LQFM184: A Novel Wide Ultraviolet Radiation Range Absorber Compound.
Journal
Photochemistry and photobiology
ISSN: 1751-1097
Titre abrégé: Photochem Photobiol
Pays: United States
ID NLM: 0376425
Informations de publication
Date de publication:
03 2021
03 2021
Historique:
revised:
29
09
2020
received:
26
06
2020
accepted:
21
10
2020
pubmed:
28
10
2020
medline:
7
10
2021
entrez:
27
10
2020
Statut:
ppublish
Résumé
The use of sunscreen has become an indispensable daily routine since UV radiation is a critical environmental stress factors for human skin. This study focused on the design, synthesis, thermal/chemical stability and efficacy/safety evaluations of a new heterocyclic derivative, namely LQFM184, as a photoprotective agent. The compound showed stability when submitted under oxidative and high-temperature conditions. It also revealed an absorption at 260-340 nm (UVA/UVB), with a main band at 298 nm and a shoulder close to 334 nm. LQFM184 showed capacity to interact with other existing UV filters, promoting an increase in the sun protection factor. In relation to acute toxicity, its estimated LD
Substances chimiques
Cosmetics
0
Sunscreening Agents
0
Banques de données
GENBANK
['S74017.1', 'CR542267.1', 'CR407645.1']
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
360-371Informations de copyright
© 2020 American Society for Photobiology.
Références
Ruszkiewicz, J. A., A. Pinkas, B. Ferrer, T. V. Peres, A. Tsatsakis and M. Aschner (2017) Neurotoxic effect of active ingredients in sunscreen products, a contemporary review. Toxicol. Rep. 4, 245-259.
Latha, M. S., J. Martis, V. Shobha, R. Sham Shinde, S. Bangera, B. Krishnankutty, S. Bellary, S. Varughese, P. Rao and B. R. Naveen Kumar (2013) Sunscreening agents: a review. J. Clin. Aesthet. Dermatol. 6, 16-26.
Sample, A. and Y.-Y. He (2018) Mechanisms and prevention of UV-induced melanoma. Photodermatol. Photoimmunol. Photomed. 34, 13-24.
Fioletov, V., J. B. Kerr and A. Fergusson (2010) The UV index: definition, distribution and factors affecting it. Can. J. Public Health 101, I5-9.
Deady, S., L. Sharp and H. Comber (2014) Increasing skin cancer incidence in young, affluent, urban populations: a challenge for prevention. Br. J. Dermatol. 171, 324-331.
Zhang, Q., X. Ma, M. Dzakpasu and X. C. Wang (2017) Evaluation of ecotoxicological effects of benzophenone UV filters: luminescent bacteria toxicity, genotoxicity and hormonal activity. Ecotoxicol. Environ. Saf. 142, 338-347.
Vela-Soria, F., I. Jiménez-Díaz, R. Rodríguez-Gómez, A. Zafra-Gómez, O. Ballesteros, A. Navalón, J. L. Vílchez, M. F. Fernández and N. Olea (2011) Determination of benzophenones in human placental tissue samples by liquid chromatography-tandem mass spectrometry. Talanta 85, 1848-1855.
Herzog, B., D. Hüglin, E. Borsos, A. Stehlin and H. Luther (2004) New UV absorbers for cosmetic sunscreens - a breakthrough for the photoprotection of human skin. Chimia 58, 554-559.
Wang, S. Q., P. R. Tanner, H. W. Lim and J. F. Nash (2013) The evolution of sunscreen products in the United States - a 12-year cross sectional study. Photochem. Photobiol. Sci. 12, 197-202.
Couteau, C., E. Paparis, C. Chauvet and L. Coiffard (2015) Tris-biphenyl triazine, a new ultraviolet filter studied in terms of photoprotective efficacy. Int. J. Pharm. 487, 120-123.
Hüglin, D. (2016) Advanced UV absorbers for the protection of human skin. Chimia 70, 496-501.
Vinhal, D. C., R. I. de Ávila, M. S. Vieira, R. M. Luzin, M. P. Quintino, L. M. Nunes, A. C. C. Ribeiro, H. S. de Camargo, A. C. Pinto, H. M. dos Santos Júnior, B. G. Chiari, V. Isaac, M. C. Valadares, T. D. Martins, L. M. Lião, E. de S. Gil and R. Menegatti (2016) Photoprotective effect and acute oral systemic toxicity evaluation of the novel heterocyclic compound LQFM048. J. Photochem. Photobiol. B. 161, 50-58.
(a)deÁvila, R. I., M. de Sousa Vieira, M. P. N. Gaeti, L. C. Moreira, L. de Brito Rodrigues, G. A. R. de Oliveira, A. C. Batista, D. C. Vinhal, R. Menegatti and M. C. Valadares (2017) Toxicity evaluation of the photoprotective compound LQFM048: eye irritation, skin toxicity and genotoxic endpoints. Toxicology 376, 83-93. (b) M.N. Gomes, C.M.A. de Oliveira, C.F.D. Garrote, V. de Oliveira, R. Menegatti, Condensation of Ethyl Cyanoacetate with Aromatic Aldehydes in Water, Catalyzed by Morpholine, Synth Commun, 41 (2010) 52-57.
Xin, X., D. Xiang, J. Yang, Q. Zhang, F. Zhou and D. Dong (2013) Homogeneous and stereoselective copper(II)-catalyzed monohydration of methylenemalononitriles to 2-cyanoacrylamides. J. Org. Chem. 78, 11956-11961.
