Spectrometric Data Research Articles

Highly Regioselective 1,3-Dipolar Cycloaddition of Nitrilimines and Thioaurones Towards Spiro-2-Pyrazolines: Synthesis, Characterization, and Mechanistic Study

In this paper, we report a regiospecific 1,3-dipolar cycloaddition (1,3-DC) reaction of nitrilimines with thioaurone derivatives that afforded the hitherto unreported spiropyrazolines. Spectroscopic and spectrometric data were utilized to confirm the structure of all products and elucidate the reaction’s regiochemistry. A mechanistic study was performed within the Molecular Electron Density Theory (MEDT) at the B3LYP/6-311G(d,p) computational level to explain the regioselectivity observed. The electron localization function (ELF) topological analysis confirms the carbenoid-type (cb-type) mechanism of the cycloaddition reactions between nitrilimines and thioaurones. The intermolecular interactions between reagents in this reaction account for the regioselectivity observed experimentally.

Structure Elucidation of the Daptomycin Products Generated upon Heterologous Expression of the Daptomycin Resistance Gene Cluster drcAB.

Recently, a high-level daptomycin (DAP)-resistant Mammaliicoccus sciuri strain (TS92) was identified, which mediates a 33% decline of DAP when incubated in Mueller-Hinton (MH) medium. The genetic background of the DAP resistance in TS92 is a newly discovered two-gene operon, named drcAB, whose expression was reported to impair the structural integrity of DAP, eventually leading to its inactivation. Here, we set out to elucidate the chemical nature of drcAB-mediated DAP modification by applying a general unknown comparative screening (GUCS) approach in high-resolution mass spectrometry. DAP in MH medium was incubated with Staphylococcus aureus strain RN4220_Pxyl/tet-drcAB, which carries the drcAB operon under control of an inducible promoter on a plasmid, and GUCS test and reference samples were obtained upon and without drcAB expression. A two-step process catalyzed by DrcAB was discovered, comprising a structural alteration of DAP. The mass spectrometric data indicate an N-substitution at the aniline moiety of kynurenine with dehydroalanine and, subsequently, a cleavage of the ester bond of the DAP core between kynurenine and threonine by means of water. The structures postulated were confirmed by comparison of in silico versus measured fragmentation patterns.

Identification of Luciferin on Europa through Data Science Analysis of Near-Infrared Mapping Spectrometer (NIMS) Data from the Galileo Orbiter

In this study, we investigated the potential presence of extraterrestrial life on Europa, one of Jupiter’s moons, by exploring the existence of Luciferin, a bioluminescent molecule. This hypothesis is based on Europa’s subsurface oceans and the geothermal conditions created by gravitational forces from Jupiter, similar to Earth’s hydrothermal vents. We reanalyzed raw data from the Near-Infrared Mapping Spectrometer (NIMS) on the Galileo spacecraft, utilizing advanced machine learning and data processing techniques to enhance data quality. This involved cleaning, preprocessing, and normalizing the multidimensional data to reduce noise and correct errors, ensuring more accurate analysis. Our primary focus was on detecting spectral signals that might indicate Luciferin, particularly in the spectral bands around 560-570nm, which are associated with Luciferin’s strong emission. The results were encouraging, as several points of interest showed spectral intensity consistent with the presence of this molecule. Although these findings are preliminary and require further validation, they offer promising evidence of bioluminescence on Europa. If confirmed, this discovery would significantly impact the fields of astrobiology and space exploration, providing crucial insights into the search for extraterrestrial life.

A new antibacterial neo-clerodane diterpenoid and other constituents from Chasmantheradependens Hochst. (Menispermaceae) and their chemotaxonomic significance

The leaves, stems and fruits methanol extracts of Chasmanthera dependens were chemically investigated to afford one new neo-clerodane diterpenoid (1) along with seventeen known compounds including three diterpenoids (2–4), six triterpenoids (5–10), four steroids (11–14), one sesquiterpenoid (15), one lignan (16) and two phenolic acids (17 and 18). Structures were established by analysis of their spectroscopic and spectrometric data and in comparison with those reported from the literature. Except columbin (2), compounds are reported for the first time from the genus Chasmanthera. The extracts, fractions, and isolated compounds were subjected to in vitro antibacterial assays against three Gram-positive and three Gram-negative bacteria, using the broth microdilution method. The MeOH extract of the leaves and its fractions F1–F4 had significant (MIC = 93.8 μg/mL for F4) or moderate (187.5 ≤ MIC ≤ 375 μg/mL) activities against Pseudomonas aeruginosa. Chasmantherenolide (1) was moderately active (MIC = 75 μg/mL, 202.6 μM) against Gram-positive bacterial strains. Significant antibacterial activity (MIC = 9.4 μg/mL, 20.6 μM) was recorded for oleanolic acid (7) against Mycobacterium smegmatis. The chemotaxonomic significance of the isolated compounds was discussed.

