Unequivocal structural assignments of three cardanol derivatives: An experimental and theoretical approach

Barbosa, Layla R.; Souza, Daiane S.; Queiroz, Luiz Henrique Keng; Neto, Álvaro Cunha; Lima, Dênis Pires de; Beatriz, Adilson; Romão, Wanderson; Castro, Eustáquio Vinícius Ribeiro de; Lacerda, Valdemar

doi:10.1016/j.molstruc.2018.07.112

Cited by 4 publications

(1 citation statement)

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“…Amongst the pollen types, 34 unique pollen types occurred in a given month of the year, which were characterized as seasonal indicators of flowering species, influenced by seasonal and interannual variations in climate (Souza et al, 2015). Much research has been carried out using cardanol, suggesting different types of applications for this compound and its derivatives (Barbosa et al, 2019;Mubofu & Mgaya, 2018).…”

Section: Resultsmentioning

confidence: 99%

Cardanols detected in non-polar propolis extracts from Scaptotrigona aff. postica (Hymenoptera, Apidae, Meliponini)

Negri

Silva

Coelho

et al. 2019

Braz. J. Food Technol.

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The propolis produced by stingless bees of the tribe Meliponini is a viscous product that contains the resin collected from buds, leaves and plant exudates, mixed with salivary secretions, wax and soil. The species Scaptotrigona aff. postica (Latreille, 1807), (Hymenoptera, Apidae, Meliponinae) popularly known as “tubi” in Maranhão State, Brazil, does not mix soil to produce its propolis. The propolis from S. postica harvested in Barra do Corda, Maranhão State, is popularly used in the treatment of wounds and respiratory illnesses. The hydroalcoholic extract of this propolis, rich in flavone-6,8-di-C-glycosides (vicenin-2 and schaftoside), pyrrolizidine alkaloids derived from retronecine, catechin and caffeoylquinic acid derivatives exhibited antiviral activity against the herpes simplex and rubella viruses. The aim of this study was to increase knowledge about the chemical composition of the S. postica propolis by analyzing non-polar extracts obtained using hexane and chloroform as the solvents, by GC-EI-MS. A total of 15 constituents were identified comparing their respective mass spectral data with those available in the NIST data bases and those reported in the literature. The main constituents detected were the phenolic lipids, known as cardanols, 3-(4,7-heptadecadienyl) phenol (5), 3-(10-heptadecenyl) phenol (7), 3-heptadecylphenol (9) and 3-pentadecyl phenol or hydrocardanol (13), which predominated in the hexane extract, while the predominant constituents in the chloroform extract were 3-pentadecyl phenol or hydrocardanol (13) and 3-(8-pentadecenyl) phenol (12). The antioxidant, antitumoral, antifeedant, cytotoxic, anticarcinogenic, antiproliferative, antimicrobial, antileishmanial and larvicidal activities of the cardanols have been demonstrated in many studies.

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Section: Resultsmentioning

confidence: 99%