Document
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University of Namibia, UNAM
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type: BFO_0000020
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type: Thing
type: Grant
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funding vehicle for: Differential proliferation effect of the newly synthesized valine, tyrosine and tryptophan–naphthoquinones in immortal and tumorigenic cervical cell lines

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individual
rights: termsOfUse
date: 2026-08-27T12:49:05
publisher: vivo
type: Document
label: RDF description of Differential proliferation effect of the newly synthesized valine, tyrosine and tryptophan–naphthoquinones in immortal and tumorigenic cervical cell lines - http://orbis.uaslp.mx/vivo/individual/scopus6476

Article
type: Class

Molecules
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type: Generically Dependent Continuant
type: Document
type: Information Content Entity
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type: Collection
type: Thing
publication venue for: Differential proliferation effect of the newly synthesized valine, tyrosine and tryptophan–naphthoquinones in immortal and tumorigenic cervical cell lines
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type: Journal

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Differential proliferation effect of the newly synthesized valine, tyrosine and tryptophan–naphthoquinones in immortal and tumorigenic cervical cell lines
related by: authorship_42098
type: Continuant
type: Document
crisid: 6477
related by: authorship_42099
doi: 10.3390/molecules25092058
estado: published
related by: authorship_42102
type: Entity
most specific type: Document
type: Article
has funding vehicle: 304251, 589994, CB-2013-01-220844
related by: authorship_42101
type: Thing
freetext keyword: Alternative methods; Amino acids; Anticancer; Microwave; Naphthoquinone; Ultrasound
origen: scopus
date time value: article date 6477
related by: authorship_42103
most specific type: Article
artnum: 2058
volume: 25
pmid: 32354078
accesstype: All Open Access, Gold, Green
type: Information Content Entity
related by: authorship_42104
e iscopus: 2-s2.0-85084245998
related by: authorship_42097
has funding vehicle: University of Namibia, UNAM
issue: 9
type: Generically Dependent Continuant
related by: authorship_42096
has publication venue: Molecules
abstract: We previously showed that microwave assisted synthesis is the best method for the synthesis of naphthoquinone amino acid and chloride-naphthoquinone amino acid derivatives by a complete evaluation of reaction conditions such as stoichiometry, bases, and pH influence. Following the same strategy, we synthesized chloride and non-chloride tyrosine, valine, and tryptophan-naphthoquinones achieving 85–95%25, 80–92%25, and 91–95%25 yields, respectively. The cyclic voltammetry profiles showed that both series of naphthoquinone amino acid derivatives mainly display one redox reaction process. Overall, chloride naphthoquinone amino acid derivatives exhibited redox potential values (E1/2) more positive than non-chloride compounds. The six newly synthesized compounds were tested in HPV positive and negative as well as in immortal and tumorigenic cell lines to observe the effects in different cellular context simulating precancerous and cancerous status. A dose-response was achieved to determine the IC50 of six newly synthesized compounds in SiHa (Tumorigenic and HPV16 positive), CaLo (Tumorigenic and HPV18 positive), C33-A (Tumorigenic and HPV negative) and HaCaT (Keratinocytes immortal HPV negative) cell lines. Non-chloride tryptophan-naphthoquinone (3c) and chloride tyrosine-naphthoquine (4a) effects were more potent in tumorigenic SiHa, CaLo, and C33-A cells with respect to non-tumorigenic HaCaT cells. Interestingly, there seems to be a differential effect in non-chloride and chloride naphthoquinone amino acid derivatives in tumorigenic versus non tumorigenic cells. Considering all naphthoquinone amino acid derivatives that our group synthesized, it seems that hydrophobic and aromatic amino acids have the greatest effect on cell proliferation inhibition. These results show promising compounds for cervical cancer treatment. © 2020 by the authors.
related by: authorship_42100
related by: authorship_42105

304251, 589994, CB-2013-01-220844
type: Relationship
type: BFO_0000020
type: Entity
type: Thing
type: Grant
type: Continuant
funding vehicle for: Differential proliferation effect of the newly synthesized valine, tyrosine and tryptophan–naphthoquinones in immortal and tumorigenic cervical cell lines