Valuable medicinal plants and resins: Commercial phytochemicals with bioactive properties

Hérnández-Vázquez, Liliana; Mangas, Susana; Palazón, Javier; Navarro‐Ocaña, Arturo

doi:10.1016/j.indcrop.2010.01.009

Cited by 45 publications

(32 citation statements)

References 19 publications

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“…Previous studies had already described the existence of lupeol and lupenone on the resin of B. copallifera , collected in Guerrero state, México [33], but this is the first report on the presence of triterpenes 1 – 3 and 5 – 6 in the resin of B. copallifera , where 3-epilupeol (59.75 %) and α-amyrin (21.1 %) were identified as the major components. The high yields of 5 and 6 are in accordance with those described for the commercial Mexican copal Sonora resin in where these triterpenes are in 73 and 21 % yields respectively [34]. …”

Section: Discussionsupporting

confidence: 83%

Anti-inflammatory and antioxidative effects of six pentacyclic triterpenes isolated from the Mexican copal resin of Bursera copallifera

Romero-Estrada

Maldonado-Magaña

González-Christen

et al. 2016

BMC Complement Altern Med

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Background Bursera copallifera (Burseraceae) releases a resin known as “copal ancho” which has been used, since pre-Colombian times, as ceremonially burned incense and to treat tooth ache, tumors, arthritis, cold, cough, and various inflammatory conditions; however, its anti-inflammatory potential is poorly studied. The aim of the present study was to isolate, quantify, and to investigate the anti-inflammatory activity of triterpene compounds isolated from the copal resin of B. copallifera.MethodsThe constituents present in the total resin of B. copallifera were obtained by successive chromatographic procedures, and quantitative analysis was performed by High Performance Liquid Chromatography (HPLC). Anti-inflammatory effects of the isolated triterpenes were investigated to determine their inhibitory effects on phorbol ester 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced edema in mice, viability and nitric oxide (NO) production inhibition on lipopolysaccharide (LPS)-activated RAW 264.7 macrophages, and inhibition of cyclooxygenase (COX)-1, COX-2 and secretory Phospholipase A2 (sPLA2) activities in vitro.ResultsQuantitative phytochemical analysis of the copal resin showed the presence of six pentacyclic triterpenes of which, 3-epilupeol (59.75 % yield) and α-amyrin (21.1 % yield) are the most abundant. Among the isolated triterpenes, 3-epilupeol formiate (Inhibitory Concentration 50 % (IC50) = 0.96 μmol), α.amyrin acetate (IC50 = 1.17 μmol), lupenone (IC50 = 1.05 μmol), and 3-epilupeol (IC50 = 0.83 μmol) showed marked inhibition of the edema induced by TPA in mice. α-amyrin acetate and 3-epilupeol acetate, at 70 μM, also inhibited the activity of COX-2 by 62.85 and 73.28 % respectively, while α-amyrin and 3-epilupeol were the best inhibitors of the production of NO in LPS-activated RAW 264.7 cells with IC50 values of 15.5 and 8.98 μM respectively, and did not affected its viability. All compounds moderately inhibited the activity of PLA2.ConclusionsThis work supports the folk use of B. copallifera and provides the basis for future investigations about the therapeutic use of this resin in treating inflammation.

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Section: Discussionsupporting

confidence: 83%

Anti-inflammatory and antioxidative effects of six pentacyclic triterpenes isolated from the Mexican copal resin of Bursera copallifera

Romero-Estrada

Maldonado-Magaña

González-Christen

et al. 2016

BMC Complement Altern Med

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“…In the case of Ext Copal, the centelloside content was higher after 3 days of treatment than at day 6, whereas the effects of α-amyrin were most prominent at day 6. In contrast, copal resin was found to cause cell death, probably due to components that are eliminated in the copal extract by washing with petroleum ether [12]. MER treatment also increased the total centelloside content of the culture, being more effective when added at 50 mg/L, and achieving a yield at day 3 comparable to α-amyrin and lower than Ext Copal (Fig.…”

Section: Bioconversion Experimentsmentioning

confidence: 96%

“…In previous work, we established the optimal conditions for C. asiatica callus induction [14] and cell suspension growth, and demonstrated the positive effect of 100 μM of MeJA on centelloside yield and on the expression of some centelloside biosynthetic genes [15]. The aim of the current study was to improve the biotechnological production of centellosides in C. asiatica cell cultures by testing a new elicitor, coronatine (CORO), which is a bacterial toxin and a jasmonate mimic produced by Pseudomonas syringae [16], together with resins rich in amyrins (monohydroxylated pentacyclic triterpene derivatives), potential centelloside precursors [12], before finally scaling up the optimized process to an orbitally shaken CellBag.…”

