(5), and (8'Z)-1,3-dihydroxy-5-[16'-(3'',5''-dihydroxyphenyl)-8'-hexadecen-1'yl]benzene (6), were isolated from Heliciopsis terminalis. Their molecular structures were determined by extensive spectroscopic analyses. The antimicrobial activities of all compounds were evaluated. The results showed that only compound 6 expressed strong antimicrobial activity against Gram-positive bacteria.
Background A bisresorcinol was isolated as the main constituent of Heliciopsis terminalis’s trunk (Proteaceae). Recently, resorcinol is applied as an active whitening agent in various cosmetic products. Because of the structural mimic to resorcinol, benefits of the bisresorcinol as an aging-enzyme antagonist were demonstrated in this study. Methods The bisresorcinol was purified from the crude ethanolic extract of H. terminalis’s trunk by solvent extraction and preparative chromatography, respectively. Inhibitory activity on collagenase, elastase, and tyrosinase of the compound was investigated by using a different spectroscopic technique. Molecular docking was carried out to predict possible interactions of the substance around the enzyme active sites. Results The IC50 values on collagenase of the bisresorcinol and caffeic acid were 156.7 ± 0.7 and 308.9 ± 1.6 µmole L−1, respectively. For elastase activity, the IC50 of 33.2 ± 0.5 and 34.3 ± 0.3 µmole L−1 was respectively determined for the bisresorcinol and ursolic acid. The bisresorcinol was inhibitory to tyrosinase by exhibiting the IC50 of 22.8 µmole L−1, and that of 78.4 µmole L−1 was present for β-arbutin. The bisresorcinol bound to collagenase, elastase, and tyrosinase with the respective binding energies of −5.89, −5.69, and −6.57 kcal mol−1. These binding energies were in the same ranges of tested inhibitors. The aromatic phenol groups in the structure were responsible for principle as well as supporting binding interactions with enzymes. Hydrogen binding due to hydroxyl groups and π-related attractive forces from an aromatic ring(s) provided binding versatility to bisresorcinol. Conclusion The bisresorcinol purified from H. terminalis might be useful for inclusion in cosmetic products as an aging-enzyme antagonist.
Every part of Calophyllum inophyllum L. has been used in various traditional remedies, especially the oil from its nut was mostly used to treat skin diseases. This study aimed to investigate the composition and antioxidant activity of C. inophyllum nut oil and formulate the oil as a cosmeceutical product. The chemical composition and the amount of total phenolic compounds (TPC) were demonstrated by Gas Chromatograph-Mass Spectrometer (GC-MS) and Folin–Ciocalteu method, respectively. Additionally, the antioxidant activity was tested using the DPPH method. Calophyllolide (4.35%) was a major component. Additional components were calanolide A, inophyllum D, and inophyllum B. We found that the TPC contained 25.9 ± 1.2 mg GE/g oil and a free radical scavenging activity approximate to that of the synthetic Trolox. Emulgel formulation consisted of tween 80, span 80, and isopropyl alcohol as a surfactant, and carbopol 940 as a gelling agent. The microemulsion was formulated using distilled water, oil, tween 80 with span 80, as a surfactant, and isopropyl alcohol as a cosurfactant. The mean droplet size for optimized microemulsion formulations was 34.37 ± 1.06 nm. Furthermore, the results of thermodynamic stability tests (freeze-thaw cycle) and long-term stability tests indicated that emulsions and microemulsions remained stable. In conclusion, this nut oil could potentially be used as a cosmeceutical product, and the obtained emulgels and microemulsions exhibited good characteristics in terms of being a potential agent for skin antioxidant.
Lactuca sativa L. is an economically important vegetable that contains numerous phytochemicals. This study aimed to determine the phytochemicals in three lettuce cultivars (red oak, red coral, and butterhead) and assess their total phenolics, total flavonoids, and antioxidant activities. The dried leaves of each lettuce cultivar were macerated with hexane, ethyl acetate (EtOAc), and 95% ethanol (EtOH). Total phenolics, total flavonoids and antioxidant activities from the three solvent extracts were measured. The phytochemical screening showed that the leaves from the three lettuce cultivars contained flavonoids, hydrolyzable tannins, coumarins, steroids, and phenolic compounds. While the EtOAc fraction of the red coral lettuce showed the highest total phenolic content (9.747 ± 0.021 mg gallic acid equivalent/g) and the hexane fraction of the butterhead lettuce contained the highest flavonoids (7.065 ± 0.005 mg quercetin equivalent/g). In the DPPH (2,2-diphenyl-1-picryl-hydrazyl-hydrate) assay, the EtOAc fraction of the red coral lettuce had the highest antioxidant capacity with an IC50 of 0.277 ± 0.006 mg/mL, whereas, in the ABTS (2,2’-azino-bis(3- ethylbenzothiazoline-6-sulfonic acid)) assay, the 95% EtOH of the red coral lettuce had the highest antioxidant capacity with an IC50 of 0.300 ± 0.002 mg/mL. All three lettuce cultivars contained high levels of phenolic content and flavonoids, which are the source of antioxidant activities. These lettuce cultivars, especially the red coral lettuce, are a potential source of natural antioxidants. Further research on the application of natural antioxidants is required to investigate the therapeutic or the neutraceutical implication of the lettuce cultivars.
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