Bioactive dicaffeoylquinic acid derivatives from the root extract of Calea urticifolia

Mijangos-Ramos, Ivan Felipe; Zapata-Estrella, Hiatzy E.; Ruiz-Vargas, Javier A.; Escalante‐Erosa, Fabiola; Gómez-Ojeda, Noemi; García‐Sosa, Karlina; Cechinel‐Filho, Valdir; Meira-Quintão, Nara Lins; Peña‐Rodríguez, Luis M.

doi:10.1016/j.bjp.2018.01.010

Cited by 28 publications

(15 citation statements)

References 28 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Some of the identified compounds including quinic acid, apigenin, apigenin-7-O-glucoside, kaempferol, and dicaffeoylquinic acid are common to members of the Echinops genus and Asteraceae family [6]. Several studies documented on biological activities (including antimicrobial and antiproliferative properties) of organic acids (succinic and dihydrobenzoic acids) [33][34][35][36] and phenolic compounds (cinnamic acid derivatives, quinic acid and derivatives) [37][38][39][40][41][42] identified in the present work. The flavonoids identified are not to be outdone.…”

Section: Discussionmentioning

confidence: 99%

In Vitro Antibacterial and Antiproliferative Potential of Echinops lanceolatus Mattf. (Asteraceae) and Identification of Potential Bioactive Compounds

Seukep

Zhang

et al. 2020

Pharmaceuticals

View full text Add to dashboard Cite

Many species belonging to the genus Echinops are widely used in traditional medicine to treat infectious diseases and cancers. The present study aimed to evaluate the antibacterial and antiproliferative properties of Echinops lanceolatus Mattf. (Asteraceae). The activity of the methanolic extract and subsequent partition fractions was investigated against drug-resistant bacteria (Gram-negative and Gram-positive) and human tumor cell lines using broth microdilution and sulforhodamine B (SRB) assay, respectively. Our findings revealed weak to moderate antibacterial activities of tested extracts, with the recorded minimal inhibitory concentrations ranging from 256 to 1024 µg/mL. The ethyl acetate fraction (EL-EA) was found to be the most effective. Likewise, that fraction displayed strong antiproliferative potential with recorded IC50 of 8.27 µg/mL and 28.27 µg/mL on A549 and HeLa cells, respectively. An analysis based on the ultra-performance liquid chromatography–electrospray ionization tandem mass spectrometry (UPLC–ESI–MS/MS) of the EL-EA fraction allowed the identification of 32 compounds, of which quinic acid and derivatives, cinnamic acid derivatives, dihydrokaempferol, naringenin-7-O-glucoside, apigenin-7-O-d-glucoside, naringin, apigenin, rhoifolin, coniferyl aldehyde, and secoisolariciresinol are well-known compounds of biological importance. This study is first to report on the biological activity and phytochemical profile of E. lanceolatus. We provide a baseline to consider E. lanceolatus as a valuable source of anti-infective and antiproliferative agents.

show abstract

Section: Discussionmentioning

confidence: 99%

In Vitro Antibacterial and Antiproliferative Potential of Echinops lanceolatus Mattf. (Asteraceae) and Identification of Potential Bioactive Compounds

Seukep

Zhang

et al. 2020

Pharmaceuticals

View full text Add to dashboard Cite

show abstract

“…In the event of a biliary effusion, a gargle can be made from an infusion of the plant to provoke vomiting [ 8 ]. Some compounds isolated from the roots are thymol, 3-methyl-4-isopropylphenol, and derivatives of dicaffeoylquinic acid [ 9 ]. From the leaves, germacranolides; calealactones A, B, and C; 2, 3-epoxycalealactone A [ 10 ]; and the flavonoid acacetin [ 11 ] have been isolated.…”

Section: Introductionmentioning

confidence: 99%

Hypoglycemic Effect of Calea urticifolia (Mill.) DC.

