Cargando…
Synthesis and Properties of CurNQ for the Theranostic Application in Ovarian Cancer Intervention
Synthesis of a novel theranostic molecule for targeted cancer intervention. A reaction between curcumin and lawsone was carried out to yield the novel curcumin naphthoquinone (CurNQ) molecule (2,2′-((((1E,3Z,6E)-3-hydroxy-5-oxohepta-1,3,6-triene-1,7-diyl) bis(2-methoxy-4,1-phenylene))bis(oxy))bis(na...
Autores principales: | , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2020
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7582707/ https://www.ncbi.nlm.nih.gov/pubmed/33003358 http://dx.doi.org/10.3390/molecules25194471 |
_version_ | 1783599253637038080 |
---|---|
author | Freidus, Lara G. Kumar, Pradeep Marimuthu, Thashree Pradeep, Priyamvada Pillay, Viness Choonara, Yahya E. |
author_facet | Freidus, Lara G. Kumar, Pradeep Marimuthu, Thashree Pradeep, Priyamvada Pillay, Viness Choonara, Yahya E. |
author_sort | Freidus, Lara G. |
collection | PubMed |
description | Synthesis of a novel theranostic molecule for targeted cancer intervention. A reaction between curcumin and lawsone was carried out to yield the novel curcumin naphthoquinone (CurNQ) molecule (2,2′-((((1E,3Z,6E)-3-hydroxy-5-oxohepta-1,3,6-triene-1,7-diyl) bis(2-methoxy-4,1-phenylene))bis(oxy))bis(naphthalene-1,4-dione). CurNQ’s structure was elucidated and was fully characterized. CurNQ was demonstrated to have pH specific solubility, its saturation solubility increased from 11.15 µM at pH 7.4 to 20.7 µM at pH 6.8. This pH responsivity allows for cancer targeting (Warburg effect). Moreover, CurNQ displayed intrinsic fluorescence, thus enabling imaging and detection applications. In vitro cytotoxicity assays demonstrated the chemotherapeutic properties of CurNQ as CurNQ reduced cell viability to below 50% in OVCAR-5 and SKOV3 ovarian cancer cell lines. CurNQ is a novel theranostic molecule for potential targeted cancer detection and treatment. |
format | Online Article Text |
id | pubmed-7582707 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-75827072020-10-28 Synthesis and Properties of CurNQ for the Theranostic Application in Ovarian Cancer Intervention Freidus, Lara G. Kumar, Pradeep Marimuthu, Thashree Pradeep, Priyamvada Pillay, Viness Choonara, Yahya E. Molecules Article Synthesis of a novel theranostic molecule for targeted cancer intervention. A reaction between curcumin and lawsone was carried out to yield the novel curcumin naphthoquinone (CurNQ) molecule (2,2′-((((1E,3Z,6E)-3-hydroxy-5-oxohepta-1,3,6-triene-1,7-diyl) bis(2-methoxy-4,1-phenylene))bis(oxy))bis(naphthalene-1,4-dione). CurNQ’s structure was elucidated and was fully characterized. CurNQ was demonstrated to have pH specific solubility, its saturation solubility increased from 11.15 µM at pH 7.4 to 20.7 µM at pH 6.8. This pH responsivity allows for cancer targeting (Warburg effect). Moreover, CurNQ displayed intrinsic fluorescence, thus enabling imaging and detection applications. In vitro cytotoxicity assays demonstrated the chemotherapeutic properties of CurNQ as CurNQ reduced cell viability to below 50% in OVCAR-5 and SKOV3 ovarian cancer cell lines. CurNQ is a novel theranostic molecule for potential targeted cancer detection and treatment. MDPI 2020-09-29 /pmc/articles/PMC7582707/ /pubmed/33003358 http://dx.doi.org/10.3390/molecules25194471 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Freidus, Lara G. Kumar, Pradeep Marimuthu, Thashree Pradeep, Priyamvada Pillay, Viness Choonara, Yahya E. Synthesis and Properties of CurNQ for the Theranostic Application in Ovarian Cancer Intervention |
title | Synthesis and Properties of CurNQ for the Theranostic Application in Ovarian Cancer Intervention |
title_full | Synthesis and Properties of CurNQ for the Theranostic Application in Ovarian Cancer Intervention |
title_fullStr | Synthesis and Properties of CurNQ for the Theranostic Application in Ovarian Cancer Intervention |
title_full_unstemmed | Synthesis and Properties of CurNQ for the Theranostic Application in Ovarian Cancer Intervention |
title_short | Synthesis and Properties of CurNQ for the Theranostic Application in Ovarian Cancer Intervention |
title_sort | synthesis and properties of curnq for the theranostic application in ovarian cancer intervention |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7582707/ https://www.ncbi.nlm.nih.gov/pubmed/33003358 http://dx.doi.org/10.3390/molecules25194471 |
work_keys_str_mv | AT freiduslarag synthesisandpropertiesofcurnqforthetheranosticapplicationinovariancancerintervention AT kumarpradeep synthesisandpropertiesofcurnqforthetheranosticapplicationinovariancancerintervention AT marimuthuthashree synthesisandpropertiesofcurnqforthetheranosticapplicationinovariancancerintervention AT pradeeppriyamvada synthesisandpropertiesofcurnqforthetheranosticapplicationinovariancancerintervention AT pillayviness synthesisandpropertiesofcurnqforthetheranosticapplicationinovariancancerintervention AT choonarayahyae synthesisandpropertiesofcurnqforthetheranosticapplicationinovariancancerintervention |