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A complete and comprehensive chemical and biological study of Drimys granadensis, a native Ecuadorian aromatic plant, was conducted. By conventional steam distillation from dried leaves, a yellowish, translucent essential oil (EO) with a density of 0.95 and a refractive index of 1.5090 was obtained. The EO was analyzed by gas chromatography coupled to a mass spectrometer (GC/MS) and an FID detector (GC/FID), respectively. Enantiomeric distribution was also carried out by GC/MS using a chiral selective column (diethyl tert-butylsilyl-BETA-cyclodextrin). The microdilution broth method was employed to assess the antibacterial and antifungal activity of the EO against a panel of opportunistic microorganisms. Antioxidant capacity was measured using diphenyl picryl hydrazyl (DPPH) and azino-bis 3-ethylbenzothiazoline-6-sulfonic acid (ABTS) radicals. Finally, the inhibitory potential of the EO against acetylcholinesterase was also valued. Sixty-four chemical compounds, constituting 93.27% of the total composition, were identified, with major components including γ-muurolene (10.63%), spathulenol (10.13%), sabinene (5.52%), and δ-cadinene (4.22%). The characteristic taxonomic marker of the Drimys genus, Drimenol, was detected at very low percentages (Listeria monocytogenes with a minimal inhibitory concentration (MIC) value of 250 µg/mL, while with the remaining microorganisms, it exerted less potency, ranging from 500 to 2000 µg/mL. The EO displayed moderate effects against the ABTS radical with a half scavenging capacity of 210.48 µg/mL and no effect against the DPPH radical. The most notable effect was noticed for acetylcholinesterase, with a half inhibition concentration (IC50) of 63.88 ± 1.03 µg/mL. These antiradical and anticholinesterase effects hint at potential pharmacological applications in Alzheimer’s disease treatment, although the presence of safrole, albeit in low content (ca. 2%), could limit this opportunity. Further in vivo studies are necessary to fully understand their potential applications.

Our research focuses on exploring the chemical composition and some biological properties of the essential oil derived from Syzygiella rubricaulis (Nees) Stephani, a bryophyte species. To conduct a comprehensive analysis, we utilized a DB5MS capillary column along with gas chromatography coupled to mass spectrometry (GC-MS) and flame ionization (GC-FID). The qualitative and quantitative examination revealed the presence of 50 compounds, with hydrocarbon sesquiterpenes (48.35%) and oxygenated sesquiterpenes (46.89%) being the predominant constituents. Noteworthy compounds identified include bicyclogermacrene (12.004%), cedranone (9.034%), spathulenol (6.835%), viridiflorol (6.334%), silphiperfol-5,7(14)-diene (6.216%), biotol (6.075%), guaiol (4.607%), viridiflorene (4.65%), and α-guaienol (3.883%). Furthermore, we assessed the antimicrobial, antioxidant, and anticholinesterase activity of the essential oil, revealing a compelling inhibitory effect against acetylcholinesterase (AChE) with an IC50 value of 26.75 ± 1.03 µg/mL and a moderate antimicrobial (MIC 500 µg/mL, Enterococcus faecium, Lysteria monocytogenes) and antioxidant effect (ABTS: SC50 343.38 and DPPH 2650.23 µg/mL). These findings suggest the potential therapeutic application of the bryophyte essential oil in the treatment of Alzheimer’s disease due to its potent anticholinesterase properties.

