Rosmarinic and Cinnamic Acid Derivatives of in vitro Tissue Culture of Plectranthus ornatus: Overproduction and Correlation with Antioxidant Activities

Medrado, Hector Hugo S.; Santos, Edlene O. dos; Ribeiro, Erika M. O.; David, Jorge M.; David, Juceni P.; Araújo, José Fernando; Vale, Ademir Evangelista do; Bellintani, Moema Cortizo; Brandão, Hugo Neves; Meira, Paloma R.

doi:10.21577/0103-5053.20160300

Cited by 8 publications

(5 citation statements)

References 6 publications

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“…From a strict chemical point of view, RA is a caffeic acid and dihydrophenyllactic acid ester; however, biologically, its biosynthetic precursors are p -coumaric acid and p -hydroxyphenyllactic acid, respectively (Figure 1b). RA has been identified as one of the main bioactive compounds in many Lamiaceae from the Nepetoideae subfamily [8], and beside P. scutellarioides other Plectranthus species have been described for their accumulation of RA such as P. barbatus [9,10,11,12], P. vericallatus [9,12], P. madagascarensis [12,13], P. ecklonii [9], P. fructicosus [9], P. lanuginosus [9], P. hadiensis [12], P. neochilus [12], P. amboinicus [14], or P. ornatus [15]. These studies focusing on the biological activities associated with the presence of RA in the extracts obtained from these Plectranthus species or comparison of RA content variation among some of these species.…”

Section: Introductionmentioning

confidence: 99%

Green Ultrasound Assisted Extraction of trans Rosmarinic Acid from Plectranthus scutellarioides (L.) R.Br. Leaves

Tungmunnithum

Garros

Drouet

et al. 2019

Plants

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Painted nettle (Plectranthus scutellarioides (L.) R.Br.) is an ornamental plant belonging to Lamiaceae family, native of Asia. Its leaves constitute one of the richest sources of trans-rosmarinic acid, a well-known antioxidant and antimicrobial phenolic compound. These biological activities attract interest from the cosmetic industry and the demand for the development of green sustainable extraction processes. Here, we report on the optimization and validation of an ultrasound-assisted extraction (USAE) method using ethanol as solvent. Following preliminary single factor experiments, the identified limiting extraction parameters (i.e., ultrasound frequency, extraction duration, and ethanol concentration) were further optimized using a full factorial design approach. The method was then validated following the recommendations of the association of analytical communities (AOAC) to ensure the precision and accuracy of the method used to quantify trans-rosmarinic acid. Highest trans-rosmarinic acid content was obtained using pure ethanol as extraction solvent following a 45-minute extraction in an ultrasound bath operating at an ultrasound frequency of 30 kHz. The antioxidant (in vitro radical scavenging activity) and antimicrobial (directed toward Staphylococcus aureus ACTT6538) activities were significantly correlated with the trans-rosmarinic acid concentration of the extract evidencing that these key biological activities were retained following the extraction using this validated method. Under these conditions, 110.8 mg/g DW of trans-rosmarinic acid were extracted from lyophilized P. scutellarioides leaves as starting material evidencing the great potential of this renewable material for cosmetic applications. Comparison to other classical extraction methods evidenced a clear benefit of the present USAE method both in terms of yield and extraction duration.

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Section: Introductionmentioning

confidence: 99%

Green Ultrasound Assisted Extraction of trans Rosmarinic Acid from Plectranthus scutellarioides (L.) R.Br. Leaves

Tungmunnithum

Garros

Drouet

et al. 2019

Plants

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“…Medrado et al [39], studying the relationship between different culture types, chemical composition, and antioxidant activity of P. ornatus, demonstrated that cultures with higher caffeic acid content showed better DPPH inhibition responses, with IC 50 between 26 and 39.7 µg/mL; ethyl acetate fractions from quercetin-rich P. amboinicus leaves, on the other hand, showed moderate DPPH sequestering activity, with IC 50 ranging from 124 to The structure of phenolic compounds is directly related to their ability to scavenge free radicals and chelate metals by donating hydrogen or electrons, which is influenced by the number of hydroxyl groups and their positions in relation to the carboxyl group, chain saturation, glycosylation, and the presence of substituents on the rings. Furthermore, glycosylated phenolics exhibit weaker antioxidant activity than the corresponding aglycones; however, they are more bioavailable, which increases their antioxidant potency [41].…”

