Isolation and Identification of an Antimutagenic Phthalate Derivative Compound from Octopus (&lt;i&gt;Paraoctopus limaculatus&lt;/i&gt;)

Cruz-ramírez, Susana-gabriela; López-Saiz, Carmen María; Plascencia‐Jatomea, Maribel; Machi-Lara, Lorena; Rocha-Alonzo, Fernando; Márquez‐Ríos, Enrique; Burgos‐Hernández, Armando

doi:10.4314/tjpr.v14i7.19

Cited by 10 publications

(5 citation statements)

References 26 publications

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“…However, the amount of this compound was too small that no 13 C-NMR signals could be determined. Similar results have been reported (Cruz-Ramírez et al, 2015;García-Romo et al, 2018;López-Saiz et al, 2014) also suggesting the presence of DOP.…”

Section: Establishment Of Association Between Structural Aspects and supporting

confidence: 90%

Antioxidant, antihemolysis, and retinoprotective potentials of bioactive lipidic compounds from wild shrimp (Litopenaeus stylirostris) muscle

García-Romo

Noguera-Artiaga

Gálvez-Iriqui

et al. 2020

CyTA - Journal of Food

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The oxidative stress damage on cells is an example of roles in the pathogenesis of different degenerative diseases and the search of compounds that can slow this oxidation is continuous. The aim of this work was to obtain bioactive fractions from wild shrimp (Litopenaeus stylirostris) muscle, in order to evaluate their protective capacity and chemo-structurally characterize them. ABTS and DPPH, and FRAP assays suggested that bioactive fractions possess free radical-scavenging capacity, and reducing power, respectively. An inhibitory effect observed on AAPH-induced hemolysis and results from an H 2 O 2-derived radicals-scavenging assay (retinoprotective) suggest that these fractions can exert their protective activity in human cells. UV-Vis, fluorescence, 13 C-, 1 H-NMR, and ESI-MS studies performed on the most bioactive fraction, suggests that their main components are eicosapentaenoic acid, dioctyl phthalate, and a possibly novel indolocarbazole alkaloid derivative. These results suggest that these compounds are good candidates to further investigations as possible chemoprotective agents. Potencial antioxidante, antihemólisis y retinoprotectorr de compuestos lipídicos bioactivos provenientes del músculo del camarón salvaje (Litopenaeus stylirostris) RESUMEN El daño por estrés oxidativo sufrido por las células es un ejemplo de roles en la patogénesis de diferentes enfermedades degenerativas, por lo que la búsqueda de compuestos que retrasen dicha oxidación es continua. Este trabajo tuvo por objetivo obtener fracciones bioactivas del músculo de camarón salvaje (Litopenaeus stylirostris), con la finalidad de evaluar su capacidad protectora y de realizar su caracterización quimioestructural. Los ensayos ABTS-DPPH y FRAP indicaron que las fracciones bioactivas poseen capacidad de eliminación de radicales libres y poder reductor, respectivamente. La hemólisis inducida por AAPH permite observar un efecto inhibitorio. Los resultados procedentes de un ensayo de eliminación de radicales derivados de H 2 O 2 (retinoprotector), sugieren que estas fracciones pueden ejercer actividad protectora en células humanas. Los estudios de UV-Vis, fluorescencia, 13 C-, 1 H-NMR y ESI-MS aplicados a la fracción más bioactiva mostraron que sus componentes principales son ácido eicosapentaenoico, ftalato de dioctilo y un derivado de alcaloide de indolocarbazol posiblemente nuevo. Tales resultados insinúan que estos compuestos son buenos candidatos para que futuras investigaciones los evalúen como posibles agentes quimioprotectores.

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Section: Establishment Of Association Between Structural Aspects and supporting

confidence: 90%

Antioxidant, antihemolysis, and retinoprotective potentials of bioactive lipidic compounds from wild shrimp (Litopenaeus stylirostris) muscle