Ageratina dendroides is an aromatic species native to Ecuador. In this study, the chemical composition, enantiomeric distribution, and antifungal, antibacterial, antioxidant, and anticholinesterase activities of the essential oil isolated from aerial parts of Ageratina dendroides were determined. The quantitative chemical composition was determined using gas chromatography equipped with a flame ionization detector. The qualitative chemical composition was determined using gas chromatography coupled with mass spectrometry. The enantiomeric distribution was determined using an enantioselective chromatographic column. A broth microdilution method was used to determine the antibacterial activity. This antibacterial activity was tested against three Gram-negative bacilli bacteria and three Gram-positive cocci bacteria. The antifungal activity was tested against two fungi, a fungus, and a yeast. The antioxidant activity was determined using the ABTS (2,2-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid)) method and DPPH (2,2-diphenyl-1-picrylhydrazyl) method. The anticholinesterase activity was analyzed using the spectrophotometric method. Sixty-eight volatile compounds were identified in the essential oil. These compounds represent 99.49% of the total composition. In terms of the number of compounds and their relative abundance, the most representative group was sesquiterpene hydrocarbons, with thirty-four compounds and an abundance of 49.22%. The main constituents were found to be andro encecalinol (14.41 ± 1.26%), germacrene D (8.86 ± 1.06%), amorpha-4,9-dien-14-al (7.68 ± 0.70%), β-sesquiphellandrene (7.01 ± 1.49%), α-muurolol (5.89 ± 0.93%), and 7-epi-α-selinene (5.68 ± 0.53%). Five pairs of enantiomers were identified in the essential oil of Ageratina dendroides. The essential oil did not report antimicrobial activity at the maximum concentration tested (MIC > 4000 µg/mL) against any of the microorganisms tested. The antioxidant activity of the essential oil was strong in the ABTS method, with an SC50 of 33.2 ± 1.4 µg/mL. Additionally, the Ageratina dendroides essential oil reported moderate anticholinesterase activity, with an IC50 of 297.8 ± 1.03 µg/mL.

The study of the essential oil (EO) from aerial parts (stems and leaves) of Valeriana microphylla Kunth (Valerianaceae), collected from the Saraguro community in the southern region of Ecuador, was analyzed for the first time. A total of 62 compounds were identified in V. microphylla EO by GC-FID and GC-MS on nonpolar DB-5ms and polar HP-INNOWax columns. The most abundant components (>5%) detected on DB-5ms and polar HP-INNOWax columns were α-gurjunene (11.98, 12.74%), germacrene D (11.47, 14.93%), E-caryophyllene (7.05, 7.78%), and α-copaene (6.76, 6.91%), respectively. In addition, the enantioselective analysis, carried out on a chiral column, showed (+)-α-pinene and (R)-(+)-germacrene as enantiomerically pure compounds (enantiomeric excess = 100%). The antioxidant activity was high for the radicals ABTS (SC50 = 41.82 µg/mL) and DPPH (SC50 = 89.60 µg/mL), and finally, the EO was shown to be inactive to the enzyme acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE), as both values were >250 µg/mL.

The species Peperomia inaequalifolia, commonly known as congona, is a succulent herbaceous plant belonging to the Piperaceae family, which is used for different purposes in traditional medicine. In this study, the chemical composition, enantiomeric distribution, and biological activity of essential oil isolated from the leaves of this species was determined. Hydrodistillation was used to isolate the essential oil. Gas chromatography coupled to mass spectrometry was used to determine the qualitative composition, a gas chromatograph equipped with a flame ionization detector was used to determine quantitative composition, and gas chromatography on an enantioselective column was used to determine enantiomeric distribution. Antibacterial activity was determined using the broth microdilution method, for which we used three Gram-positive cocci bacteria, a Gram-positive bacilli bacterium, and three Gram-negative bacilli bacteria. 2,2′-azinobis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS) radical cations and 2,2-diphenyl-1-picrylhydryl (DPPH) radicals were used as reagents for determining the antioxidant activity of the essential oil. The spectrophotometric method was used to analyze the acetylcholinesterase inhibitory effect of the essential oil. The yield of leaves in essential oil was 0.16 ± 0.01% (v/w). Forty-three chemical compounds were identified in the essential oil, which represent 97.46% of the total composition. Sesquiterpene hydrocarbons were the most representative group, with 24 compounds (21.63%). The principal constituents were found to be elemicin (27.44 ± 1.35%), bisabolol (17.76 ± 1.38), myristicin (15.45 ± 0.86), methyl eugenol (6.22 ± 0.24), viridiflorene (6.81 ± 0.10), and safrole (6.68 ± 0.23). Three pairs of enantiomers were identified in the essential oil of Peperomia inaequalifolia. Essential oil presented a minimum inhibitory concentration (MIC) of 4000 μg/mL against Enterococcus faecalis, Enterococcus faecium, Staphylococcus aureus, Listeria monocytogenes, and Escherichia coli. The antioxidant activity of the essential oil was strong according to the DPPH and ABTS methods, with a half radical scavenging capacity (SC50) of 293.76 ± 3.12 µg/mL and 226.86 ± 0.05 µg/mL, respectively. Additionally, the essential oil reported moderate anticholinesterase activity, with an IC50 of 43.93 ± 1.05 µg/mL.