Environmental impact assessment of granites bearing rare metals mineralization utilizing airborne gamma-ray spectrometric data, Egypt

Environmental impact assessment of granites bearing rare metals mineralization utilizing airborne gamma-ray spectrometric data, Egypt

Curculigosides J–K and curcorchidihydrobenzofuran A, a dihydrobenzofuran with anti-proliferative properties from Curculigo orchioides

Phytochemical investigation of the rhizomes and the leaves of Curculigo orchioides led to the isolation of fourteen compounds. They consist of one undescribed dihydrobenzofuran, curcorchidihydrobenzofuran A (1), two undescribed benzyl benzoate glycosides, curculigoside J (2) and K (3), and eleven known compounds (4–14). The structures of the isolated compounds were elucidated by thorough analysis of spectroscopic (IR, NMR and ECD) and spectrometric (MS) data. Compound 1 displayed significant anti-proliferative activities against cervical cancer cells (HelaS3, IC50 = 3.6 µM) and breast cancer cells (MCF-7, IC50 = 13.9 µM) while showing moderate activities against lung cancer cells (A549, IC50 = 29.8 µM). Importantly, it was non-toxic to Vero cells. Compound 1 also inhibited the tyrosinase enzyme in a moderate manner (IC50 = 120.8 µM). Eventually, its permethylated synthetic analog 1a showed a significant suppression of lipopolysaccharide (LPS)-induced NO production in murine macrophage RAW 264.7 (IC50 = 23.4 µM).

Radioactive potentiality and uranium migration as assessed from airborne gamma-ray spectrometric data, north Wadi Qena area, Northern Eastern Desert, Egypt

Radioactive potentiality and uranium migration as assessed from airborne gamma-ray spectrometric data, north Wadi Qena area, Northern Eastern Desert, Egypt

In situ molecular profiles of glomerular cells by integrated imaging mass spectrometry and multiplexed immunofluorescence microscopy

Glomeruli filter blood through the coordination of podocytes, mesangial cells, fenestrated endothelial cells, and the glomerular basement membrane. Cellular changes, such as podocyte loss, are associated with pathologies like diabetic kidney disease. However, little is known regarding the in situ molecular profiles of specific cell types and how these profiles change with disease. Matrix-assisted laser desorption/ionization imaging mass spectrometry (MALDI IMS) is well-suited for untargeted tissue mapping of a wide range of molecular classes. Importantly, additional imaging modalities can be integrated with MALDI IMS to associate these biomolecular distributions to specific cell types. Here, we integrated workflow combining MALDI IMS and multiplexed immunofluorescence (MxIF) microscopy. High spatial resolution MALDI IMS (5 μm) was used to determine lipid distributions within human glomeruli from a normal portion of fresh-frozen kidney cancer nephrectomy tissue revealing intra-glomerular lipid heterogeneity. Mass spectrometric data were linked to specific glomerular cell types and substructures through new methods that enable MxIF microscopy to be performed on the same tissue section following MALDI IMS, without sacrificing signal quality from either modality. Machine learning approaches were combined enabling cell type segmentation and identification based on MxIF data. This was followed by mining of cell type or cluster-associated MALDI IMS signatures using classification and interpretable machine learning. This allowed automated discovery of spatially specific molecular markers for glomerular cell types and substructures as well as lipids correlated to deep and superficial glomeruli. Overall, our work establishes a toolbox for probing molecular signatures of glomerular cell types and substructures within tissue microenvironments providing a framework applicable to other kidney tissue features and organ systems.

