European Journal of Medicinal Chemistry, volume 185, pages 111858

Design, synthesis and cytotoxicity of BODIPY FL labelled triterpenoids

Brandes Benjamin ¹

Hoenke Sophie ¹

Fischer Lucie ¹

Csuk René ¹

Hide authors affiliations Show authors affiliations: 1 affiliation

Martin-Luther University Halle-Wittenberg, Organic Chemistry, Kurt-Mothes Str. 2, D-06120 Halle (Saale), Germany |

Publication type: Journal Article

Publication date: 2020-01-01

Elsevier

Journal: European Journal of Medicinal Chemistry

Quartile SCImago

Quartile WOS

Impact factor: 6.7

ISSN: 02235234, 17683254

DOI: 10.1016/j.ejmech.2019.111858

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Organic Chemistry

Drug Discovery

General Medicine

Pharmacology

Abstract

Several triterpenoid acids (betulinic, oleanolic, ursolic, glycyrrhetinic) and triterpene betulin were used as starting material to synthesize BODIPY FL adducts, and these compounds were screened for their cytotoxic activity employing several human tumor cell lines. The cytotoxicity of the compounds strongly depended on the chosen spacer between the triterpenoid core and the BODIPY FL unit. Thus, 3-O-acetyl-betulinic acid derived BODIPY FL conjugate holding an ethylendiamine spacer was cytotoxic for human breast adenocarcinoma cells MCF7 but not cytotoxic for all other cell lines.

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Citations by journals

	1 2 3 4 5 6
Molecules	Molecules, 6, 21.43% Molecules 6 publications, 21.43%
Steroids	Steroids, 3, 10.71% Steroids 3 publications, 10.71%
Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy	Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2, 7.14% Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2 publications, 7.14%
European Journal of Medicinal Chemistry Reports	European Journal of Medicinal Chemistry Reports, 2, 7.14% European Journal of Medicinal Chemistry Reports 2 publications, 7.14%
Bioorganic Chemistry	Bioorganic Chemistry, 2, 7.14% Bioorganic Chemistry 2 publications, 7.14%
European Journal of Medicinal Chemistry	European Journal of Medicinal Chemistry, 2, 7.14% European Journal of Medicinal Chemistry 2 publications, 7.14%
Journal of Photochemistry and Photobiology A: Chemistry	Journal of Photochemistry and Photobiology A: Chemistry, 1, 3.57% Journal of Photochemistry and Photobiology A: Chemistry 1 publication, 3.57%
Biomedicines	Biomedicines, 1, 3.57% Biomedicines 1 publication, 3.57%
Medicinal Chemistry Research	Medicinal Chemistry Research, 1, 3.57% Medicinal Chemistry Research 1 publication, 3.57%
Photochemical and Photobiological Sciences	Photochemical and Photobiological Sciences, 1, 3.57% Photochemical and Photobiological Sciences 1 publication, 3.57%
Results in Chemistry	Results in Chemistry, 1, 3.57% Results in Chemistry 1 publication, 3.57%
Chinese Journal of Natural Medicines	Chinese Journal of Natural Medicines, 1, 3.57% Chinese Journal of Natural Medicines 1 publication, 3.57%
Chemistry of Natural Compounds	Chemistry of Natural Compounds, 1, 3.57% Chemistry of Natural Compounds 1 publication, 3.57%
RSC Medicinal Chemistry	RSC Medicinal Chemistry, 1, 3.57% RSC Medicinal Chemistry 1 publication, 3.57%
International Journal of Molecular Sciences	International Journal of Molecular Sciences, 1, 3.57% International Journal of Molecular Sciences 1 publication, 3.57%
Russian Journal of General Chemistry	Russian Journal of General Chemistry, 1, 3.57% Russian Journal of General Chemistry 1 publication, 3.57%
Journal of Natural Products	Journal of Natural Products, 1, 3.57% Journal of Natural Products 1 publication, 3.57%
	1 2 3 4 5 6

Citations by publishers

	2 4 6 8 10 12 14
Elsevier	Elsevier, 13, 46.43% Elsevier 13 publications, 46.43%
Multidisciplinary Digital Publishing Institute (MDPI)	Multidisciplinary Digital Publishing Institute (MDPI), 8, 28.57% Multidisciplinary Digital Publishing Institute (MDPI) 8 publications, 28.57%
Springer Nature	Springer Nature, 3, 10.71% Springer Nature 3 publications, 10.71%
China Pharmaceutical University	China Pharmaceutical University, 1, 3.57% China Pharmaceutical University 1 publication, 3.57%
Royal Society of Chemistry (RSC)	Royal Society of Chemistry (RSC), 1, 3.57% Royal Society of Chemistry (RSC) 1 publication, 3.57%
Pleiades Publishing	Pleiades Publishing, 1, 3.57% Pleiades Publishing 1 publication, 3.57%
American Chemical Society (ACS)	American Chemical Society (ACS), 1, 3.57% American Chemical Society (ACS) 1 publication, 3.57%
	2 4 6 8 10 12 14

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Brandes B. et al. Design, synthesis and cytotoxicity of BODIPY FL labelled triterpenoids // European Journal of Medicinal Chemistry. 2020. Vol. 185. p. 111858.

GOST all authors (up to 50) Copy

Brandes B., Hoenke S., Fischer L., Csuk R. Design, synthesis and cytotoxicity of BODIPY FL labelled triterpenoids // European Journal of Medicinal Chemistry. 2020. Vol. 185. p. 111858.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1016/j.ejmech.2019.111858

UR - https://doi.org/10.1016%2Fj.ejmech.2019.111858

TI - Design, synthesis and cytotoxicity of BODIPY FL labelled triterpenoids

T2 - European Journal of Medicinal Chemistry

AU - Brandes, Benjamin

AU - Hoenke, Sophie

AU - Fischer, Lucie

AU - Csuk, René

PY - 2020

DA - 2020/01/01 00:00:00

PB - Elsevier

SP - 111858

VL - 185

SN - 0223-5234

SN - 1768-3254

ER -

BibTex

Cite this

BibTex Copy

@article{2020_Brandes,

author = {Benjamin Brandes and Sophie Hoenke and Lucie Fischer and René Csuk},

title = {Design, synthesis and cytotoxicity of BODIPY FL labelled triterpenoids},

journal = {European Journal of Medicinal Chemistry},

year = {2020},

volume = {185},

publisher = {Elsevier},

month = {jan},

url = {https://doi.org/10.1016%2Fj.ejmech.2019.111858},

pages = {111858},

doi = {10.1016/j.ejmech.2019.111858}

}

Found error?

Publisher

Elsevier

Journal

European Journal of Medicinal Chemistry

Quartile SCImago

Quartile WOS

Impact factor

6.7

ISSN

02235234 (Print)
17683254 (Electronic)