Andrade‐Cetto

Espinoza-Hernández

Mata-Torres

2021

Evidence-Based Complementary and Alternative Medicine

View full text Add to dashboard Cite

The onset of type 2 diabetes (T2D) is a consequence of the progressive loss of adequate β-cell insulin secretion, which frequently occurs under a background of insulin resistance. Currently, nearly 13 million Mexicans are living with diabetes. Moreover, due to poor socioeconomic conditions and the cultural idiosyncrasies of the Mexican population, the use of medicinal plants to treat T2D is a common practice in Mexico. In the Mexican state of Hidalgo, we found the traditional use of Calea urticifolia (CU) to treat this disease. To treat T2D, people drink an infusion made from the aerial part of the plant throughout the day. With the aim of investigating whether the infusion at a traditional dose produces a hypoglycemic effect in either the fasting or postprandial state, we measured the effect of the infusion in a hyperglycemic animal model (rats administered streptozotocin (STZ) and nicotinamide (NZ)) by conducting a glucose tolerance test and constructing a blood-glucose curve. We then analyzed whether the observed effect was related to the inhibition of glucose absorption in the gut or the inhibition of hepatic glucose output (HGO) in vivo and in vitro. Furthermore, we confirmed our findings by identifying the potential targets of the infusion via a network pharmacology analysis. Through high-performance liquid chromatography (HPLC) and thin layer chromatography (TLC), we detected a number of compounds in the extract and identified two of them. The plant extract produced a highly significant hypoglycemic effect under fasting conditions and a weak hypoglycemic effect following glucose or sucrose challenge. Although the plant extract blocked only 20% of the alpha-glucosidase enzyme activity in vitro, in the pyruvate tolerance test (which measures the liberation of hepatic glucose), it significantly reduced glucose levels. Furthermore, in vitro, the extract diminished the activity of the glucose-6-phosphatase complex by 90%. In addition, by conducting TLC, we detected the presence of chlorogenic acid and rutin, which have been reported to block HGO. The results presented here provide evidence of the hypoglycemic effect of the traditionally used C. urticifolia extract and demonstrate that this effect is associated with both a reduction in glucose synthesis via gluconeogenesis due to the phytochemical composition of the extract and a slight blockage of glucose absorption in the gut.

show abstract

“…Based on the antioxidant effect, Segovia et al [ 41 ] described the role of avocado seed extract as an additive to protect oil mixtures from oxidation. The presence of quinic acid derivatives in the extract also contributed to validating the antioxidant activity and, therefore, highlighted the beneficial properties of this residue as food ingredients for industrial use [ 42 ]. Table 5 presents the compounds tentatively identified in the extracts in negative mode.…”

Section: Resultsmentioning

confidence: 99%

Phytochemicals of Avocado Residues as Potential Acetylcholinesterase Inhibitors, Antioxidants, and Neuroprotective Agents

et al. 2022

View full text Add to dashboard Cite

Avocado (Persea americana) is a widely consumed fruit and a rich source of nutrients and phytochemicals. Its industrial processing generates peels and seeds which represent 30% of the fruit. Environmental issues related to these wastes are rapidly increasing and likely to double, according to expected avocado production. Therefore, this work aimed to evaluate the potential of hexane and ethanolic peel (PEL-H, PEL-ET) and seed (SED-H, SED-ET) extracts from avocado as sources of neuroprotective compounds. Minerals, total phenol (TPC), total flavonoid (TF), and lipid contents were determined by absorption spectroscopy and gas chromatography. In addition, phytochemicals were putatively identified by paper spray mass spectrometry (PSMS). The extracts were good sources of Ca, Mg, Fe, Zn, ω-6 linoleic acid, and flavonoids. Moreover, fifty-five metabolites were detected in the extracts, consisting mainly of phenolic acids, flavonoids, and alkaloids. The in vitro antioxidant capacity (FRAP and DPPH), acetylcholinesterase inhibition, and in vivo neuroprotective capacity were evaluated. PEL-ET was the best acetylcholinesterase inhibitor, with no significant difference (p > 0.05) compared to the control eserine, and it showed neither preventive nor regenerative effect in the neuroprotection assay. SED-ET demonstrated a significant protective effect compared to the control, suggesting neuroprotection against rotenone-induced neurological damage.

show abstract

Bioactive dicaffeoylquinic acid derivatives from the root extract of Calea urticifolia

Cited by 28 publications

References 28 publications

In Vitro Antibacterial and Antiproliferative Potential of Echinops lanceolatus Mattf. (Asteraceae) and Identification of Potential Bioactive Compounds

In Vitro Antibacterial and Antiproliferative Potential of Echinops lanceolatus Mattf. (Asteraceae) and Identification of Potential Bioactive Compounds

Hypoglycemic Effect of Calea urticifolia (Mill.) DC.

Phytochemicals of Avocado Residues as Potential Acetylcholinesterase Inhibitors, Antioxidants, and Neuroprotective Agents

Contact Info

Product

Resources

About