García-Romo

Noguera-Artiaga

Gálvez-Iriqui

et al. 2020

CyTA - Journal of Food

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“…1) is a phytochemical reported rarely from higher plants. BIP was found to act as a concentration dependent, non-competitive inhibitory activity against α-glucosidase [16,17] , antimutagenic [18,19] , cytotoxic [20] , antifungal [21] and antibacterial [19] activity. However, the information about the interaction of BIP in the catalytic active pocket of α-glucosidase is scanty or limited.…”

mentioning

confidence: 99%

Optimization of Glipizide Floating Matrix Tablet Using Simplex Lattice Design

Patel¹,

Shaikh²,

Patel³

et al. 2021

ijps

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Recent epidemiological studies suggest that postprandial hyperglycemia is an independent risk factor for cardiovascular disease. A human's high carbohydrate diet majorly consists of a high carbohydrate diet and α-glucosidase is a glucosidase located in the brush border of the small intestine is involved in glycosidic cleavage of starch at α-glycosidic bonds. α-glucosidase inhibitors are a unique class of anti-diabetic drugs particularly useful in individuals with a high carbohydrate diet. α-glucosidase inhibitors works by competitively inhibiting the enzyme α-glucosidase at the brush border of the small intestines, thus delaying the digestion of complex carbohydrate and intestinal absorption of glucose. Hence, in the present study, the α-glucosidase inhibition activity of butyl isobutyl phthalate isolated from chloroform fraction of Rubus steudneri leaves investigated and its possible mechanism of action ascertained in silico. The compound was found to exhibit concentration-dependent inhibition of α-glucosidase with half-maximal inhibitory concentration value of 10.68 g/ml. The results of in vitro α-glucosidase inhibition assay for butyl isobutyl phthalate were promising and substantiated by molecular docking and molecular dynamics studies.

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“…These antimutagenic compounds extracted with chloroform from octopus, were identified as butyl isobutyl phthalate derivatives (Cruz-Ramírez et al, 2015). Based on the above, the aim of this study was to assess the antimutagenic, antiproliferative, and antioxidant activities exerted by compounds in fractions from octopus.…”

Section: Introductionmentioning

confidence: 99%

Antimutagenic, antiproliferative, and antioxidant effect of extracts obtained from octopus (Paraoctopus limaculatus)

Cruz-ramírez¹,

López-Saiz²,

Rosas‐Burgos³

et al. 2015

Food Sci. Technol (Campinas)

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The search for chemopreventive/chemoprotective compounds in marine organism has been extensively reported; however, the presence of these compounds in octopus has been incipiently explored. In this research, the antimutagenic, antiproliferative, and antioxidant potential of three crude extracts (methanolic, acetonic, and hexanic) from Paroctopus limaculatus was investigated. Antimutagenic activity against aflatoxin B 1 (AFB 1 ) was evaluated through the Ames test using Salmonella typhimurium tester strains TA98 and 100. Antiproliferative activity was assessed using the standard MTT (3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2-H-tetrazolium bromide) assay on M12.C3.F6 murine cell line. Antioxidant activity was assessed using the DPPH (2,2-diphenyl-1-picrylhydrazyl) and ABTS (2,2′-Azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) methods. Hexanic extract showed the highest antimutagenic and antiproliverative activities inhibiting 80 and 43% of mutagenicity induced by AFB 1 for TA98 and TA100, respectively, and showing a high antiproliferative activity at 200 and 100 µg/mL. However, when the antioxidant activity was evaluated at a concentration of 50 mg/mL, the methanolic fraction exerted inhibition of 98 and 96 % ABTS and DPPH radicals, respectively. RP-HPLC and 1 H-RMN analyses suggested the presence of double bonds with extended conjugation and oxygenated compounds such as alcohols, esters, ethers or ketones. These results suggested that hexanic and methanolic extract form octopus contained compounds with chemoprotective and antioxidant properties.Keywords: octopus; biological activity; chemopreventive.Practical Application: Octopus fractions can be used as potential chemopreventive and antioxidant compounds.

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Isolation and Identification of an Antimutagenic Phthalate Derivative Compound from Octopus (<i>Paraoctopus limaculatus</i>)

Abstract: Purpose: To isolate and evaluate the antimutagenic properties of compounds previously identified in octopus (Paraoctopus limaculatus

Cited by 10 publications

References 26 publications

Antioxidant, antihemolysis, and retinoprotective potentials of bioactive lipidic compounds from wild shrimp (Litopenaeus stylirostris) muscle

Antioxidant, antihemolysis, and retinoprotective potentials of bioactive lipidic compounds from wild shrimp (Litopenaeus stylirostris) muscle

Optimization of Glipizide Floating Matrix Tablet Using Simplex Lattice Design

Antimutagenic, antiproliferative, and antioxidant effect of extracts obtained from octopus (Paraoctopus limaculatus)

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