In Ecuador, Hedyosmum cumbalense and Hedyosmum spectabile are valued for their well-known aromatic characteristics and therapeutic benefits. In this study, fresh and dried leaves of these species were steam-distilled to obtain their essential oils (EOs) for chemical characterization and assessment of their antimicrobial, antioxidant, and anticholinesterase properties. Gas chromatography coupled to mass spectrometry (GC-MS) and a flame-ionized detector (GC-FID) with a nonpolar column was employed to determine the chemical composition, along with the enantioselective analysis. The antimicrobial activity was evaluated against three Gram-positive, two Gram-negative, and two sporulated fungi. The radical scavenging properties were evaluated by DPPH and ABTS assays. A total of 66 and 57 compounds were identified for H. cumbalense and H. spectabile, respectively. Two pairs of enantiomers for each species were also detected, with (1R,5R)-(+)-sabinene and (1S,5S)-(–)-sabinene found in both specimens. A poor effect against Gram-positive cocci was observed on H. cumbalense (MIC of 4000 µg/mL). Both oils displayed weak antifungal activities, exhibiting a MIC of 1000 µg/mL. H. cumbalense had a good scavenging effect assessed by the ABTS radical (SC50 = 96.02 ± 0.33 µg/mL). Both EOs showed a strong anticholinesterase potential with an IC50 value of 61.94 ± 1.04 µg/mL for H. cumbalense and 21.15 ± 1.03 µg/mL for H. spectabile.

The present study aimed to determine the chemical composition, enantiomeric distribution and the biological profile of Hedyosmum strigosum essential oil (EO). The antioxidant properties and anticholinesterase effect were measured by spectroscopic methods and antimicrobial potency assessed against 8 bacteria and two fungi. H. strigosum is a native shrub, particularly found in Ecuador and Colombia at 2000 to 3500 m a.s.l. Chemical composition was determined by GC-MS and GC-FID. A total of 44 compounds were detected, representing more than 92% of the EO composition. The main compounds were thymol (24.35, 22.48%), α-phellandrene (12.15, 13.93%), thymol acetate (6.59, 9.39%) and linalool (8.73, 5.82%), accounting for more than 51% of the EO. The enantioselective analysis revealed the presence of 5 pure enantiomers and 3 more as a racemic mixture. The EO exerted a strong antioxidant capacity, determined by ABTS assay, with a SC50 of 25.53 µg/mL and a strong and specific antimicrobial effect against Campylobacter jejuni with a MIC value of 125 µg/mL. A moderate acetylcholinesterase inhibitory effect was also observed with an IC50 value of 137.6 µg/mL. To the best of our knowledge this is the first report of the chemical composition and biological profile of H. strigosum EO.

The aim of this study was to extract and identify the chemical compounds of Diplosthephium juniperinum essential oil (EO) from Ecuador and to assess its anticholinesterase and antioxidant properties. The EO chemical composition was determined by GC–MS. A total of 74 constituents of EO were identified, representing 97.27% in DB-5ms and 96.06% in HP-INNOWax of the total EO. The major constituents (>4.50%) identified were: α-pinene (21.52, 22.04%), geranyl acetate (10.54, 7.78%), silphiper-fol-5-ene (8.67, 7.38%), α-copaene (8.26, 8.18%), 7-epi-silphiperfol-5-ene (4.93, 5.95%), and germacrene D (4.91, 6.00%). Enantioselective analysis of the volatile fraction of D. juniperinum showed: (+)-α-pinene as a pure enantiomer and 5 pairs of enantiomeric compounds. Among them, (−)-β-Pinene and (−)-Germacrene D presented a high enantiomeric excess of 93.23 and 84.62%, respectively, while (−)-α-Thujene, (−)-Sabinene and (S)-4-Terpineol with a lower enantiomeric excess of 56.34, 47.84 and 43.11%, respectively. A moderate inhibitory effect was observed for Acetylcholinesterase (AChE) and Butyrylcholinesterase (BuChE) enzymes with IC50 values of 67.20 ± 7.10 and 89.00 ± 9.90 µg/mL, respectively. A lower antioxidant potential was observed for the EO measured through DPPH and ABTS radical scavenging assays with SC50 values of 127.03 and >1000 µg/mL, respectively. To the best of our knowledge, this is the first report of the chemical composition, enantiomeric distribution and, anticholinesterase and antioxidant potential of the EO of D. juniperinum. As future perspective, further in-vivo studies could be conducted to confirm the anticholinesterase potential of the EO.

