Composition of the Essential Oil of<i>Guarea macrophylla</i>Vahl. ssp.<i>tuberculata</i>(Meliaceae) from Northeast of Brazil

Ribeiro, Walber H. F.; Arriaga, Ângela M. C.; Andrade‐Neto, Manoel; Vasconcelos, Jackson Nunes e; Santiago, Gilvandete Maria Pinheiro; Nascimento, Ronaldo F.

doi:10.1080/10412905.2006.9699397

Cited by 4 publications

(7 citation statements)

References 5 publications

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“…Moreover, among aromadendrane compounds which hydro-azulene skeleton is cis-fused is termed alloaromadendrane. The frequently aromadendrane spathulenol (153) was isolated for the first time from the stems of Sandoricum koetjape and found so far in numerous plant species [39,45,47,59,77,87,88,94,98,[105][106][107][108]. The wood of Lansium anamalayanum provided the α-gurjunene (154), which was identified by IR and HMR spectra analysis for the structure [39].…”

Section: Tricyclic and Other Sesquiterpenoidsmentioning

confidence: 99%

“…The essential oil of the leaves of Guarea macrophylla produced a number of bicyclic sesquiterpenoids, including 6,9-guaiadiene ( 347 ), trans -muurola-4(14),5-diene ( 348 ), δ -amorphene ( 349 ), β -calacorene ( 350 ), 1,10-di-epi-cubenol ( 351 ), α -acorenol ( 352 ), cis -cadin-4-en-7-ol ( 353 ), hinesol ( 354 ), isolongifolan-7- α -ol ( 408 ), and valerianol ( 355 ) [ 150 ]. Moreover, the bicyclic sesquiterpenoids γ -amorphene ( 346 ) was investigated from leaves of Guarea macrophylla [ 153 ]. Furthermore, a minor compound, cadina-1(6),4-diene ( 345 ), was only reported as a volatile compound from the fruits of Guarea macrophylla [ 155 ].…”

Section: Phytochemistrymentioning

confidence: 99%

“…In contrast, the major components, β-caryophyllene (131) and bicyclogermacrene (317), were found in the leaves Cedrela fissilis; moreover, β-bisabolene (4) and globulol (160) were produced by the stem barks of Cedrela fissilis [136]. The other minor constituents, namely β-elemene (220), germacrene A (227), α-humulene (13), β-bisabolene (4), β-caryophyllene (131), caryophyllene oxide (132), α-muurolene (147), T-muurolol (148), δ-cadinene (104), T-cadinol (110), α-eudesmol (293), β-eudesmol (38), β-selinene (34), bicyclogermacrene (317), β-santalene (322), α-copaene (193), aromadendrane (155), spathulenol (153), ledol (156), and viridiflorol (159), have been identified from the leaves and stembarks of Cedrela fissilis [137]. From the leaves of Toona sinensis, germacrene-D-4-ol (229), βcaryophyllene (131), α-selinene (305), lepidozene (332), and spathulenol (153) have been isolated [129].…”

Section: Volatile Sesquiterpenoidsmentioning

confidence: 99%

“…The other minor constituents, namely β-elemene (220), germacrene A (227), α-humulene (13), β-bisabolene (4), β-caryophyllene (131), caryophyllene oxide (132), α-muurolene (147), T-muurolol (148), δ-cadinene (104), T-cadinol (110), α-eudesmol (293), β-eudesmol (38), β-selinene (34), bicyclogermacrene (317), β-santalene (322), α-copaene (193), aromadendrane (155), spathulenol (153), ledol (156), and viridiflorol (159), have been identified from the leaves and stembarks of Cedrela fissilis [137]. From the leaves of Toona sinensis, germacrene-D-4-ol (229), βcaryophyllene (131), α-selinene (305), lepidozene (332), and spathulenol (153) have been isolated [129]. The sesquiterpene hydrocarbon bisabolane α-bisabolol (232), cis-Z-α-bisabolene epoxide (231), trans-Z-α-bisabolene epoxide (235), cis-α-bisabolene (236), Z-α-bisabolene (237), and α-bisabolene (238) were identified from Toona sinensis [127,138], Turraea obtusifolia Hochst., Turraea floribunda Hochst.…”

