = "1",

}

TY - JOUR

T1 - Synthesis, antiproliferative activities and telomerase inhibition evaluation of novel asymmetrical 1,2-disubstituted amidoanthraquinone derivatives

AU - Lee, Chia Chung

AU - Huang, Kuo Feng

AU - Lin, Pen Yuan

AU - Huang, Fong Chun

AU - Chen, Chun Liang

AU - Chen, Tsung Chih

AU - Guh, Jih Hwa

AU - Lin, Jing Jer

AU - Huang, Hsu Shan

PY - 2012/1

Y1 - 2012/1

N2 - A series of diversely asymmetrical mono- or disubstituted 1,2-diamidoanthraquinone derivatives were synthesized and evaluated for drug-induced cytotoxicity by SRB assay, telomerase inhibitory activity by TRAP assay, and hTERT expression by SEAP assay. Interestingly, compounds 4, 11, 21, 32 and 36 exhibited selective potent antiproliferative activities by NCI with IC 50 values in the micromolar range. Of these, only compound 8 showed an IC 50 value of 0.95 μM against PC-3 cell lines (human prostate cancer) by SRB assay. All the synthesized compounds exhibited a poor or modest telomerase inhibitory activity by TRAP assay suggesting another mode of action for these compounds. Compound 11 showed broad inhibition against different types of cancer cell lines in the micromolar and submicromolar range.

AB - A series of diversely asymmetrical mono- or disubstituted 1,2-diamidoanthraquinone derivatives were synthesized and evaluated for drug-induced cytotoxicity by SRB assay, telomerase inhibitory activity by TRAP assay, and hTERT expression by SEAP assay. Interestingly, compounds 4, 11, 21, 32 and 36 exhibited selective potent antiproliferative activities by NCI with IC 50 values in the micromolar range. Of these, only compound 8 showed an IC 50 value of 0.95 μM against PC-3 cell lines (human prostate cancer) by SRB assay. All the synthesized compounds exhibited a poor or modest telomerase inhibitory activity by TRAP assay suggesting another mode of action for these compounds. Compound 11 showed broad inhibition against different types of cancer cell lines in the micromolar and submicromolar range.

KW - Anthraquinone

KW - NCI 60-cell panel assay

KW - Sulforhodamine B (SRB) assay

KW - TRAP assay

KW - Telomerase activity

UR - http://www.scopus.com/inward/record.url?scp=84855780132&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84855780132&partnerID=8YFLogxK

U2 - 10.1016/j.ejmech.2011.10.059

DO - 10.1016/j.ejmech.2011.10.059

M3 - Article

C2 - 22100139

AN - SCOPUS:84855780132

SN - 0223-5234

VL - 47

SP - 323

EP - 336

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

IS - 1

ER -

Synthesis, antiproliferative activities and telomerase inhibition evaluation of novel asymmetrical 1,2-disubstituted amidoanthraquinone derivatives

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

Access to Document

Other files and links

Fingerprint

Cite this