BACKGROUND Newhall navel orange (Citrus sinensis Osbeck cv. Newhall) is the major navel orange cultivar planted in China. Almost all Newhall navel orange peels produced in that country are currently discarded, which is not only harmful to the environment but also a waste of resources. It is therefore necessary to carry out research to explore the utilization potential of this resource. RESULTS A 95% ethanol extract (EE) of Newhall orange peel was prepared and fractionated into three subextracts: petroleum ether extract (PEE), ethyl acetate extract (EtOAcE), and water extract (WE) by simple liquid / liquid extractions. These four extracts were then subjected to antioxidant, antibacterial, and tyrosinase inhibition assays. Interestingly, EtOAcE was significantly superior to all other three extracts, exhibiting the best biological effects. The total polyphenol content (TPC), total flavonoid content (TFC), and primary individual flavonoids of these four extracts were analyzed and compared. This was followed by principal component analysis (PCA) and the Pearson's correlation test. The result indicates that the primary bioactive compounds responsible for the biological effects of the EtOAcE are sinensetin, 4′,5,6,7‐tetramethoxyflavone, nobiletin, 3,3′,4′,5,6,7‐hexamethoxyflavone, and narirutin. In view of its easy preparation and potent biological effects, EtOAcE might demonstrate excellent application potential in various industrial areas. CONCLUSIONS This study successfully identified EtOAcE as a potent naturally occurring antioxidant, antibacterial, and tyrosinase inhibitory agent, which might add value to the utilization of Newhall navel orange peel in the food, cosmetic, and pharmaceutical industries. © 2020 Society of Chemical Industry

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Abstract:The effects of SO 2 and H 2 O on the low-temperature selective catalytic reduction (SCR) activity over MnO x /ZrO 2 /MWCNTs and MnO x /ZrO 2 /MWCNTs catalysts modified by Ce or Y was studied. MnCeZr and MnYZr catalysts reached nearly 100% and 93.9% NO x conversions at 200 • C and 240 • C, respectively. They displayed a better SO 2 tolerance, and the effect of H 2 O was negligible. The structural properties of the catalysts were characterized by XRD, H 2 -TPR, XPS, and FTIR before and after the reaction. The results showed that Ce could increase the mobility of the oxygen and improve the valence and the oxidizability of manganese, while the effect of Y was the opposite. This might be the main reason why the catalytic activity of MnCeZr was better than MnYZr in the presence or absence of SO 2 and H 2 O. Doping Ce or Y broadened the active temperature window. Ce or Y, which existed in the catalysts with a high dispersion or at the amorphous state, preferred to react with SO 2 to form sulfate species, and protected the manganese active sites from combing with SO 2 to some extent, which coincided with the theory of ionic polarization.

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Delayed bitterness causes severe economic loss in citrus juice industry worldwide, which is mostly due to the formation of limonoid compounds, especially limonin, in juice. In this study, effects of postharvest time of fruits, heat treatment, pH and filtration of juice on limonin content in Newhall navel orange (Citrus sinensis Osbeck cv. Newhall) juice were investigated. Our research indicated for the first time that: (1) limonin content in juice would gradually increase to a maximal level and then remained almost constant thereafter as storage time going on, whereas the maximum constant value (MCV) of limonin content in juice significantly (p < 0.05) decreased with the increment of postharvest time of fruits being juiced; (2) heat treatment and acidification of juice only speeded up the formation of limonin to the maximal level while without changing the MCV of limonin content; (3) the juice after filtration exhibited much lower MCV of limonin content compared with the unfiltered one. These experimental observations might not only provide useful information for the development of new debitterness method for navel orange juice, but also strongly support the acid-promoted delayed bitterness mechanism, suggesting the formation of delayed bitterness might primary due to the acid-promoted rather than the enzyme-catalyzed lactonization of limonoate A-ring lactone (LARL) to produce limonin in juice of navel orange.

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In this study, as part of our continuous search for environmentally-friendly antifoulants from natural resources, subergorgic acid (SA) was identified from the gorgonian coral Subergorgia suberosa, demonstrating non-toxic, significant inhibitory effects (EC50 1.25 μg/mL, LC50 > 25 μg/mL) against the settlement of Balanus amphitrite. To further explore the bioactive functional groups of SA and synthesize more potent antifouling compounds based on the lead SA, the structure-activity relationships of SA were studied, followed by rational design and synthesis of two series of SA derivatives (one being benzyl esters of SA and another being SA derivatives containing methylene chains of various lengths). Our results indicated that (1) both the double bond and ketone carbonyl are essential elements responsible for the antifouling effect of SA, while the acid group is not absolutely necessary for maintaining the antifouling effect; (2) all benzyl esters of SA displayed good antifouling effects (EC50 ranged from 0.30 to 2.50 μg/mL) with the most potent compound being 5 (EC50 0.30 μg/mL, LC50 > 25 μg/mL), which was over four-fold more potent than SA; and (3) the introduction of a methylene chain into SA reduces the antifouling potency while the length of the methylene chain may differently influence the antifouling effect, depending on the functional group at the opposite site of the methylene chain. Not only has this study successfully revealed the bioactive functional groups of SA, contributing to the mechanism of SA against the settlement of B. amphitrite, but it has also resulted in the identification of a more potent compound 5, which might represent a non-toxic, high-efficiency antifoulant.