Volatile Leaf Oils of Caribbean Myrtaceae. I. Three Varieties of<i>Pimenta racemosa</i>(Miller) J. Moore of the Dominican Republic and the Commercial Bay Oil

Tucker, Arthur O.; Maciarello, Michael J.; Adams, Robert P.; Landrum, Leslie R.; Zanoni, Thomas A.

doi:10.1080/10412905.1991.9697952

Cited by 30 publications

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“…This composition is similar to the same variety cultivated in Benin (Ayedoun et al, 1996) and North India (Pragadheesh, Yadav, Singh, Gupta, & Chanotiya, 2013). From this study the authors were able to ascertain that leaf oils of varieties of P. racemosa may be dominated by chavicol, 1,8-cineole, eugenol, methyl chavicol, geraniol, limonene, methyl eugenol, myrcene, trans-methyl isoeugenol, γ-terpinene, terpinen-4-ol, α-terpineol and/or thymol (Tucker et al, 1991b;Bello et al, 1995). The leaf oil from P. adenoclada (Urb.)…”

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“…leaf oils produced in different countries has been investigated thoroughly (Tucker, Maciarello, & Landrum, 1991a;Tucker, Maciarello, Adams, Landrum, & Zanoni, 1991b;Tucker, Maciarello, Adams, Landrum, & Zanoni, 1991c;Tucker, Maciarello, & Landrum, 1992a;Tucker, Maciarello, & Landrum, 1992b;Bello et al, 1995;Ayedoun et al, 1996;Pino, & Rosado, 1996;Bello, Urquiola, García, Rosado, & Pino, 1998;Pino, Bello, & Urquiola, 2002;Jirovetz et al, 2007). The major component of the leaf oil of P. dioica from Jamaica and Cuba was the phenylpropanoid eugenol ranging from 54.3 to 79.2% with lesser amounts of the monoterpenoid 1,8-cineole (1.1-4.6%) and the sesquiterpenoids β-caryophyllene (1-8.7%), α-humulene (1.0-3.9%) and caryophyllene oxide (0.2-1.8%) (Tucker et al, 1991a;Pino, & Rosado, 1996).…”

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“…11%), α-terpineol (6.7-8.1%) and terpinen-4-ol (4.9-9.8%) (Tucker et al, 1992a). Tucker et al (1991b) studied the foliar oils of three varieties of P. racemosa and two commercial bay oils. The leaf oil of commercial variety was composed mainly of phenylpropanoids [eugenol (44.4-68.9%), chavicol (traces-15.5%) and/or methyl eugenol (11.9%)], together with variable amounts of myrcene (0.1-16.2%).…”

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Leaf and fruit essential oil compositions of Pimenta guatemalensis (Myrtaceae) from Costa Rica

Chaverri

Cicció

2015

RBT

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Pimenta is a genus of flowering plants in the Myrtaceae family, which has about 15 species, mostly found in the Caribbean region of the Americas. Commonly used for culinary and medicinal purposes, the best known commercial species are allspice, P. dioica (P. officinalis) and bay rum, P. racemosa, but there is little information concerning P. guatemalensis. The aim of the present study was to identify the chemical composition of the leaf and fruit essential oils of P. guatemalensis. The extraction of essential oils of P. guatemalensis growing wild in Costa Rica was carried out by the hydrodistillation method at atmospheric pressure, using a modified Clevenger type apparatus. The chemical composition of the oils was analyzed by capillary gas chromatographyflame ionization detector (GC/FID) and gas chromatography-mass spectrometry (GC/MS) using the retention indices on DB-5 type capillary column. A total of 103 and 63 compounds were identified in the leaf and fruit oils, respectively, corresponding to 96.8% and 86.1% of the total amount of the oils. The leaf oil consisted mainly of eugenol (72.8%), and mono-and sesquiterpene hydrocarbons (18.2%). Among terpenes the major components were b-caryophyllene (8.2%) and terpinolene (3.0%). The fruit oil also consisted mainly of eugenol (74.7%) and minor amounts of oxygenated mono-and sesquiterpenes (7.3%), mainly caryophyllene oxide (3.3%). This is the first report of the chemical composition of the essential oils obtained from this plant species. Rev. Biol. Trop. 63 (1): 303-311. Epub 2015 March 01.Key words: Pimenta guatemalensis, Myrtaceae, essential oil composition, eugenol, b-caryophyllene, caryophyllene oxide, terpinolene, Costa Rica.Myrtaceae is a family constituted of about 142 genera and includes more than 5 500 species of mostly trees and shrubs with conspicuous oil glands, distributed predominantly in the Southern hemisphere, mainly in Australia and South America (Wilson, 2011).Worldwide, the family has a considerable economic value because species from several genera are used as a source of timber (for example, Eucalyptus globulus Labill., Tas (Barrie, 2007). In Costa Rica, it is commonly known as Jamaica (León, & Poveda, 2000). This plant is distributed along Central America, from Guatemala to Panama. The young branchlets are 4-angled. The leaves are evergreen, simple, opposite and oblanceolate to elliptical, the blade cuneate at the base and acuminate at the apex. When the leaves are crushed they give off a scent with an aromatic flavor resembling a mixture of clove and cinnamon due to an oil of unknown composition. The fragrant flowers are small and the receptacle has five calyx lobes, arranged in panicles (ca. 20 flowers) in the leaf axils. The ovaries are uni-locular or without loculi. This plant grows wild in Costa Rica and it can be found distributed between 250 and 900m above sea level mostly in the rain forests of the North region and Caribbean slopes. To the best of our knowledge, no previous reports on the chemistry of P. guatemalensis hav...

