Approaches for the isolation and identification of hydrophilic, light-sensitive, volatile and minor natural products

Berlinck, Roberto G. S.; Monteiro, A. F. M.; Bertonha, Ariane F.; Bernardi, Darlon I.; Gubiani, Juliana R.; Slivinski, Juliano; Michaliski, Lamonielli F.; Tonon, Luciane A. Chimetto; Venancio, Victor A.; Freire, Vítor F.

doi:10.1039/c9np00009g

Cited by 22 publications

(18 citation statements)

References 226 publications

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“…In addition to the current library of primary and secondary metabolites, more natural products should be identified. Labile natural product molecules that were not found using conventional methods can now be identified using new approaches, including bioinformatics (Wakimoto and Abe 2012;Wakimoto 2017;Berlinck et al 2019;Hughes 2021).…”

Section: Discussionmentioning

confidence: 99%

Chemical cues for intraspecific chemical communication and interspecific interactions in aquatic environments: applications for fisheries and aquaculture

2021

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Aquatic organisms detect chemical cues to sense the local environment, for example, to find a mate, locate food, and identify danger. Knowledge of chemical cues can be used in aquaculture, in practical applications such as controlling mating behavior to increase fertility, enhance feeding, and decrease stress; in fisheries, by catching selected species with low-cost artificial attractants; and to address maritime issues, by decreasing biofouling. Aquatic organisms also detect chemical cues related to global environmental changes, ocean acidification, and increases in ocean plastics, all of which can affect their chemosensory behaviors. Here we discuss the nature of chemical cues and chemosensory biology and ecology of aquatic organisms, and potential applications with an emphasis on sex pheromones in commercially important and well-studied animals, namely, decapod crustaceans and fish.

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Section: Discussionmentioning

confidence: 99%

Chemical cues for intraspecific chemical communication and interspecific interactions in aquatic environments: applications for fisheries and aquaculture

2021

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“…Several marine saponins also have one or more sulfate groups, which enhance saponin hydrophilicity. 43,355,622,623…”

Section: The Isolation Of Water-soluble Natural Productsmentioning

confidence: 99%

“…[33][34][35][36] It seems that, in the past, the isolation of water-soluble compounds was more extensively performed than currently, possibly because during the golden age of antibiotics nding microbial antibiotics and other bioactive metabolites in hydrophilic fractions was frequent. 31,32,[37][38][39][40][41][42][43] With new antibiotics discovery being increasingly more difficult, in particular antibiotics with new mechanisms-of-action, the emphasis on the isolation of water-soluble compounds has probably decreased.…”

Section: Background On the Isolation Of Water-soluble Metabolitesmentioning

confidence: 99%

“…Several marine saponins also have one or more sulfate groups, which enhance saponin hydrophilicity. 43,355,622,623 Isolation approaches for marine saponins are in general quite distinct from the isolation of plant saponins. Early investigations on starsh saponins by Minale and Riccio used adsorption on XAD-2, followed by chromatography on Si-gel and on Sephadex G-25.…”

Section: Natural Product Reports Reviewmentioning

confidence: 99%

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The isolation of water-soluble natural products – challenges, strategies and perspectives

et al. 2022

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“…Water-soluble, volatile, minor and photosensitive natural products are yet poorly known. One of the possible reasons for this trend could be that organic solvents of medium to low polarity used in isolation procedures require less time and less sophisticated instrumentation to be evaporated [15]. The author speculates that there is a class of hydrophilic volatile compounds in plants that are dispersed or dissolved in the water phase, evaporated with water vapor, and whose polarity and volatility are somewhere between essential oils and watersoluble compounds.…”

Section: Introductionmentioning

confidence: 99%

Chemical Composition Similarity Relationships among the Various Organs of the Ilex cornuta Lindl. & Paxton Based on the Analysis of Hydrophilic Volatile Compounds

2021

Internal Med Res Open J

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In performing molecular profiling of secondary metabolites, a lot of research has focused on biogenic volatile organic compounds with medium to low polarity. In this study, chemical composition similarity relationships among the various organs of the Ilex cornuta Lindl. & Paxton were assessed based on the analysis of hydrophilic volatile compounds. GC-MS analysis was conducted to characterize and classify the chemical compounds. A total of 36, 46, 42, 25, 64, 26 compounds have been respectively extracted from the root, stem, stem skin, leaf, flower and fruit. The six organs have 3 common compounds and large percentages of exclusive compounds ranging from 36.0% to 62.5% with a mean of 49.8%, indicating substantial component differences among the different organs. The percentage of overlapping compounds between each of the two organs ranges from 10.9% to 44.0%, which is relatively small, further demonstrating the strong organ specificity of the chemical composition. The overlapping index is used to reveal the similarity among the organs. The stem shares the maximum similarity while the fruit the minimum similarity with the other organs. Aside from fruit, the average overlapping indices between each of the other two organs correlate well to their physical proximity. In conclusion, hydrophilic volatile metabolites are a class of natural products that are rarely investigated but constitute a significant part of the plant chemical composition. Chemical profiling of these metabolites could provide a valuable tool for the plant taxonomy and help understand the chemically mediated biological phenomena.

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Approaches for the isolation and identification of hydrophilic, light-sensitive, volatile and minor natural products

Abstract: Water-soluble, volatile, minor and photosensitive natural products are yet poorly known, and this review discusses the literature reporting the isolation strategies for some of these metabolites.

Cited by 22 publications

References 226 publications

Chemical cues for intraspecific chemical communication and interspecific interactions in aquatic environments: applications for fisheries and aquaculture

Chemical cues for intraspecific chemical communication and interspecific interactions in aquatic environments: applications for fisheries and aquaculture

The isolation of water-soluble natural products – challenges, strategies and perspectives

Chemical Composition Similarity Relationships among the Various Organs of the Ilex cornuta Lindl. & Paxton Based on the Analysis of Hydrophilic Volatile Compounds

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