Fragrance material review on nerolidol (isomer unspecified)

Lapczynski, A.; Bhatia, S.P.; Letizia, C.S.; Api, A.M.

doi:10.1016/j.fct.2008.06.063

Cited by 71 publications

(44 citation statements)

References 6 publications

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“…Thus, this provides confidence to move forward with the synthesis of novel Identification number of the compound is according to the order appearing in the text. (2); carvacryl acetate (3); artemisinin (4) and its derivatives artemether (5), artenusate (6), and dihydroartemisinin (7); nerolidol (8); budlein-A (9); 4α,5-dihydrobudlein A (10); 4α,5-11β,13-tetrahydrobudlein A (11); phytol (12); betulin (13) (8), a sesquiterpene present in the essential oils of several plants, is found in many foods and was approved by the US FDA [79,80]. When tested in vitro against S. mansoni adult worms, nerolidol at 31-62 μM reduced the worm motor activity and caused the death of parasites, with male worms being more sensitive than female [59].…”

Section: Sesquiterpenesmentioning

confidence: 99%

Natural Products with Antischistosomal Activity

Moraes¹

2015

Future Med. Chem.

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In recent years, natural product groups have been gaining prominence as possible sources of new drugs for schistosomiasis. This review attempts to update the antischistosomal natural compounds, or natural product-derived compounds, from the mid-1980s. Some of the main metabolites obtained from plants (e.g., terpenes, alkaloids, phenolic compounds and peptides) with in vitro and/or in vivo antischistosomal properties are discussed. Less thoroughly, due to scarcity of data in the literature, molecules from animals (e.g., peptides) are also described. Special mention of the anthelmintic activity against different parasitic stages of schistosomes is made; the mechanism of action of most of the metabolites is discussed, and a number of bioassay procedures are listed.

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Section: Sesquiterpenesmentioning

confidence: 99%

Natural Products with Antischistosomal Activity

Moraes¹

2015

Future Med. Chem.

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“…It is reported that the antioxidant activity is related to the constituents of hexadecanoic acid, trans-Farnesol, benzyl benzoate, 2-heptadecanone, linalool, benzaldehyde, anthracene, ␣-terpineol, ␥-muurolene and octadecane (Gian et al, 2011;Zeng et al, 2011;Jahangir et al, 2006). Trans-farnesol, benzyl benzoate, linalool and (E)-nerolidol are all natural fragrances, and some of them have been widely used in cosmetics, fine fragrances and shampoos (Jahangir et al, 2006;Letizia et al, 2003;Pearson and Miller, 2014;Lapczynski et al, 2008;Filipa et al, 2012). Thus, FL can be regarded as an abundant resource of essential oil with good antioxidant activity.…”

Section: Chemical Compositions Of the Essential Oilmentioning

confidence: 98%

Variation of essential oil content and antioxidant activity of Lonicera species in different sites of China

Zhang

Yao

Duan

et al. 2015

Industrial Crops and Products

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“…It was also approved by the U.S. Food and Drug Administration as a food flavoring agent and included by the Council of Europe in the list of substances granted A [2]. In nature, Ner occurs as a mixture of two isomers: cis and trans , with trans being the most abundant.…”

Section: Introductionmentioning

confidence: 99%

The effect of cyclodextrin complexation on the solubility and photostability of nerolidol as pure compound and as main constituent of cabreuva essential oil

Azzi¹,

Danjou

Landy

et al. 2017

Beilstein J. Org. Chem.

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Nerolidol (Ner), a major component of many plant essential oils, is known for its various biological properties. However, the low solubility of Ner in water and its susceptibility to degradation limit its application. The aim of our study was to improve the solubility and photostability of Ner through its encapsulation in different cyclodextrins (CDs). The formation constants of cis-, trans-Ner and their commercial mixture with various CDs (α-CD, β-CD, γ-CD, HP-β-CD, RAMEB, CRYSMEB and SBE-β-CD) were determined by phase solubility studies and confirmed by the spectral displacement UV-visible method. The solubility of cabreuva essential oil (EO) rich in trans-Ner was also evaluated by total organic carbon (TOC) analysis. The encapsulation efficiency (EE %) of Ner in HP-β-CD solid complexes was assessed by HPLC. The structural characterization of CD/trans-Ner inclusion complex was then conducted by NMR spectroscopy followed by molecular modelling studies. The effect of encapsulation on the Ner photostability was also carried out over time under UVB irradiation. AL-type phase-solubility diagrams were obtained, suggesting the formation of 1:1 CD/Ner inclusion complexes. The solubility of Ner was enhanced by approximately 70-fold in the presence of 10 mM HP-β-CD. Moreover, high EE % values were obtained for 5:1 and 10:1 HP-β-CD:Ner molar ratios. NMR and molecular modelling studies revealed the most stable structure for trans-Ner inside the CD cavity with the OH group oriented towards the wider rim of the CD. Finally, CD encapsulation of Ner as pure compound or as main component of the cabreuva EO, protected it from degradation. This effect was more pronounced as the concentration of CD increased. These findings suggested that CDs are promising encapsulating carriers for Ner by enhancing its solubility and stability and thereby its application in food industry.

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Fragrance material review on nerolidol (isomer unspecified)

Cited by 71 publications

References 6 publications

Natural Products with Antischistosomal Activity

Natural Products with Antischistosomal Activity

Variation of essential oil content and antioxidant activity of Lonicera species in different sites of China

The effect of cyclodextrin complexation on the solubility and photostability of nerolidol as pure compound and as main constituent of cabreuva essential oil

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