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Leaf and fruit essential oil compositions of Pimenta guatemalensis (Myrtaceae) from Costa Rica

Chaverri

Cicció

2015

RBT

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“…These two compounds are the only metabolites of animal origin absorbed into the plant liquid extracted from the bee stomach. The alcohol 11 is known from milk [9], Pimenta racemosa [10], krill products [11], and, most interestingly, from the sternal gland of the elephant shrew [12]. The aldehyde 10 has been described in a synthetic context only [13], and is, therefore, a new natural product.…”

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confidence: 99%

From the Linden Flower to Linden Honey – Volatile Constituents of Linden Nectar, the Extract of Bee‐Stomach and Ripe Honey

Naef¹,

Jaquier²,

Velluz³

et al. 2004

Chemistry & Biodiversity

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Honey is produced by honeybees (Apis mellifera), which collect nectar from flowers, digest it in their bodies, and deposit it in honeycombs, where it develops into ripe honey. We studied the evolution of the volatile constituents from the nectar of linden blossoms (Tilia cordata) to honey via the 'intermediate' honeybee. The sampling of the contents of the honey stomach or honey sack of the bee is unique. Extracts were prepared from nectar, from the liquid of the honey stomach, and from ripe honey. The chemistry is extremely complex, and compounds spanning from monoterpenes (hydrocarbons, ethers, aldehydes, acids, and bifunctional derivatives), isoprenoids, aromatic compounds (phenylpropanoids, phenols), and products degraded from fatty acids to alkaloids, were identified. Some compounds definitely stem from the plants, whereas other interesting constituents can be attributed to animal origin. Two derivatives of decanoic acid, 9-oxodec-2-enoic acid (12) and 9-hydroxydec-2-enoic acid, identified in the honey are known to be constituents of the so-called 'Queen's pheromone'. Two metabolites of these acids were identified in the extract of the honey stomach: 8-oxononanal (10), a new natural product, and 8-oxononanol (11). There structures were confirmed by synthesis. Nectar and honey stomach contain many aldehydes, which, due to the highly oxidative atmosphere in the honeycomb, are found as corresponding acids in the honey. Two acids were newly identified as 4-isopropenylcyclohexa-1,3-diene-1-carboxylic acid (14) and 4-(1-hydroxy-1-methylethyl)-cyclohexa-1,3-diene-1-carboxylic acid (15).

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“…To date, there has been good number of publications on oil compositions from P. racemosa [6][7][8][9] and P. dioca [10][11][12] are available. However, gas chromatography using substituted cyclodextrin for stereochemical/enantiomeric characterization of the P. racemosa terpenoid compounds has not been undertaken for study till date.…”

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Leaf Essential Oil of Cultivated Pimenta Racemosa (Mill.) J.W. Moore from North India: Distribution of Phenylpropanoids and Chiral Terpenoids

Pragadheesh¹,

Yadav²,

Singh³

et al. 2013

Med Aromat Plants

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Volatile Leaf Oils of Caribbean Myrtaceae. I. Three Varieties ofPimenta racemosa(Miller) J. Moore of the Dominican Republic and the Commercial Bay Oil

Cited by 30 publications

References 6 publications

Leaf and fruit essential oil compositions of Pimenta guatemalensis (Myrtaceae) from Costa Rica

Leaf and fruit essential oil compositions of Pimenta guatemalensis (Myrtaceae) from Costa Rica

From the Linden Flower to Linden Honey – Volatile Constituents of Linden Nectar, the Extract of Bee‐Stomach and Ripe Honey

Leaf Essential Oil of Cultivated Pimenta Racemosa (Mill.) J.W. Moore from North India: Distribution of Phenylpropanoids and Chiral Terpenoids

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