Synthesis of novel ciprofloxacin analogues and evaluation of their anti-proliferative effect on human cancer cell lines

Narva Suresh; Hunsur Nagendra Nagesh; Kondapalli Venkata Gowri Chandra Sekhar; Anil Kumar; Amir N. Shirazi; Keykavous Parang

doi:10.1016/j.bmcl.2013.09.077

Synthesis of novel ciprofloxacin analogues and evaluation of their anti-proliferative effect on human cancer cell lines

Narva Suresh, Hunsur Nagendra Nagesh, Kondapalli Venkata Gowri Chandra Sekhar, Anil Kumar, Amir N. Shirazi, Keykavous Parang

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

26 Scopus citations

Abstract

A series of twenty two novel 1-cyclopropyl-6-fluoro-4-oxo-7-(4-substituted piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid analogues have been synthesized, characterized (¹H NMR, ¹³C NMR and LCMS) and evaluated for their inhibitory activity on the proliferation of human caucasian acute lymphoblastic leukemia cells (CCRF-CEM), breast adenocarcinoma cells (MDA-MB-468) and human colon carcinoma cells (HCT-116). Among all the synthesized ciprofloxacin analogues 3t at 50 μM showed comparable potency to doxorubicin (10 μM) in all three cell lines and 3j inhibited proliferation of MDA-MB-468 up to 35% selectively over other two cell lines.

Original language	English (US)
Pages (from-to)	6292-6295
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	23
Issue number	23
DOIs	https://doi.org/10.1016/j.bmcl.2013.09.077
State	Published - Dec 1 2013
Externally published	Yes

Keywords

Anti-cancer
Anti-proliferative
Ciprofloxacin
Fluoroquinolones
Substituted piperazines

ASJC Scopus subject areas

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

Access to Document

10.1016/j.bmcl.2013.09.077

Cite this

@article{fdec4d4e7d5348d8a6e520fd2e5e706f,

title = "Synthesis of novel ciprofloxacin analogues and evaluation of their anti-proliferative effect on human cancer cell lines",

abstract = "A series of twenty two novel 1-cyclopropyl-6-fluoro-4-oxo-7-(4-substituted piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid analogues have been synthesized, characterized (1H NMR, 13C NMR and LCMS) and evaluated for their inhibitory activity on the proliferation of human caucasian acute lymphoblastic leukemia cells (CCRF-CEM), breast adenocarcinoma cells (MDA-MB-468) and human colon carcinoma cells (HCT-116). Among all the synthesized ciprofloxacin analogues 3t at 50 μM showed comparable potency to doxorubicin (10 μM) in all three cell lines and 3j inhibited proliferation of MDA-MB-468 up to 35% selectively over other two cell lines.",

keywords = "Anti-cancer, Anti-proliferative, Ciprofloxacin, Fluoroquinolones, Substituted piperazines",

author = "Narva Suresh and Nagesh, {Hunsur Nagendra} and {Chandra Sekhar}, {Kondapalli Venkata Gowri} and Anil Kumar and Shirazi, {Amir N.} and Keykavous Parang",

year = "2013",

month = dec,

day = "1",

doi = "10.1016/j.bmcl.2013.09.077",

language = "English (US)",

volume = "23",

pages = "6292--6295",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Limited",

number = "23",

}

TY - JOUR

T1 - Synthesis of novel ciprofloxacin analogues and evaluation of their anti-proliferative effect on human cancer cell lines

AU - Suresh, Narva

AU - Nagesh, Hunsur Nagendra

AU - Chandra Sekhar, Kondapalli Venkata Gowri

AU - Kumar, Anil

AU - Shirazi, Amir N.

AU - Parang, Keykavous

PY - 2013/12/1

Y1 - 2013/12/1

N2 - A series of twenty two novel 1-cyclopropyl-6-fluoro-4-oxo-7-(4-substituted piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid analogues have been synthesized, characterized (1H NMR, 13C NMR and LCMS) and evaluated for their inhibitory activity on the proliferation of human caucasian acute lymphoblastic leukemia cells (CCRF-CEM), breast adenocarcinoma cells (MDA-MB-468) and human colon carcinoma cells (HCT-116). Among all the synthesized ciprofloxacin analogues 3t at 50 μM showed comparable potency to doxorubicin (10 μM) in all three cell lines and 3j inhibited proliferation of MDA-MB-468 up to 35% selectively over other two cell lines.

AB - A series of twenty two novel 1-cyclopropyl-6-fluoro-4-oxo-7-(4-substituted piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid analogues have been synthesized, characterized (1H NMR, 13C NMR and LCMS) and evaluated for their inhibitory activity on the proliferation of human caucasian acute lymphoblastic leukemia cells (CCRF-CEM), breast adenocarcinoma cells (MDA-MB-468) and human colon carcinoma cells (HCT-116). Among all the synthesized ciprofloxacin analogues 3t at 50 μM showed comparable potency to doxorubicin (10 μM) in all three cell lines and 3j inhibited proliferation of MDA-MB-468 up to 35% selectively over other two cell lines.

KW - Anti-cancer

KW - Anti-proliferative

KW - Ciprofloxacin

KW - Fluoroquinolones

KW - Substituted piperazines

UR - http://www.scopus.com/inward/record.url?scp=84886952916&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84886952916&partnerID=8YFLogxK

U2 - 10.1016/j.bmcl.2013.09.077

DO - 10.1016/j.bmcl.2013.09.077

M3 - Article

C2 - 24138941

AN - SCOPUS:84886952916

SN - 0960-894X

VL - 23

SP - 6292

EP - 6295

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 23

ER -

Synthesis of novel ciprofloxacin analogues and evaluation of their anti-proliferative effect on human cancer cell lines

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this