A Comparative Study on Chemical Composition, Antileishmanial and Cytotoxic Activities of the Essential Oils from Leaves of Guarea macrophylla (Meliaceae) from Two Different Regions of São Paulo State, Brazil, Using Multivariate Statistical Analysis

Oliveira, Emerson A de; Martins, E. R.; Soares, Marisi G.; Chagas‐Paula, Daniela Aparecida; Passero, Luiz Felipe Domingues; Sartorelli, Patrı́cia; Baldim, João L.; Lago, João Henrique G.

doi:10.21577/0103-5053.20190035

Cited by 3 publications

(5 citation statements)

References 24 publications

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“…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 ].…”

Section: Phytochemistrymentioning

confidence: 99%

“…In addition, the leaves oil Guarea macrophylla showed toxicity against peritoneal macrophages of BALB/c mice with 50% cytotoxic concentration (CC 50 ) ranging from 17.7 to 100 µg/mL. The major component of leaves oil was ( 261 ) with 18% of the major compound [ 150 ].…”

Section: Biological Activitymentioning

confidence: 99%

“…Eleven sesquiterpenoids (11)(12), ( 28), ( 48), ( 50), ( 87), (94)(95), (150), and (135) from only one species of Aglaia lawii had evaluated for antidiabetic assay with PTP1B inhibitory activity bioassay using oleanolic acid as the positive control. The result showed that compound (12) exhibited inhibitory activity against PTP1B protein with an IC 50 value of 16.05 ± 1.09 µM, while the other compounds were inactive with IC 50 values ≥ 50 µM [44].…”

Section: Antidiabeticmentioning

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: Phytochemistrymentioning

confidence: 99%

Section: Biological Activitymentioning

confidence: 99%

Section: Antidiabeticmentioning

confidence: 99%

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Sesquiterpenoids from Meliaceae Family and Their Biological Activities

2023

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“…In the study of Sousa and colleagues (2020), for example, multivariate statistics and machine learning were used to analyze the structure-activity relationships and the biological activity against murine (B16F10) and human (A2058) melanoma cells potential of 23 semi-synthetic neolignan derivatives from the Brazilian plant species Nectandra leucantha (de Sousa et al 2020). Another interesting example involving the use of multivariate data analysis was applied in the study of the chemical composition and biological activities of two different populations of Guarea macrophylla (Meliaceae) (Oliveira et al 2019). The authors investigated the leishmanicidal and cytotoxic potential of the essential oils from leaves and correlated the bioactivities with the chemical profile.…”

Section: Chemical and Biological Studies Regarding Brazilian Flora In...mentioning

confidence: 99%

“…The GC-MS of essential oils from leaves of G. macrophylla disclosed different chemical constitutions in each population and showed distinct activity against promastigote forms of Leishmania amazonensis, as well as toxicity against peritoneal macrophages of BALB/c mice. Multivariate statistical analysis uncovered the influence of each constituent of the oils against L. amazonensis being 1,10-di-epi-cubenol, α-amorphene, E-caryophyllene, isopimara-7,15-diene, and β-elemene associated with the antileishmanial potential (Oliveira et al 2019).…”

Section: Chemical and Biological Studies Regarding Brazilian Flora In...mentioning

confidence: 99%

Bioprospecting as a strategy for conservation and sustainable use of the Brazilian Flora

et al. 2022

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In Brazil, research with natural products had a strong impulse when FAPESP supported the creation of the Laboratory of Chemistry of Natural Products of the Institute of Chemistry of USP (1966). In 1999, FAPESP launched the Research Program in the Characterization, Conservation, Restoration and Sustainable Use of Biodiversity (BIOTA-FAPESP), which intensified the sustainable exploitation of biodiversity, and which evolved to form the Biota Network for Bioprospection and Bioassays (BIOprospecTA), which integrates groups from all over the country, optimizing the use of the skills already installed for the bioprospecting of microorganisms, plants, invertebrates, vertebrates and marine organisms. Of the 104 projects related to plant sciences, 35 carried out bioprospection of Brazilian flora, belonging to the areas of Chemistry, Botany, Genetics, Plant Physiology, Plant Morphology, Plant (Chemo)taxonomy, Ecosystem Ecology, Plant Genetics. Physical Sciences, Forest Resources, Forestry Engineering, Agronomy, leading to thousands of publications, engagement of hundreds of students and a deeper understanding of natural products in different biological models through macromolecules analysis aided by computational and spectrometric strategies, in addition to pharmacological evaluations. The development of omics approaches led to a more comprehensive view of the chemical profile of an organism, and enabled integrated and concomitant studies of several samples, and faster annotation of known molecules, through the use of hyphenated and chemometric techniques, and molecular networking. This also helped to overcome the lack of information on the safety and efficacy of herbal preparations, in projects dealing with the standardization of herbal products, according to international standards. The BIOTA-FAPESP program has also focused on environmental aspects, in accordance with the principles of Green Chemistry and has had positive effects on international collaboration, on the number and impact of scientific publications and on partnership with companies, a crucial step to add value and expand the production chain of bioproducts. Also, the compilation, systematization and sharing of data were contemplated with the creation of the NUBBEDB database, of free access, and that integrates with international databases (ACD/labs, American Chemical Society – ACS), helping researchers and companies in the development from different areas of science, technology, strengthening the bioeconomy and subsidizing public policies.

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