Cytotoxic N-(fluorenyl-9-methoxycarbonyl) (Fmoc)-dipeptides: Structure-activity relationships and synergistic studies

Chiao Ting Yen; Chin Chung Wu; Jin Ching Lee; Shu Li Chen; Susan L. Morris-Natschke; Pei Wen Hsieh; Yang Chang Wu

doi:10.1016/j.ejmech.2010.02.035

Cytotoxic N-(fluorenyl-9-methoxycarbonyl) (Fmoc)-dipeptides: Structure-activity relationships and synergistic studies

Chiao Ting Yen
, Chin Chung Wu
, Jin Ching Lee
, Shu Li Chen
, Susan L. Morris-Natschke
, Pei Wen Hsieh^*
, Yang Chang Wu

^*Corresponding author for this work

School of Traditional Chinese Medicine

Kaohsiung Medical University
University of North Carolina at Chapel Hill
National Sun Yat-sen University

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

19 Scopus citations

Abstract

The synthesis and cytotoxic evaluation of a series of Fmoc-based dipeptides are described. Among the thirty compounds, 4a, 8a, 12a, 2b, 4b, 10b, 3c, 4c and 6c showed potent activity against HepG2, Hep3B, MCF-7, MDA-MB-231, A549 and Ca9-22 human cancer cell lines. The most active compounds (10a and 10c) showed relatively good sensitivity toward HepG2 and Ca9-22 cell lines with IC₅₀ values of 1.0 and 0.4 μM, respectively. Additionally, compound 10c was threefold more potent than doxorubicin, the positive control, against the Ca9-22 cell line. Furthermore, 10c showed a synergistic effect and increased the cytotoxicity of doxorubicin against the MDA-MB-231 cancer cell line. Therefore, 10c could be used as a new lead compound for therapeutic development.

Original language	English
Pages (from-to)	2494-2502
Number of pages	9
Journal	European Journal of Medicinal Chemistry
Volume	45
Issue number	6
DOIs	https://doi.org/10.1016/j.ejmech.2010.02.035
State	Published - 06 2010

UN SDGs

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

SDG 3 Good Health and Well-being

Keywords

Ca9-22
Cytotoxicity
Fmoc-based dipeptide
HepG2
Human cancer cell line

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10.1016/j.ejmech.2010.02.035

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@article{de2096de6bdc465aae789efc82e9b426,

title = "Cytotoxic N-(fluorenyl-9-methoxycarbonyl) (Fmoc)-dipeptides: Structure-activity relationships and synergistic studies",

abstract = "The synthesis and cytotoxic evaluation of a series of Fmoc-based dipeptides are described. Among the thirty compounds, 4a, 8a, 12a, 2b, 4b, 10b, 3c, 4c and 6c showed potent activity against HepG2, Hep3B, MCF-7, MDA-MB-231, A549 and Ca9-22 human cancer cell lines. The most active compounds (10a and 10c) showed relatively good sensitivity toward HepG2 and Ca9-22 cell lines with IC50 values of 1.0 and 0.4 μM, respectively. Additionally, compound 10c was threefold more potent than doxorubicin, the positive control, against the Ca9-22 cell line. Furthermore, 10c showed a synergistic effect and increased the cytotoxicity of doxorubicin against the MDA-MB-231 cancer cell line. Therefore, 10c could be used as a new lead compound for therapeutic development.",

keywords = "Ca9-22, Cytotoxicity, Fmoc-based dipeptide, HepG2, Human cancer cell line",

author = "Yen, \{Chiao Ting\} and Wu, \{Chin Chung\} and Lee, \{Jin Ching\} and Chen, \{Shu Li\} and Morris-Natschke, \{Susan L.\} and Hsieh, \{Pei Wen\} and Wu, \{Yang Chang\}",

year = "2010",

month = jun,

doi = "10.1016/j.ejmech.2010.02.035",

language = "英语",

volume = "45",

pages = "2494--2502",

journal = "European Journal of Medicinal Chemistry",

issn = "0223-5234",

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

number = "6",

}

TY - JOUR

T1 - Cytotoxic N-(fluorenyl-9-methoxycarbonyl) (Fmoc)-dipeptides

T2 - Structure-activity relationships and synergistic studies

AU - Yen, Chiao Ting

AU - Wu, Chin Chung

AU - Lee, Jin Ching

AU - Chen, Shu Li

AU - Morris-Natschke, Susan L.

AU - Hsieh, Pei Wen

AU - Wu, Yang Chang

PY - 2010/6

Y1 - 2010/6

N2 - The synthesis and cytotoxic evaluation of a series of Fmoc-based dipeptides are described. Among the thirty compounds, 4a, 8a, 12a, 2b, 4b, 10b, 3c, 4c and 6c showed potent activity against HepG2, Hep3B, MCF-7, MDA-MB-231, A549 and Ca9-22 human cancer cell lines. The most active compounds (10a and 10c) showed relatively good sensitivity toward HepG2 and Ca9-22 cell lines with IC50 values of 1.0 and 0.4 μM, respectively. Additionally, compound 10c was threefold more potent than doxorubicin, the positive control, against the Ca9-22 cell line. Furthermore, 10c showed a synergistic effect and increased the cytotoxicity of doxorubicin against the MDA-MB-231 cancer cell line. Therefore, 10c could be used as a new lead compound for therapeutic development.

AB - The synthesis and cytotoxic evaluation of a series of Fmoc-based dipeptides are described. Among the thirty compounds, 4a, 8a, 12a, 2b, 4b, 10b, 3c, 4c and 6c showed potent activity against HepG2, Hep3B, MCF-7, MDA-MB-231, A549 and Ca9-22 human cancer cell lines. The most active compounds (10a and 10c) showed relatively good sensitivity toward HepG2 and Ca9-22 cell lines with IC50 values of 1.0 and 0.4 μM, respectively. Additionally, compound 10c was threefold more potent than doxorubicin, the positive control, against the Ca9-22 cell line. Furthermore, 10c showed a synergistic effect and increased the cytotoxicity of doxorubicin against the MDA-MB-231 cancer cell line. Therefore, 10c could be used as a new lead compound for therapeutic development.

KW - Ca9-22

KW - Cytotoxicity

KW - Fmoc-based dipeptide

KW - HepG2

KW - Human cancer cell line

UR - https://www.scopus.com/pages/publications/77950859907

U2 - 10.1016/j.ejmech.2010.02.035

DO - 10.1016/j.ejmech.2010.02.035

M3 - 文章

C2 - 20334960

AN - SCOPUS:77950859907

SN - 0223-5234

VL - 45

SP - 2494

EP - 2502

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

IS - 6

ER -

Cytotoxic N-(fluorenyl-9-methoxycarbonyl) (Fmoc)-dipeptides: Structure-activity relationships and synergistic studies

Abstract

UN SDGs

Keywords

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