Synthesis of novel 24-amino-25,26,27-trinorlanost-8-enes: cytotoxic and apoptotic potential in U937 cells

Roisin O'Keeffe; Olivia Kenny; Nigel P Brunton; Mohammad B Hossain; Dilip K Rai; Peter W Jones; Nora O'Brien; Anita R Maguire; Stuart G Collins

doi:10.1016/j.bmc.2015.02.034

Synthesis of novel 24-amino-25,26,27-trinorlanost-8-enes: cytotoxic and apoptotic potential in U937 cells

Roisin O'Keeffe
, Olivia Kenny
, Nigel P Brunton
, Mohammad B Hossain
, Dilip K Rai
, Peter W Jones
, Nora O'Brien
, Anita R Maguire
, Stuart G Collins

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

Abstract

In the present study, the synthesis of a range of novel 24-amino-25,26,27-trinorlanost-8-ene derivatives including 24-piperadino-trinorlanost-8-enes, 24-piperazino-trinorlanost-8-enes, 24-morpholino-trinorlanost-8-enes, and 24-diethylamino-trinorlanost-8-enes is reported and their cytotoxic and apoptotic potential evaluated in U937 cell lines. Excellent IC₅₀ results for piperidine and 1-(2-hydroxyethyl)piperazine derivatives have been observed (IC₅₀ values of 1.9 μM and 2.7 μM in U937 cells, respectively).

Original language	English
Pages (from-to)	2270-80
Number of pages	11
Journal	Bioorganic and Medicinal Chemistry
Volume	23
Issue number	9
DOIs	https://doi.org/10.1016/j.bmc.2015.02.034
Publication status	Published - 1 May 2015

UN SDGs

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

SDG 3 Good Health and Well-being

Keywords

Apoptosis/drug effects
Cell Proliferation/drug effects
Dose-Response Relationship, Drug
Humans
Lanosterol/analogs & derivatives
Molecular Conformation
Structure-Activity Relationship
U937 Cells

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10.1016/j.bmc.2015.02.034

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title = "Synthesis of novel 24-amino-25,26,27-trinorlanost-8-enes: cytotoxic and apoptotic potential in U937 cells",

abstract = "In the present study, the synthesis of a range of novel 24-amino-25,26,27-trinorlanost-8-ene derivatives including 24-piperadino-trinorlanost-8-enes, 24-piperazino-trinorlanost-8-enes, 24-morpholino-trinorlanost-8-enes, and 24-diethylamino-trinorlanost-8-enes is reported and their cytotoxic and apoptotic potential evaluated in U937 cell lines. Excellent IC₅₀ results for piperidine and 1-(2-hydroxyethyl)piperazine derivatives have been observed (IC₅₀ values of 1.9 μM and 2.7 μM in U937 cells, respectively).",

keywords = "Apoptosis/drug effects, Cell Proliferation/drug effects, Dose-Response Relationship, Drug, Humans, Lanosterol/analogs \& derivatives, Molecular Conformation, Structure-Activity Relationship, U937 Cells",

author = "Roisin O'Keeffe and Olivia Kenny and Brunton, \{Nigel P\} and Hossain, \{Mohammad B\} and Rai, \{Dilip K\} and Jones, \{Peter W\} and Nora O'Brien and Maguire, \{Anita R\} and Collins, \{Stuart G\}",

year = "2015",

month = may,

day = "1",

doi = "10.1016/j.bmc.2015.02.034",

language = "English",

volume = "23",

pages = "2270--80",

journal = "Bioorganic and Medicinal Chemistry",

issn = "0968-0896",

publisher = "Elsevier Ltd",

number = "9",

}

TY - JOUR

T1 - Synthesis of novel 24-amino-25,26,27-trinorlanost-8-enes

T2 - cytotoxic and apoptotic potential in U937 cells

AU - O'Keeffe, Roisin

AU - Kenny, Olivia

AU - Brunton, Nigel P

AU - Hossain, Mohammad B

AU - Rai, Dilip K

AU - Jones, Peter W

AU - O'Brien, Nora

AU - Maguire, Anita R

AU - Collins, Stuart G

PY - 2015/5/1

Y1 - 2015/5/1

N2 - In the present study, the synthesis of a range of novel 24-amino-25,26,27-trinorlanost-8-ene derivatives including 24-piperadino-trinorlanost-8-enes, 24-piperazino-trinorlanost-8-enes, 24-morpholino-trinorlanost-8-enes, and 24-diethylamino-trinorlanost-8-enes is reported and their cytotoxic and apoptotic potential evaluated in U937 cell lines. Excellent IC₅₀ results for piperidine and 1-(2-hydroxyethyl)piperazine derivatives have been observed (IC₅₀ values of 1.9 μM and 2.7 μM in U937 cells, respectively).

AB - In the present study, the synthesis of a range of novel 24-amino-25,26,27-trinorlanost-8-ene derivatives including 24-piperadino-trinorlanost-8-enes, 24-piperazino-trinorlanost-8-enes, 24-morpholino-trinorlanost-8-enes, and 24-diethylamino-trinorlanost-8-enes is reported and their cytotoxic and apoptotic potential evaluated in U937 cell lines. Excellent IC₅₀ results for piperidine and 1-(2-hydroxyethyl)piperazine derivatives have been observed (IC₅₀ values of 1.9 μM and 2.7 μM in U937 cells, respectively).

KW - Apoptosis/drug effects

KW - Cell Proliferation/drug effects

KW - Dose-Response Relationship, Drug

KW - Humans

KW - Lanosterol/analogs & derivatives

KW - Molecular Conformation

KW - Structure-Activity Relationship

KW - U937 Cells

U2 - 10.1016/j.bmc.2015.02.034

DO - 10.1016/j.bmc.2015.02.034

M3 - Article

C2 - 25800433

SN - 0968-0896

VL - 23

SP - 2270

EP - 2280

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

IS - 9

ER -

Synthesis of novel 24-amino-25,26,27-trinorlanost-8-enes: cytotoxic and apoptotic potential in U937 cells

Abstract

UN SDGs

Keywords

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