Chemical composition of the essential oil from Microlicia graveolens growing wild in Minas Gerais

Toudahl, Anja B.; Filho, Sidney A. V.; Souza, Gustavo Henrique Bianco de; Morais, Luisa D.; Santos, Orlando David Henrique dos; Jäger, Anna K.

doi:10.1590/s0102-695x2012005000038

Cited by 11 publications

(4 citation statements)

References 5 publications

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“…the primary component of Microlicia graveolens, a plant native to Brazil, was determined to be (E)-pinocarvyl acetate, but unlike M. cordata, the (+) enantiomer predominated, comprising 78.9% of the plant oil in comparison to the (−) enantiomer (5.5%). 6 This is the first investigation to characterize the naturally occurring stereoisomers of pinocarvyl acetate in Meehan's mint and to determine the enantiomeric proportions of the (E)-isomers. Determination of OAVs.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…1 H NMR (400 MHz, CDCl 3 ) δ 0.64 (s, 3H), 1.27 (s, 3H), 1.71 (d, J = 9.7 Hz, 1H), 1.93−1.78 (m, 1H), 2.01−1.97 (m, 1H), 2.30−2.17 (m, 1H), 2.44−2.33 (m, 1H), 2.51 (d, J = 5.5 Hz, 1H), 4.42 (d, J = 5.0 Hz, 1H), 4.82 (s, 1H), 4.99 (s, 1H). 6 13 C NMR (100 MHz, CDCl 3 ) δ 154.7, 112.0, 66.7, 50.7, 40.4, 39.9, 34.7, 27.9, 25.9, 22.0.…”

Section: ■ Materials and Methodsmentioning

confidence: 99%

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Characterization of Key Odorants in Meehan’s Mint, Meehania cordata

Dein

Wickramasinghe

Munafo

2020

J. Agric. Food Chem.

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Thirty-five odorants from Meehan's mint, Meehania cordata, were identified using solvent-assisted flavor evaporation (SAFE) and aroma extract dilution analysis (AEDA). Twelve compounds with flavor dilution factors ≥16 were quantitated using stable isotope dilution assays (SIDA). Odor activity values (OAVs) and sensory experiments revealed (−)-(E)-pinocarvyl acetate as a key impact odorant contributing to the plant's unique woody and minty odor. Odor simulation experiments revealed a mixture of 10 compounds, including (2E,6Z)-nona-2,6-dienal (OAV 48000), β-ionone (OAV 33000), (E)-pinocarvyl acetate (OAV 8600), 1-octen-3-one (OAV 2800), and linalool (OAV 990), successfully mimicked the plant odor when combined in their natural concentrations. Three stereoisomers of pinocarvyl acetate were identified including (−)-(E)-, (+)-(E)-, and (−)-(Z)-isomers. The (E) to (Z)-ratio was determined as 95.5% (E) and 0.5% (Z). The enantiomeric ratio of (−)-(E)-to (+)-(E)-was determined as 96% (−)-(E)-and 4% (+)-(E)-pinocarvyl acetate. This study established the basis for future investigations aimed at determining the odorant variability of individual genotypes from natural populations of M. cordata and other members of the Meehenia genus.

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Section: ■ Results and Discussionmentioning

confidence: 99%

Section: ■ Materials and Methodsmentioning

confidence: 99%

Characterization of Key Odorants in Meehan’s Mint, Meehania cordata

Dein

Wickramasinghe

Munafo

2020

J. Agric. Food Chem.

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“…Some phytochemical studies have indicated the presence of essential oils in aerial parts of Lavoisiereae species (Toudahl et al 2012; Cassiano et al 2014; Pereira et al 2015; Fernandes et al 2017), but it is uncertain whether glandular trichomes produce these oils. The chemical composition of the secretion and functions of glandular trichomes in Lavoisiereae are practically unknown and should be investigated from both ecological and chemical perspectives.…”

Section: Taxonomic Treatmentmentioning

confidence: 99%

Three New Species of the Megadiverse Genus Microlicia (Melastomataceae) with Notes on Leaf Anatomy

Romero,

Caetano,

Santos

et al. 2023

Systematic Botany

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Abstract— The new species Microlicia arenaria, M. dentisepala, and M. membranacea are described from the Diamantina Plateau, Minas Gerais state, Brazil. Microlicia arenaria is a cespitose subshrub with xylopodium, fastigiate branches, forming clumps, sessile leaves, linear lamina, and hypanthium and sepals covered with golden spherical glands. In addition, it has dimorphic and bicolored stamens with tetrasporangiate anthers. Microlicia dentisepala has a subshrub or shrub habit, is erect and much branched, and its leaves are small, varnished in appearance, with both surfaces covered with spherical glands. The sepals are triangular to narrowly lanceolate and shorter than the length of the hypanthium, with a tooth aspect. Microlicia membranacea is a subshrub with petiolate leaves, lamina of membranous consistency and suprabasal venation, with prominent secondary veins. The branch, leaf, hypanthium, and sepals are covered with glandular trichomes, and the cylindrical hypanthium is slightly contracted at the apex. Microlicia arenaria and M. dentisepala exhibit some anatomical features common to Microlicia, such as amphistomatic leaves, short-stalked glandular trichomes in depressions on the leaf surface, compact mesophyll, phenolic compounds in the subepidermal layer, idioblasts with druses in the mesophyll, and collateral vascular bundles. Microlicia membranacea stands out by its hypostomatic leaves and a thin mesophyll formed by only three to four cell layers, conditions possibly related to a shaded environment. Following the criteria of the Red List of the International Union for Conservation of Nature (IUCN), we preliminarily assess the conservation status of the species Microlicia arenaria as Endangered (EN), Microlicia dentisepala as Critically Endangered (CR), and Microlicia membranacea as Data Deficient (DD). We provide descriptions of the new species, along with field images, detailed illustrations, and comparisons with related species. Data on geographic distribution and habitat are also presented.

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“…Estes últimos são semelhantes aos observados em Lamiaceae (Mentink e Baas 1992), possivelmente pela distensão da cutícula na região da cabeça secretora, evidente em onze Microlicia estudadas aqui, causada pela deposição de algum composto, como óleo essencial, já relatado em M. graveolens DC. (Toudahl et al 2012). Em muitas espécies de Microlicia, os tricomas de pedúnculo curto estão associados às depressões o que permite a visualização das pontoações glandulares nas folhas deste gênero.…”

Section: Análise De Similaridadeunclassified

Caracteres estruturais foliares e suas implicações na taxonomia de Lavoisiera, Microlicia e Trembleya (Microlicieae, Melastomataceae)

Silva¹

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Chemical composition of the essential oil from Microlicia graveolens growing wild in Minas Gerais

Cited by 11 publications

References 5 publications

Characterization of Key Odorants in Meehan’s Mint, Meehania cordata

Characterization of Key Odorants in Meehan’s Mint, Meehania cordata

Three New Species of the Megadiverse Genus Microlicia (Melastomataceae) with Notes on Leaf Anatomy

Caracteres estruturais foliares e suas implicações na taxonomia de Lavoisiera, Microlicia e Trembleya (Microlicieae, Melastomataceae)

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