Section: Introductionmentioning

confidence: 99%

An optimized biotechnological system for the production of centellosides based on elicitation and bioconversion of Centella asiatica cell cultures

Hidalgo

Steinmetz

Brossat

et al. 2016

Engineering in Life Sciences

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Centella asiatica is a herbaceous plant of Asian traditional medicine. Besides wound healing, this plant is recommended for the treatment or care of various skin conditions such as dry skin, leprosy, varicose ulcers, eczema, and/or psoriasis. Triterpene saponins, known as centellosides, are the main metabolites associated with these beneficial effects. Considering the interest in these high value active compounds, there is a need to develop biosustainable and economically viable processes to produce them. Previous work using C. asiatica plant cell culture technology demonstrated the efficient conversion of amyrin derivatives into centellosides, opening a new way to access these biomolecules. The current study was aimed at increasing the production of centellosides in C. asiatica plant cell cultures. Herein, we report the application of a new elicitor, coronatine, combined with the addition of amyrin‐enriched resins as potential sustainable precursors in the centelloside pathway, for a positive synergistic effect on centelloside production. Our results show that coronatine is a powerful elicitor for increasing centelloside production and that treatments with sustainable natural sources of amyrins enhance centelloside yields. This process can be scaled up to an orbitally shaken CellBag, thereby increasing the capacity of the system for producing biomass and centellosides.

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“…In general, regardless of the origin or composition, triterpenes from ursane and oleanane series (α-and β-amyrin derivatives) are largely predominant in these mixtures (Rüdiger & Veiga-Junior, 2013). This amorphous product ("hard resin") is quite viscous, brownish in color, and can be further re-fined by recrystallization (Costa, 1975) to furnish yellowish to white powders (still comprising mixtures of triterpenes), or by other techniques (Susunaga et al, 2001;Vieira et al, 2005;Rudiger & Veiga-Júnior, 2009;Marques et al, 2010;Hernández-Vázquez et al, 2010).…”

Section: Introductionmentioning

confidence: 99%

Toward Establishing the Productive Chain for Triterpene-Based Amazonian Oleoresins as Valuable Non-Timber Forest Products

Siani¹,

Moraes²,

Veiga³

2017

OJF

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In the Amazonian rainforest, many species of Burseraceae known locally as "breu" are explored for the medicinal and aromatic uses of their trunk exudates. This material also has a long-standing use by the forest communities in building and caulking boats as well as in the making of wooden utensils and general crafts. Breu are strongly aromatic due volatile terpenes in their composition that are separated from the crude resin by steam distillation. The remaining residue amorphous "hard resin" is primary used for application in woodworking. Despite the potential for application in paints, varnishes and odor fixatives, the commercialization of the hard resin has not surpassed the local market level. In order to achieve and establish a more valorized market for this Amazonian non-timber forest product, the existing and potential demands need to be estimated, a draft of the production chain needs to be drawn up and care needs to be taken to provide products of the highest possible quality. This study aimed to identify and organize the main issues necessary for the attainment of these goals and its value chain, and identify the technologies that would improve the quality of the Amazonian breu as a raw material. A review of the data available in the literature and the analytical techniques that could be applied to generate standards for the extraction, purification, and analysis of the hard resin fraction was made. Quality issues based on physicochemical standards might affect the productive chain by: i) helping to consolidate the appropriate methodologies for collecting and storing the raw material; ii) adding value and qualifying the primary improvement processes and iii) supporting the certification of the raw materials for commercialization. Potentiate this material to reach high-level markets might boost the production demand and improve the rain forest communities' income.

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Valuable medicinal plants and resins: Commercial phytochemicals with bioactive properties

Cited by 45 publications

References 19 publications

Anti-inflammatory and antioxidative effects of six pentacyclic triterpenes isolated from the Mexican copal resin of Bursera copallifera

Anti-inflammatory and antioxidative effects of six pentacyclic triterpenes isolated from the Mexican copal resin of Bursera copallifera

An optimized biotechnological system for the production of centellosides based on elicitation and bioconversion of Centella asiatica cell cultures

Toward Establishing the Productive Chain for Triterpene-Based Amazonian Oleoresins as Valuable Non-Timber Forest Products

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