2014
DOI: 10.1039/c3ra47720g
|View full text |Cite
|
Sign up to set email alerts
|

Synthesis and evaluation of 2-heteroaryl and 2,3-diheteroaryl-1,4-naphthoquinones that potently induce apoptosis in cancer cells

Abstract: This article describes the preparation of 2-heteroaryl and 600 dpi in TIF format)??>2,3-diheteroaryl-1,4-naphthoquinones by an environmentally benign short synthetic route with the goal of finding 1,4-naphthoquinone derivatives that induce apoptosis in cancer cells.

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
3
1

Citation Types

0
13
0
1

Year Published

2018
2018
2024
2024

Publication Types

Select...
8

Relationship

0
8

Authors

Journals

citations
Cited by 29 publications
(14 citation statements)
references
References 36 publications
0
13
0
1
Order By: Relevance
“…In light of these findings, the next goal of scientists has been to introduce new quinone-containing compounds by offering new opportunities for the development of selective agents in the treatment of cancer. Recent studies from our research group Yildirim et al, 2017) and that of Ferreira (Dias et al 2018), Ryu (Ryu, Song, Lee, Hong, Yoon, & Kim, 2010;Ryu, Yoon, Song, Im, Kim, & Kim, 2012), Tandon (Tandon, Maurya, Kumar, Rashid, & Panda, 2014;Tandon et al, 2010), and Valderrama (Valderrama, Ibacache, Rodriguez, Theoduloz, & Benites, 2011;Valderrama, Leiva, Rodriguez, Theoduloz, & Schmeda-Hirshmann, 2008) have shown that electrophilic character of 1,4-quinones can undergo with neutral and/or anionic nucleophiles in different conditions in versatile reactions, thus leading to various biologically active (hetero)cyclic quinone structures for their pharmacological properties. In this regard, as a result of the immense value of quinone compounds in organic and medicinal chemistry, 1,4-quinones have been studied for over a half-century as an important class of building blocks and still continue to attract considerable attention due to the broad range of synthetic and medicinal applications Johnson-Ajinwo et al, 2018;Pingaew et al, 2015;Ravichandiran, Kannan, Ramasubbu, Muthusubramanian, & Samuel, 2016;Ravichandiran, Subramaniyan, et al, 2019;Tandon & Kumar, 2013;Valderrama et al, 2016;Wellington, 2015).…”
Section: Introductionmentioning
confidence: 99%
“…In light of these findings, the next goal of scientists has been to introduce new quinone-containing compounds by offering new opportunities for the development of selective agents in the treatment of cancer. Recent studies from our research group Yildirim et al, 2017) and that of Ferreira (Dias et al 2018), Ryu (Ryu, Song, Lee, Hong, Yoon, & Kim, 2010;Ryu, Yoon, Song, Im, Kim, & Kim, 2012), Tandon (Tandon, Maurya, Kumar, Rashid, & Panda, 2014;Tandon et al, 2010), and Valderrama (Valderrama, Ibacache, Rodriguez, Theoduloz, & Benites, 2011;Valderrama, Leiva, Rodriguez, Theoduloz, & Schmeda-Hirshmann, 2008) have shown that electrophilic character of 1,4-quinones can undergo with neutral and/or anionic nucleophiles in different conditions in versatile reactions, thus leading to various biologically active (hetero)cyclic quinone structures for their pharmacological properties. In this regard, as a result of the immense value of quinone compounds in organic and medicinal chemistry, 1,4-quinones have been studied for over a half-century as an important class of building blocks and still continue to attract considerable attention due to the broad range of synthetic and medicinal applications Johnson-Ajinwo et al, 2018;Pingaew et al, 2015;Ravichandiran, Kannan, Ramasubbu, Muthusubramanian, & Samuel, 2016;Ravichandiran, Subramaniyan, et al, 2019;Tandon & Kumar, 2013;Valderrama et al, 2016;Wellington, 2015).…”
Section: Introductionmentioning
confidence: 99%
“…In addition, Tandon et al. reported the anticancer activity of phenylaminophenylthio‐1,4‐naphthoquinones (compound VIII) and their effective induction of apoptosis in cancer cells . However, a detailed evaluation of the cytotoxicity and anticancer activities of the phenylaminophenylthio‐1,4‐naphthoquinone core in human cancer cell lines has not yet been examined (Figure ).…”
Section: Introductionmentioning
confidence: 99%
“…In conclusion, in this study, the synthesis and characterization of mono-or bis-NHsubstituted-1,4-benzoquinones (3, 6, 9 and 12) have been reported. Compounds were prepared by the reaction of p-benzoquinone (1), 2,6-dichloro-1,4-benzoquinone (4), tetrachloro-1,4-benzoquinone (7) or 2-tertbutyl-1,4-benzoquinone (10), respectively, with amines (2-amino-5,6dimethylbenzothiazole (2), N-(3aminopropyl)-2-pipecoline (5), 4-tertbutylbenzylamine (8) or 4-fluoroaniline (11) at room temperature to reflux. The new synthesized compounds might have biological activities because of their quinoid skeleton.…”
Section: Resultsmentioning
confidence: 99%
“…Quinones are found in both natural and synthetic products (1)(2)(3). And, these compounds are important in many fields including medicinal chemistry, color chemistry, optical data storage, photoconductors, supercapacitors, coordination polymers (4)(5)(6)(7)(8)(9)(10).…”
Section: Introductionmentioning
confidence: 99%