Lewellyn, K., D. Bialonska, N. D. Chaurasiya, B. L. Tekwani and J. K. Zjawiony (2012) Synthesis and evaluation of aplysinopsin analogs as inhibitors of human monoamine oxidase A and B. Bioorg. Med. Chem. Lett. 22, 4926-4929.
Menicagli, R., S. Samaritani, G. Signore, F. Vaglini and L. Dalla Via (2004) In vitro cytotoxic activities of 2-alkyl-4,6-diheteroalkyl-1,3,5-triazines: new molecules in anticancer research. J. Med. Chem. 47, 4649-4652.
Duan, H., L. Wang, D. Qin, X. Li, S. Wang and Y. Zhang (2011) Synthesis and characterization of some new star-shaped polydentate ligands from 2,4,6-trichloro-1,3,5-triazine. Synth. Commun. 41, 380-384.
Corrêa, M. A. (2012) Cosmetologia, in, Medfarma. pp. 492.
Kale, S., P. Ghoge, A. Ansari, A. Waje and A. Sonawane (2010) Formulation and in-vitro determination of sun protection factor of Nigella sativa Linn. seed oil sunscreen cream. Int. J. Pharm. Tech. Res. 2, 2194-2197.
Duraisamy, A., N. Narayanaswamy, A. Sebastian and K. P. Balakrishnan (2011) Sun protection and anti-inflammatory activities of some medicinal plants. Int. J. Res. Cosm. Sci. 1, 13-16.
Borenfreund, E. and J. A. Puerner (1985) A simple quantitative procedure using monolayer cultures for cytotoxicity assays. [HTD/NR-90] J. Tissue. Cult. Methods 9, 7-9.
ICCVAM (2006) Test Method Evaluation Report (TIMER): In vitro Cytotoxicity Test Methods for Estimating Starting Doses for Acute Oral Systemic Toxicity Test. NIH publication no. 07-4519. National Institute for Environmental Health Sciences, Research Triangle Park, NC.
Vieira, M. de S., V. de Oliveira, E. M. Lima, M. J. Kato and M. C. Valadares (2011) In vitro basal cytotoxicity assay applied to estimate acute oral systemic toxicity of grandisin and its major metabolite. Exp. Toxicol. Pathol. 63, 505-510.
OECD (2002) Test No., 423: acute oral toxicity - acute toxic class method.
OECD (2018) Test No. 442E: In vitro Skin Sensitisation Assays Addressing the Key Event on Activation of Dendritic Cells on the Adverse Outcome Pathway for Skin Sensitisation. OECD Publishing, Paris.
OECD (2017) Test No. 437: bovine corneal opacity and permeability test method for identifying i) chemicals inducing serious eye damage and ii) chemicals not requiring classification for eye irritation or serious eye damage.
Oliveira, G. A. R., R. do N. Ducas, G. C. Teixeira, A. C. Batista, D. P. Oliveira and M. C. Valadares (2015) Short time exposure (STE) test in conjunction with bovine corneal opacity and permeability (BCOP) assay including histopathology to evaluate correspondence with the Globally Harmonized System (GHS) eye irritation classification of textile dyes. Toxicol. In Vitro 29, 1283-1288.
Corsini, E., V. Galbiati, M. Mitjans, C. L. Galli and M. Marinovich (2013) NCTC 2544 and IL-18 production: a tool for the identification of contact allergens. Toxicol. In Vitro 27, 1127-1134.
OECD (2018) Test No. 442E: in vitro skin sensitisation.
OECD (2004) Test No. 432: in vitro 3T3 NRU phototoxicity test.
Rodrigues, S. E., A. E. H. Machado, M. Berardi, A. S. Ito, L. M. Almeida, M. J. Santana, L. M. Liao, N. M. Barbosa Neto and P. J. Gonçalves (2015) Investigation of protonation effects on the electronic and structural properties of halogenated sulfonated porphyrins. J. Mol. Struct. 1084, 284-293.
Alonso, L., R. N. Sampaio, T. F. M. Souza, R. C. Silva, N. M. B. Neto, A. O. Ribeiro, A. Alonso and P. J. Gonçalves (2016) Photodynamic evaluation of tetracarboxy-phthalocyanines in model systems. J. Photochem. Photobiol. B 161, 100-107.
Matts, P. J., V. Alard, M. W. Brown, L. Ferrero, H. Gers-Barlag, N. Issachar, D. Moyal and R. Wolber (2010) The COLIPA in vitro UVA method: a standard and reproducible measure of sunscreen UVA protection. Int. J. Cosmet. Sci. 32, 35-46.
ICCVAM (2001) Guidance Document on Using In Vitro Data to Estimate In Vivo Starting Doses for Acute Toxicity. NIH Publication no. 01-4500. National Institute for Environmental Health Sciences, Research Triangle Park, NC.
van der Veen, J. W., T. E. Pronk, H. van Loveren and J. Ezendam (2013) Applicability of a keratinocyte gene signature to predict skin sensitizing potential. Toxicol. In Vitro 27, 314-322.
Bauch, C., S. N. Kolle, T. Ramirez, T. Eltze, E. Fabian, A. Mehling, W. Teubner, B. van Ravenzwaay and R. Landsiedel (2012) Putting the parts together: combining in vitro methods to test for skin sensitizing potentials. Regul. Toxicol. Pharmacol. 63, 489-504.