Obtaining salts of resin acids from Cuban pine by metathesis reactions

The resin acids obtained from the Cuban pine rosin are the starting material for the development and application of metathesis reactions. These reactions allow the obtaining of salts with high added value which could be used in the development of biomaterials for dental use. The objective of this work was to obtain calcium, magnesium and zinc resinates from the resin acid obtained from the Cuban pine resin by metathesis reaction for possible use in the development of biomaterials. The products obtained were evaluated by elemental analysis, X-ray powder diffraction, infrared spectroscopy, scanning electron microscopy associated with electron dispersion spectroscopy, nuclear magnetic resonance and biological tests (antibacterial activity). The results showed the formation of the different resinates, observing the presence of cations in the salts obtained. The disappearance of the signal corresponding to the hydrogen of the carboxyl group was verified by nuclear magnetic resonance analysis due to the reaction between the resinic acid and the different metals studied. The biological analyzes showed that the best results are achieved with zinc resinate.

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High-Throughput 1H-Nuclear Magnetic Resonance-Based Screening for the Identification and Quantification of Heartwood Diterpenic Acids in Four Black Pine (Pinus nigra Arn.) Marginal Provenances in Greece

Molecules ◽

10.3390/molecules24193603 ◽

2019 ◽

Vol 24 (19) ◽

pp. 3603 ◽

Cited By ~ 5

Author(s):

Kostas Ioannidis ◽

Eleni Melliou ◽

Prokopios Magiatis

Keyword(s):

Nuclear Magnetic Resonance ◽

Magnetic Resonance ◽

High Throughput ◽

Resin Acid ◽

Seed Orchard ◽

Pinus Nigra ◽

Resin Acids ◽

Black Pine ◽

Bioactive Substances ◽

Nuclear Magnetic

A high-throughput quantitative Nuclear Magnetic Resonance 1H-NMR method was developed and applied to screen the quantity of the diterpenic resin acids in the heartwood of black pine, due to the renewed scientific interest in their medicinal properties and use in various diseases treatment. The 260 samples were taken from Pinus nigra clones, selected from four provenances of the Peloponnese (Greece), participating in a 35-year-old clonal seed orchard. Total resin acids per dry heartwood weight (dhw) varied greatly, ranging from 30.05 to 424.70 mg/gdhw (average 219.98 mg/gdhw). Abietic was the predominant acid (76.77 mg/gdhw), followed by palustric acid (47.94 mg/gdhw), neoabietic acid (39.34 mg/gdhw), and pimaric acid (22.54 mg/gdhw). Dehydroabietic acid was at moderate levels (11.69 mg/gdhw), while levopimaric, isopimaric, and sandaracopimaric acids were in lower concentrations. The resin acid fraction accounted for 72.33% of the total acetone extractives. Stilbenes were presented in significant quantities (19.70%). The resin acid content was composed mainly of the abietane type resin acids (83.56%). Peloponnesian Pinus nigra heartwood was found to be the richest source of resin acids identified to date and is considered the best natural source for the production of such bioactive extracts. The results indicate a high potential for effective selection and advanced breeding of pharmaceutical and high economic value bioactive substances from Pinus nigra clones.

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