Detection of lunar water, hydroxyl ion and their diurnal changes from CHACE-2 orbiter observation

This work reports the spatial and diurnal variations of the number densities of lunar molecular water (H2O), atomic mass unit (amu) 18 and hydroxyl (OH), amu 17 over low (0° to 30°), middle (31° to 60°) and high (61° to 80°) latitudinal regions of the lunar exosphere during the pre-sunrise, noon, sunset and midnight periods using the mass spectrometric data of CHandra's Atmospheric Composition Explorer-2 (CHACE-2) on board Chandrayaan-2, the second lunar mission developed in India. Both H2O and OH exhibit, particularly in the low latitude regions, a trend of increasing number density after the sunrise and up to noon, followed by a decrease till sunset. An overall higher density of H2O is obtained compared to the previous reports. The findings are justified in terms of the polar orbital height of the instrument and the duration of data procurement. The maximum number density for the low, middle and high latitudes reaches 5225 cm−3, 5135 cm−3 and 3747 cm−3, respectively. The corresponding OH abundances are found to be 5079 cm−3, 5565 cm−3 and 5720 cm−3. The diurnal variations of H2O and OH and their comparisons, similar to those of the present report may provide suitable means for tracing the lunar water cycle. The CHACE-2 observations imply that the influence of magnetotail passage on volatiles like water is to be further quantified in future missions with other sensors.

MEDEA: A New Model for Emulating Radio Antenna Beam Patterns for 21 cm Cosmology and Antenna Design Studies

In 21 cm experimental cosmology, accurate characterization of a radio telescope’s antenna beam response is essential to measure the 21 cm signal. Computational electromagnetic (CEM) simulations estimate the antenna beam pattern and frequency response by subjecting the EM model to different dependencies, or beam hyperparameters, such as soil dielectric constant or orientation with the environment. However, it is computationally expensive to search all possible parameter spaces to optimize the antenna design or accurately represent the beam to the level required for use as a systematic model in 21 cm cosmology. We therefore present the Model for Emulating Directivities and Electric fields of Antennas (MEDEA), an emulator that rapidly and accurately generates far-field radiation patterns over a large hyperparameter space. MEDEA takes a subset of beams simulated by CEM software, spatially decomposes them into coefficients on a complete, linear basis, and then interpolates them to form new beams at arbitrary hyperparameters. We test MEDEA on an analytical dipole and two numerical beams motivated by upcoming lunar lander missions, and then employ MEDEA as a model to fit mock radio spectrometer data to extract covariances on the input beam hyperparameters. We find that the interpolated beams have rms relative errors of at most 10−2 using 20 input beams or less, and that fits to mock data are able to recover the input beam hyperparameters when the model and mock are derived from the same set of beams. When a systematic bias is introduced into the mock data, extracted beam hyperparameters exhibit bias, as expected. We propose several extensions to MEDEA to potentially account for such bias.

Analysis of spatial and temporal variations of vegetation NPP and TWS in the Yangtze River Basin

Net primary productivity (NPP) is an important parameter reflecting vegetation growth, and water is one of the necessary factors for vegetation growth. Investigating the mutual influence between NPP and water is significant for ensuring the stable development of the ecological environment. This study focuses on the Yangtze River Basin (YRB) as the research area, and based on medium-resolution imaging spectrometer (MODIS) data, climate data, and gravity recovery and climate experiment (GRACE) data, the spatiotemporal evolution characteristics of vegetation NPP and terrestrial water storage (TWS) in the YRB from 2000 to 2022 are explored and analyzes the mutual influence of NPP with climate factors and TWS. The results show that vegetation NPP (4.10 gC·m−2·a−1) and TWS (0.55 mm) in the YRB have exhibited an increasing trend from 2000 to 2022, with a strong correlation between the two, which is related to recent environmental policies. Analysis of the impact of climate factors on NPP reveals that temperature and TWS significantly positively impact NPP changes. Furthermore, comparisons between NPP and TWS indicate that changes in TWS substantially promote plant growth. In addition, the comparison between NPP and TWS indicates that changes in TWS have an important promoting effect on plant growth. Surface water (SWS) and soil water (SM) have a significant promoting effect on plant growth, but with a strong lag, while the consumption of groundwater (GWS) has been promoting plant growth without significant lag.

Characterization of exopolysaccharide/potato starch nanocomposite films loading g-C3N4 and Ag and their potential applications in food packaging

