Synthesis, cytotoxicity and antitumor activity of 2,3-diarylcyclopent-2-ene-1-ones

Nguyen Hai Nam; Yong Kim; Young Jae You; Dong Ho Hong; Hwan Mook Kim; Byung Zun Ahn

doi:10.1007/bf02976928

Synthesis, cytotoxicity and antitumor activity of 2,3-diarylcyclopent-2-ene-1-ones

Nguyen Hai Nam
, Yong Kim
, Young Jae You
, Dong Ho Hong
, Hwan Mook Kim
, Byung Zun Ahn

Pharmaceutical Sciences

Chungnam National University
Korea Research Institute of Bioscience and Biotechnology

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

11 Scopus citations

Abstract

Two series of 2,3-diarylcyclopent-2-ene-1-ones including 2-aryl-3-(2,5-dihydroxyphenyl)cyclopent-2-ene-1-ones (2a∼2f) and 3-aryl-2-(3',4',5'-trimethoxyphenyl)cyclopent-2-ene-1-one (3a∼3j) were synthesized and evaluated for the cytotoxicity against three tumor cell lines; B16F10, HCT116 and A431. It was found that the 3,4,5-trimethoxy substituent was optimal for the bioactivity of compounds in series 2. Meanwhile, compounds in series 3 exhibited the most potent cytotoxicity with 3-aryl ring being 4-methoxyphenyl (compound 3f), (3-hydroxy-4-methoxy)phenyl (compound 3e), or (3-amino-4-methoxy)phenyl (compound 3j).

Original language	English
Pages (from-to)	600-607
Number of pages	8
Journal	Archives of Pharmacal Research
Volume	25
Issue number	5
DOIs	https://doi.org/10.1007/bf02976928
State	Published - Oct 2002

Keywords

2,3-Diarylcyclopent-2-ene-1-ones
Antitumor activity
Cytotoxicity

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10.1007/bf02976928

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@article{b224e7391bb64c888aa35e3a7307eb41,

title = "Synthesis, cytotoxicity and antitumor activity of 2,3-diarylcyclopent-2-ene-1-ones",

abstract = "Two series of 2,3-diarylcyclopent-2-ene-1-ones including 2-aryl-3-(2,5-dihydroxyphenyl)cyclopent-2-ene-1-ones (2a∼2f) and 3-aryl-2-(3',4',5'-trimethoxyphenyl)cyclopent-2-ene-1-one (3a∼3j) were synthesized and evaluated for the cytotoxicity against three tumor cell lines; B16F10, HCT116 and A431. It was found that the 3,4,5-trimethoxy substituent was optimal for the bioactivity of compounds in series 2. Meanwhile, compounds in series 3 exhibited the most potent cytotoxicity with 3-aryl ring being 4-methoxyphenyl (compound 3f), (3-hydroxy-4-methoxy)phenyl (compound 3e), or (3-amino-4-methoxy)phenyl (compound 3j).",

keywords = "2,3-Diarylcyclopent-2-ene-1-ones, Antitumor activity, Cytotoxicity",

author = "Nam, \{Nguyen Hai\} and Yong Kim and You, \{Young Jae\} and Hong, \{Dong Ho\} and Kim, \{Hwan Mook\} and Ahn, \{Byung Zun\}",

year = "2002",

month = oct,

doi = "10.1007/bf02976928",

language = "English",

volume = "25",

pages = "600--607",

journal = "Archives of Pharmacal Research",

issn = "0253-6269",

publisher = "Pharmaceutical Society of Korea",

number = "5",

}

TY - JOUR

T1 - Synthesis, cytotoxicity and antitumor activity of 2,3-diarylcyclopent-2-ene-1-ones

AU - Nam, Nguyen Hai

AU - Kim, Yong

AU - You, Young Jae

AU - Hong, Dong Ho

AU - Kim, Hwan Mook

AU - Ahn, Byung Zun

PY - 2002/10

Y1 - 2002/10

N2 - Two series of 2,3-diarylcyclopent-2-ene-1-ones including 2-aryl-3-(2,5-dihydroxyphenyl)cyclopent-2-ene-1-ones (2a∼2f) and 3-aryl-2-(3',4',5'-trimethoxyphenyl)cyclopent-2-ene-1-one (3a∼3j) were synthesized and evaluated for the cytotoxicity against three tumor cell lines; B16F10, HCT116 and A431. It was found that the 3,4,5-trimethoxy substituent was optimal for the bioactivity of compounds in series 2. Meanwhile, compounds in series 3 exhibited the most potent cytotoxicity with 3-aryl ring being 4-methoxyphenyl (compound 3f), (3-hydroxy-4-methoxy)phenyl (compound 3e), or (3-amino-4-methoxy)phenyl (compound 3j).

AB - Two series of 2,3-diarylcyclopent-2-ene-1-ones including 2-aryl-3-(2,5-dihydroxyphenyl)cyclopent-2-ene-1-ones (2a∼2f) and 3-aryl-2-(3',4',5'-trimethoxyphenyl)cyclopent-2-ene-1-one (3a∼3j) were synthesized and evaluated for the cytotoxicity against three tumor cell lines; B16F10, HCT116 and A431. It was found that the 3,4,5-trimethoxy substituent was optimal for the bioactivity of compounds in series 2. Meanwhile, compounds in series 3 exhibited the most potent cytotoxicity with 3-aryl ring being 4-methoxyphenyl (compound 3f), (3-hydroxy-4-methoxy)phenyl (compound 3e), or (3-amino-4-methoxy)phenyl (compound 3j).

KW - 2,3-Diarylcyclopent-2-ene-1-ones

KW - Antitumor activity

KW - Cytotoxicity

UR - https://www.scopus.com/pages/publications/0036782545

U2 - 10.1007/bf02976928

DO - 10.1007/bf02976928

M3 - Article

C2 - 12433189

AN - SCOPUS:0036782545

SN - 0253-6269

VL - 25

SP - 600

EP - 607

JO - Archives of Pharmacal Research

JF - Archives of Pharmacal Research

IS - 5

ER -

Synthesis, cytotoxicity and antitumor activity of 2,3-diarylcyclopent-2-ene-1-ones

Abstract

Keywords

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