Annona cherimola Mill. is a native species of Ecuador cultivated worldwide for the flavor and properties of its fruit. In this study, hydrodistillation was used to isolate essential oil (EO) of fresh Annona cherimola leaves collected in Ecuadorian Sierra. The EO chemical composition was determined using a non-polar and a polar chromatographic column and enantiomeric distribution with an enantioselective column. The qualitative analysis was carried out by gas chromatography coupled to a mass spectrometer and quantitative analysis using gas chromatography equipped with a flame ionization detector. The antibacterial potency was assessed against seven Gram-negative bacteria and one Gram-positive bacterium. ABTS and DPPH assays were used to evaluate the radical scavenging properties of the EO. Spectrophotometric method was used to measure acetylcholinesterase inhibitory activity. GC-MS analysis allowed us to identify more than 99% of the EO chemical composition. Out of the fifty-three compounds identified, the main were germacrene D (28.77 ± 3.80%), sabinene (3, 9.05 ± 1.69%), β-pinene (4, 7.93 ± 0.685), (E)-caryophyllene (10.52 ± 1.64%) and bicyclogermacrene (11.12 ± 1.39%). Enantioselective analysis showed the existence of four pairs of enantiomers, the (−)-β-Pinene (1S, 5S) was found pure (100%). Chirimoya essential oil exhibited a strong antioxidant activity and a very strong anticholinesterase potential with an IC50 value of 41.51 ± 1.02 µg/mL. Additionally, EO presented a moderate activity against Campylobacter jejuni and Klebsiella pneumoniae with a MIC value of 500 μg/mL.

Piper carpunya Ruiz & Pav. is an aromatic shrub native to Ecuador, the leaves of which are used to prepare the traditional beverage Guaviduca. Different health benefits are attributed to the guaviduca beverage, which is consumed as a traditional and folk medicine. In this study, fresh P. carpunya leaves were collected in the winter and summer and subjected to hydrodistillation for the extraction of the essential oil. The guaviduca beverage was prepared by infusion in water and the volatile compounds were isolated by liquid–liquid extraction. Chemical composition and enantioselective analyses were performed by gas chromatography. The antibacterial activity was assayed against Gram-positive and Gram-negative bacteria. The scavenging radical properties of the essential oil was evaluated by 2,2-diphenyl-1-picrylhydryl (DPPH) and 2,2′-azinobis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS) assays. The acetylcholinesterase inhibitory activity was measured using the spectrophotometric method. The chemical analysis allowed us to identify more than 98% of the compounds in all samples. The main constituent of the essential oil was 1,8-cineole (25.20 ± 1.31%) in P. carpunya collected in winter and (17.45 ± 2.33%) in P. carpunya collected in summer, while in the beverage, there was 14 mg/L. Safrole was identified in the essential oil (PCW 21.91 ± 2.79%; PCS 13.18 ± 1.72%) as well as in the beverage (2.43 ± 0.12 mg/L). Enantioselective analysis was used to investigate the enantiomeric ratio and excess of four chiral components. The essential oil presented a strong activity against Klebsiella pneumoniae with a MIC of 500 μg/mL and a very strong anticholinesterase activity with an IC50 of 36.42 ± 1.15 µg/mL.

Essential oils are highly demanded substances worldwide. They can be used without modification due to their different chemical and biological properties or as natural sources of chemical compounds. The limit in the use of these metabolites is their low yield. In the present investigation, the essential oil of fruits from Dacryodes peruviana collected in the Ecuadorian Amazon was extracted and studied. The essential oil was released from the plant matrix and isolated by hydrodistillation. The yields obtained were 4.8 ± 0.2% and 11.3 ± 0.2% for fresh and dried fruits, respectively, one of the highest yields on record to date. Twenty-five chemical compounds were identified by GC/MS and GC/FID techniques. The principal constituent was α-phellandrene, with 50.32 ± 3.32%. The antimicrobial activity of the oil was assayed against five Gram negative bacteria, two Gram positive bacteria and two fungi. The essential oil exerted a moderate activity against Staphylococcus aureus. The repellent activity of the oil was assayed against mosquitoes (Diptera: Culicidae); the samples with 3%, 2% and 1% essential oil were class 4, and the sample with 0.5% showed to be class 3. The essential oil showed a weak antioxidant activity through the DPPH and ABTS methods.