The interest in nanocomposite films incorporating edible ingredients and active nanoparticles has surged due to their potential to enhance food quality and prolong shelf-life. This research focused on developing innovative exopolysaccharides (EPS)/potato starch (PS) nanocomposite films integrated with g-C3N4 and AgNO3. Extensive analysis was conducted to assess the microstructure, physical attributes and antimicrobial properties of these films. Fourier transform infrared (FT-IR) analysis revealed electrostatic and hydrogen bonding interactions within the film components. X-ray diffraction (XRD) and X-ray photoelectron spectrometer (XPS) data indicated a high level of compatibility among EPS, PS, g-C3N4, and AgNO3, with no new absorption peaks or characteristic signals of C3N4 and Ag appearing in the nanocomposite films patterns. The thickness, water solubility and water vapor permeability (WVP) of the EPS-PS-C3N4-Ag nanocomposite film increased due to the addition of g-C3N4, reached 0.31 ± 0.03 nm, 36.61 ± 1.76 % and 1.42 ± 0.34 × 10−10 g−1 s−1 Pa−1, respectively. While transparency, swelling degree, and oxygen permeability (OP) significantly decreased, reached 26.18 ± 2.38 %, 63.01 ± 2.51 % and 41.98 ± 1.28 %, respectively. Scanning electron microscopy (SEM) and atomic force microscope (AFM) images depicted an augmented roughness and porosity on the film surface upon integration of g-C3N4 and AgNO3. Moreover, the EPS-PS-C3N4-Ag nanocomposite film displayed enhanced mechanical strength due to the presence of g-C3N4. The melting temperature (Tm) of EPS-PS-C3N4-Ag nanocomposite film was 313.3 °C, the removal rates of DPPH and ABTS was 66.11 ± 2.87 % and 45.09 ± 1.23 % respectively. Significant inhibition of microbial growth was observed in film containing g-C3N4 and AgNO3, which demonstrated no toxicity towards NIH-33 cells, suggesting their potential application as promising active packaging material for food preservation.

The Standardized Spectroscopic Mixture Model

The standardized spectral mixture model combines the specificity of a physically based representation of a spectrally mixed pixel with the generality and portability of a spectral index. Earlier studies have used spectrally and geographically diverse collections of broadband and spectroscopic imagery to show that the reflectance of the majority of ice-free landscapes on Earth can be represented as linear mixtures of rock and soil substrates (S), photosynthetic vegetation (V) and dark targets (D) composed of shadow and spectrally absorptive/transmissive materials. However, both broadband and spectroscopic studies of the topology of spectral mixing spaces raise questions about the completeness and generality of the Substrate, Vegetation, Dark (SVD) model for imaging spectrometer data. This study uses a spectrally diverse collection of 40 granules from the EMIT imaging spectrometer to verify the generality and stability of the spectroscopic SVD model and characterize the SVD topology and plane of substrates to assess linearity of spectral mixing. New endmembers for soil and non-photosynthetic vegetation (NPV; N) allow the planar SVD model to be extended to a tetrahedral SVDN model to better accommodate the 3D topology of the mixing space. The SVDN model achieves smaller misfit than the SVD, but does so at the expense of implausible fractions beyond [0, 1]. However, a refined spectroscopic SVD model still achieves small (<0.03) RMS misfit, negligible sensitivity to endmember variability and strongly linear scaling over more than an order of magnitude range of spatial resolution.

Chemical constituents and antimicrobial activity of the aerial part of Solanum betaceum Cav. (Solanaceae)

A new saponin namely diosgeninoside (25 R-spirost-5-en-3-O-[β-D-glucopyranosyl (1→2) - β-D-glucuronic acid]) and a new fatty acid betacic acid: (Z)-8(S*),9(S*),10(R*)-trihydroxy-11-octadecenoic acid together with six known compounds: N-trans-coumaroyl tyramine, ergosta-7,22-dien-3β,5α,6β-triol, β-sitosterol, and β-sitosterol-3-O-β-D-glucopyranoside, L-threitol and soya-cerebroside I were isolated from the methanolic extract of Solanum betaceum. The structures were elucidated by interpretation of their 1D and 2D NMR spectra and spectrometric data. The methanolic extract, the EtOAc and n-BuOH fractions, and several isolated compounds were tested for antibacterial activity against four bacteria (Staphylococcus aureus; Staphylococcus epidermidis; Escherichia coli; and Pseudomonas aeruginosa). The methanolic extract and the EtOAc fraction showed moderate activity against Staphylococcus aureus and Pseudomonas aeruginosa with MIC value of 128 µg/mL. Compound 1 showed moderate activity against Staphylococcus aureus with MIC value of 64 µg/mL.

Introducing FISCAS, a Tool for the Effective Generation of Single Cell MALDI-MSI Data.