Section: Volatile Sesquiterpenoidsmentioning

confidence: 99%

“…Based on the results, compound (172) showed no significant cytotoxicity with an IC 50 value of up to 20 µM compared to cisplatin with an IC 50 value of 1.14 µM [112]. Another cytotoxic assay based on the MTT method is compound (153) against MCF-7 cell line with cisplatin as a positive control (IC 50 53.0 µM). The result showed that compound (153) has a promising cytotoxic compound with an IC 50 value of 12.17 µM [77].…”

Section: Cytotoxic Activitymentioning

confidence: 99%

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Sesquiterpenoids from Meliaceae Family and Their Biological Activities

2023

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Sesquiterpenoids, an important class of natural products possessing three isoprene-derived units, are widely distributed across plants and have a variety of biological activities. All sesquiterpenoids are derived from farnesyl pyrophosphate (FPP), a biosynthesis precursor that can form various carbon skeletons. In order to provide a reference for further research and development of these compounds, this review focused on the increasing number of isolated and volatile sesquiterpenoids found to be produced by plants of the Meliaceae family between 1968 and 2023. The related articles were collected from SciFinder, Google Scholar, and PubMed. According to a literature review, several studies were started for more than 55 years on the plant’s stem barks, twigs, leaves, flowers, seeds, and pericarps, where approximately 413 sesquiterpenoid compounds from several groups such as eudesmane, aromadendrane, cadinane, guaiane, bisabolane, furanoeremophilane, humulene, germacrane, and oppositane-type were isolated and identified with some minor products. Additionally, the hypothetical route of sesquiterpenoids biosynthesis from this family was identified, and eudesmane-type was reported to be 27% of the total compounds. The antimicrobial, antidiabetic, antioxidant, antiplasmodial, antiviral, and cytotoxic activities of the isolated compounds and major volatile sesquiterpenoids constituent on essential oil were also evaluated. The result showed the fundamental of using the sesquiterpenoid compounds from the Meliaceae family in traditional medicine and the discovery of new drugs.

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Section: Tricyclic and Other Sesquiterpenoidsmentioning

confidence: 99%

Section: Phytochemistrymentioning

confidence: 99%

Section: Volatile Sesquiterpenoidsmentioning

confidence: 99%

Section: Volatile Sesquiterpenoidsmentioning

confidence: 99%

Section: Cytotoxic Activitymentioning

confidence: 99%

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Sesquiterpenoids from Meliaceae Family and Their Biological Activities

2023

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Unequivocal assignments of flavonoids from Tephrosia sp. (Fabaceae)

Arriaga

Lima

Vasconcelos

et al. 2009

Magnetic Reson in Chemistry

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Plant Natural Sources of the Endocannabinoid (E)-β-Caryophyllene: A Systematic Quantitative Analysis of Published Literature

Maffei

2020

IJMS

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(E)-β-caryophyllene (BCP) is a natural sesquiterpene hydrocarbon present in hundreds of plant species. BCP possesses several important pharmacological activities, ranging from pain treatment to neurological and metabolic disorders. These are mainly due to its ability to interact with the cannabinoid receptor 2 (CB2) and the complete lack of interaction with the brain CB1. A systematic analysis of plant species with essential oils containing a BCP percentage > 10% provided almost 300 entries with species belonging to 51 families. The essential oils were found to be extracted from 13 plant parts and samples originated from 56 countries worldwide. Statistical analyses included the evaluation of variability in BCP% and yield% as well as the statistical linkage between families, plant parts and countries of origin by cluster analysis. Identified species were also grouped according to their presence in the Belfrit list. The survey evidences the importance of essential oil yield evaluation in support of the chemical analysis. The results provide a comprehensive picture of the species with the highest BCP and yield percentages.

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Composition of the Essential Oil ofGuarea macrophyllaVahl. ssp.tuberculata(Meliaceae) from Northeast of Brazil

Cited by 4 publications

References 5 publications

Sesquiterpenoids from Meliaceae Family and Their Biological Activities

Sesquiterpenoids from Meliaceae Family and Their Biological Activities

Unequivocal assignments of flavonoids from Tephrosia sp. (Fabaceae)

Plant Natural Sources of the Endocannabinoid (E)-β-Caryophyllene: A Systematic Quantitative Analysis of Published Literature

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