Section: Antioxidant Activitymentioning

confidence: 99%

Section: Antioxidant Activitymentioning

confidence: 99%

HPLC/DAD, Antibacterial and Antioxidant Activities of Plectranthus Species (Lamiaceae) Combined with the Chemometric Calculations

et al. 2021

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The increase in antibiotic resistance and the emergence of new bacterial infections have intensified the research for natural products from plants with associated therapy. This study aimed to verify the antibacterial and antioxidant activity of crude extracts of the genus Plectranthus species, being the first report on the modulation of aminoglycosides antibiotic activity by Plectranthus amboinicus extracts. The chemical composition was obtained by chemical prospecting and High-Performance Liquid Chromatography with diode arrangement detector (HPLC/DAD). The antibacterial activities of the extracts alone or in association with aminoglycosides were analyzed using the microdilution test. The antioxidant activity was evaluated by 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging. The phytochemical prospection allowed the flavonoids, saponins, tannins and triterpenoids to be identified. Quercetin, rutin, gallic acid, chlorogenic acid, caffeic acid, catechin, kaempferol, glycosylated kaempferol, quercitrin, and isoquercitrin were identified and quantified. The principal component analysis (PCA) observed the influence of flavonoids and phenolic acids from Plectranthus species on studied activities. Phytochemical tests with the extracts indicated, especially, the presence of flavonoids, confirmed by quantitative analysis by HPLC. The results revealed antibacterial activities, and synergistic effects combined with aminoglycosides, as well as antioxidant potential, especially for P. ornatus species, with IC50 of 32.21 µg/mL. Multivariate analyzes show that the inclusion of data from the antioxidant and antibacterial activity suggests that the antioxidant effect of these species presents a significant contribution to the synergistic effect of phytoconstituents, especially based on the flavonoid contents. The results of this study suggest the antibacterial activity of Plectranthus extracts, as well as their potential in modifying the resistance of the analyzed aminoglycosides.

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“…Pharmacological studies of P. ornatus have shown its antibiotic, anti-in ammatory, antioxidant, and cytotoxic effects on leukemia and lung cancer cells (Sitarek et al, 2022). The P. ornatus extract has also shown antioxidant capacity, mainly associated with compounds such as rosmarinic, caffeic, and o-hydroxycinnamic acids (Medrado et al, 2016).…”

Section: Introductionmentioning

confidence: 99%

Biodynamic Substrate for the Optimization of Biomass and Constitution of Metabolites of Plectranthus Ornatus

Suárez-Barreiro¹,

Romero²,

Velásquez³

et al. 2023

Preprint

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The Plectranthus ornatus Codd. (also known as acetaminofem and boldo) has been found to have various pharmaceutical uses, including insecticidal properties. The metabolite composition of P. ornatus varies depending on soil and climatic conditions. The objective of this study was to optimize the growth and metabolite composition of P. ornatus (N = 72) through biodynamic substrate cultivation in Machetá-Cundinamarca, Colombia, located at 1850 masl, over a period of 60 days. Four different substrates were tested: sandy, vermicompost, horse manure, and biodynamic substrate, with the aim of identifying significant differences that would indicate optimization.The study evaluated root growth, plant material growth, and relative metabolite amounts (%) present in an ethanolic extract obtained under the same conditions. Additionally, the volatile fraction was identified using HS-SPME/GC-MS, and soil analysis was performed. The results showed that the plants grown in the biodynamic substrate had the highest growth in plant material and root (p < 0.05), while the plants grown in the sandy substrate had the highest concentration of volatile fraction in the extract. Furthermore, the plants grown in the biodynamic substrate exhibited greater vitality, and the physicochemical/microbiological composition of this substrate at the end of the trial showed a higher concentration of nutrients required for aromatics cultivation and a higher concentration of nitrogen-fixing bacteria.In conclusion, this study suggests that in the long term, the biodynamic substrate may be more efficient in obtaining metabolites of pharmaceutical interest, and a combination with sandy substrate should be considered for optimal results.

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Rosmarinic and Cinnamic Acid Derivatives of in vitro Tissue Culture of Plectranthus ornatus: Overproduction and Correlation with Antioxidant Activities

Abstract: , respectively). At concentration higher than 10 µg mL -1 of rosmarinic acid it was not observed the correlation with AA, suggesting some other anti-oxidant mechanism acting.

Cited by 8 publications

References 6 publications

Green Ultrasound Assisted Extraction of trans Rosmarinic Acid from Plectranthus scutellarioides (L.) R.Br. Leaves

Green Ultrasound Assisted Extraction of trans Rosmarinic Acid from Plectranthus scutellarioides (L.) R.Br. Leaves

HPLC/DAD, Antibacterial and Antioxidant Activities of Plectranthus Species (Lamiaceae) Combined with the Chemometric Calculations

Biodynamic Substrate for the Optimization of Biomass and Constitution of Metabolites of Plectranthus Ornatus

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