We introduce Fluorescence Integrated Single-Cell Analysis Script (FISCAS), which combines fluorescence microscopy with MALDI-MSI to streamline single-cell analysis. FISCAS enables automated selection of tight measurement regions, thereby reducing the acquisition of off-target pixels, and makes use of established algorithms for cell segmentation and coregistration to rapidly compile single-cell spectra. MALDI-compatible staining of membranes, nuclei, and lipid droplets allows the collection of fluorescence data prior to the MALDI-MSI measurement on a timsTOF fleX MALDI-2. Usefulness of the software is demonstrated by the example of THP-1 cells during stimulated differentiation into macrophages at different time points. In this proof-of-principle study, FISCAS was used to automatically generate single-cell mass spectra along with a wide range of morphometric parameters for a total number of roughly 1300 cells collected at 24, 48, and 72 h after the onset of stimulation. Data analysis of the combined morphometric and single-cell mass spectrometry data shows significant molecular heterogeneity within the cell population at each time point, indicating an independent differentiation of each individual cell rather than a synchronized mechanism. Here, the grouping of cells based on their molecular phenotype revealed an overall clearer distinction of the different phases of differentiation into macrophages and delivered an increased number of lipid signals as possible markers compared with traditional bulk analysis. Utilizing the linkage between mass spectrometric data and fluorescence microscopy confirmed the expected positive correlation between lipid droplet staining and the overall signal for triacylglyceride (TG), demonstrating the usefulness of this multimodal approach.

Quantifying Marine Oil Slick using the Hydrocarbon Spectra Slope Index (HYSS): A Case Study of the 2010 Deep-water Horizon Spill in the Gulf of Mexico

Mapping the extent and quantifying oil slick in ocean spills is one of the major objectives for monitoring and clean-up programs. Hyperspectral sensors are among the few remote sensing tools with potential for quantifying hydrocarbon oil on water and on other background substrates. At present, methods used to process hyperspectral data for quantifying hydrocarbon oil relies on delineating shapes and wavelength position of key diagnostic features within shortwave infrared (SWIR), particularly at 1.73µm and 2.30µm, which are often affected by the spectral features from the background substrates. Rather than the shape, the absorption maxima of hydrocarbon diagnostic features has shown potential for quantifying oil slick abundance classes via the Hydrocarbon Spectral Slope index (HYSS). In this research, the discriminative power of HYSS index for quantifying ocean oil slick is demonstrated, using Advance Visible and Infrared Imaging Spectrometer (AVIRIS) data from the 2010 Deep-water Horizon (DHW) spill from the Macondo well-head in the Gulf of Mexico. The results suggest good discrimination of oil and water as well as quantification of the oil slick into different oil abundance classes, representing different oil-water ratio and/or thickness. The validation of HYSS results shows good agreement with visual records of the spill within the image scene. Five oil abundance classes were discernible from studied AVIRIS scenes. These results were obtained empirically, without site-specific reference spectra, suggestive of a potential index for rapid broad area search. Change detection statistics of oil coverage at three separate intersects (ITT 1, ITT 2, and ITT 3) with before and after image coverage show reduced oil coverage percentages of 70%, 11.5%, and 0% respectively. These percentage reductions are in agreement with visual display of oil coverage as affected by dispersion induced by ocean currents and chemical dispersant application within the respective time lags of these image data acquisition.

Oxidative stress-induced degradation of Brinzolamide: Isolation and in-depth characterization of unique hydroxylamine and oxime degradation products

Since the safety and efficacy of therapeutic products are strongly related to their stability and purity, impurities including the unavoidable degradation products may affect the pharmacological effect. The International Council for Harmonisation of Technical Requirements for Pharmaceuticals for Human Use (ICH) guidelines Q3A requires the identification of process impurities and as well as degradation products in any drug substance to assess the inherent stability of the drug. The present work involves an ICH-guided degradation study for the Brinzolamide (BRZ), a topical ophthalmic drug which is generally used to lower the intraocular pressure (IOP) during glaucoma. Under oxidative stress at room temperature for 20 h, four degradation products (namely BRZ-Pk1, BRZ-PK2, BRZ-Pk3, and BRZ-Pk4) are isolated using advanced chromatographic techniques. Upon confirming the masses of the compounds using High-resolution mass spectrometry (HRMS), functional groups are identified with the help of Fourier-transform infrared spectroscopy (FT-IR). Extensive 1-dimensional (1D) and 2-dimensional (2D) Nuclear Magnetic Resonance spectroscopic (NMR) experiments especially 1D nOe, 1H-13C-HSQC and 1H-13C-HMBC unequivocally confirm the structures. Among the four compounds analyzed, three (BRZ-Pk1, BRZ-Pk2, and BRZ-Pk4) are novel, while BRZ-Pk3 was previously reported solely with mass spectrometric data. Nitrogen-based 2D NMR experiments are crucial for determining the oxidation state of hydroxylamine and oxime products within the molecules, and 1D nOe measurements help confirming E/Z isomerism (geometrical isomerism) for BRZ-Pk2 and BRZ-Pk4. All the proposed structures are justified with appropriate analytical data. The proposed mechanisms are expected to help in identifying the possible degradation pathways for similar pharmaceutical candidates.

Charge sign dependence of recurrent Forbush decreases in 2016–2017

Context. This study investigates the periodicities of galactic cosmic ray flux attributed to corotating interaction regions (CIRs) using Alpha Magnetic Spectrometer (AMS-02) data from late 2016 to early 2017. Aims. We determine the rigidity dependence of recurrent Forbush decrease (RFD) amplitudes induced by CIRs for different particles with a focus on charge sign. Methods. We carried out a frequency analysis using a Lomb-Scargle algorithm and superposed epoch analysis for all particles. For protons and helium, we compared the results with a single Forbush decrease (FD) analysis. Results. Our results reveal that the rigidity dependence of proton amplitudes attributed to the northern coronal hole is in qualitative agreement with previous findings. In contrast, the amplitudes attributed to the southern coronal hole show no rigidity dependence. Furthermore, the amplitude of the helium modulation exceeds that of protons, in line with the observation for long-term modulation. For positrons, statistical limitations stand in the way of any definitive conclusions. In comparison to the positively charged particles, the modulation behavior of electrons reveals a different pattern.

Retrieval of pseudo-BRDF-adjusted surface reflectance at 440 nm from the Geostationary Environmental Monitoring Spectrometer (GEMS)

Abstract. In satellite remote sensing applications, enhancing the precision of level 2 (L2) algorithms relies heavily on the accurate estimation of the surface reflectance across the ultraviolet (UV) to visible (VIS) spectrum. However, the mutual dependence between the L2 algorithms and the surface reflectance retrieval poses challenges, necessitating an alternative approach. To address this issue, many satellite algorithms generate Lambertian-equivalent reflectivity (LER) products as a priori surface reflectance data; however, this often results in an underestimation of these data. This study is the first to assess the applicability of background surface reflectance (BSR), derived using a semi-empirical bidirectional reflectance distribution function (BRDF) model, in an operational environmental satellite algorithm. This study pioneered the application of the BRDF model to hyperspectral satellite data at 440 nm, aiming to provide more realistic preliminary surface reflectance data. In this study, the Geostationary Environment Monitoring Spectrometer (GEMS) data were used, and a comparative analysis of the GEMS BSR and GEMS LER retrieved in this study revealed an improvement in the relative root mean squared error (rRMSE) accuracy of 3 %. Additionally, a time series analysis across diverse land types indicated a greater stability exhibited by the BSR than by the LER. For further validation, the BSR was compared with other LER databases using ground-truth data, yielding superior simulation performance. These findings present a promising avenue for enhancing the accuracy of surface reflectance retrieval from hyperspectral satellite data, thereby advancing the practical applications of satellite remote sensing algorithms.

Cytotoxic and antibacterial compounds from Schinus terebinthifolia Raddi fruits

Chromatographic procedures of extracts of Schinus terebinthifolia Raddi fruits afforded (Z)-masticadienoic (1) and 3β-masticadienolic (2) acids, tetrahydroamentoflavone (3), and 4-O-methyl gallic acid (4). Addicionally, the derivative 6-oxo masticadienoic acid (1a) was prepared by an allylic oxidation. The chemical structures of obtained compounds were elucidated by spectrometric data analyses. Furthermore, both the semi-synthetic derivative and the metabolites were subjected to in vitro cytotoxicity against the A549 human lung cancer cell line, as well as antimicrobial activity tests. Compounds 2 and 1a exhibited cytotoxicity towards A549 cells with IC50 values of 20.13 and 6.11 µM, respectively. In the tests against pathogens, the CHCl3 and EtOAc soluble fractions of MeOH extract along with the pure compounds, exhibited antibacterial activity against Escherichia coli, Staphylococcus aureus, and Pseudomonas aeruginosa. Except for 4-O-methyl gallic acid, the other pure compounds showed inhibitory microbial activities with MIC values ranging from 0.25 μg/mL to 25 μg/mL doses.