Chemical synthesis of marine saponins

Xiao, Guozhi; Shao, Xuemei; Zhu, Dapeng; Yu, Biao

doi:10.1039/c8np00087e

Cited by 61 publications

(29 citation statements)

References 106 publications

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“…Saponins are characteristic metabolites of sea cucumbers (Xiao, Shao, Zhu, & Yu, 2019). Triterpene, a major active saponin in Cucumaria frondosa , possessed strong biological activity (Aminin et al., 2008).…”

Section: Resultsmentioning

confidence: 99%

Consumers' attention on identification, nutritional compounds, and safety in heavy metals of Canadian sea cucumber in Chinese food market

Song

Wen

et al. 2020

Food Science & Nutrition

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Sea cucumbers, also called bêche-de-mer, belong to the class Holothuroidea (phylum Echinodermata), which are usually processed into dried product and valued as important seafood delicacies particularly in China, Japan, and South Asia (Correia-da-Silva, Sousa, Pinto, & Kijjoa, 2017). Based on nutritional view, sea cucumbers are considered to be ideal tonics due to their profile of high-valued nutrients such as protein, polysaccharides, saponins, amino acids, and min

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Section: Resultsmentioning

confidence: 99%

Consumers' attention on identification, nutritional compounds, and safety in heavy metals of Canadian sea cucumber in Chinese food market

Song

Wen

et al. 2020

Food Science & Nutrition

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“…Chemical synthesis is an efficient, reliable, and scalable means to produce well-defined glycans for deciphering their functions and developing pharmaceuticals [3][4][5][6][7] . During the past century, a variety of glycosylation methods have been developed to streamline the chemical synthesis of glycans [8][9][10][11][12][13][14][15][16][17] . In comparison with synthesis of Oglycosides, methods capable of efficient synthesis of nucleosides (N-glycosides) are relatively limited.…”

mentioning

confidence: 99%

Glycosyl ortho-(1-phenylvinyl)benzoates versatile glycosyl donors for highly efficient synthesis of both O-glycosides and nucleosides

Zhang

et al. 2020

Nat Commun

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Both of O-glycosides and nucleosides are important biomolecules with crucial rules in numerous biological processes. Chemical synthesis is an efficient and scalable method to produce well-defined and pure carbohydrate-containing molecules for deciphering their functions and developing therapeutic agents. However, the development of glycosylation methods for efficient synthesis of both O-glycosides and nucleosides is one of the longstanding challenges in chemistry. Here, we report a highly efficient and versatile glycosylation method for efficient synthesis of both O-glycosides and nucleosides, which uses glycosyl ortho-(1-phenylvinyl)benzoates as donors. This glycosylation protocol enjoys the various features, including readily prepared and stable donors, cheap and readily available promoters, mild reaction conditions, good to excellent yields, and broad substrate scopes. In particular, the applications of the current glycosylation protocol are demonstrated by one-pot synthesis of several bioactive oligosaccharides and highly efficient synthesis of nucleosides drugs capecitabine, galocitabine and doxifluridine.

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“…A modern and safe solution to the problem of saponin toxicity may lie in the organic synthesis of diverse saponins with therapeutic effects accompanied by the systematic study of their biological properties and toxicity [5,78]. Even more effective are in silico studies that allow therapeutic saponins to be designed without prior organic synthesis.…”

Section: Toxicology and Safety Of Saponinsmentioning

confidence: 99%

Saponins as Modulators of the Blood Coagulation System and Perspectives Regarding Their Use in the Prevention of Venous Thromboembolic Incidents

2020

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Saponins comprise a heterogenous group of chemical compounds containing a triterpene or steroid aglycone group and at least one sugar chain. They exist as secondary metabolites, occurring frequently in dicotyledonous plants and lower marine animals. Plant saponin extracts or single saponins have indicated antiplatelet and anticoagulant activity. Venous thromboembolism (VTE), including deep venous thrombosis and pulmonary embolism, is a multifactorial disease influenced by various patient characteristics such as age, immobility, previous thromboembolism and inherited thrombophilia. This mini-review (1) evaluates the current literature on saponins as modulators of the coagulation system, (2) discusses the impact of chemical structure on the modulation of the coagulation system, which may further provide a basis for drug or supplement design, (3) examines perspectives of their use in the prevention of VTE. It also describes the molecular mechanisms of action of the saponins involved in the prevention of VTE.

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Chemical synthesis of marine saponins

Abstract: The chemical syntheses of marine saponins are comprehensively reviewed.

Cited by 61 publications

References 106 publications

Consumers' attention on identification, nutritional compounds, and safety in heavy metals of Canadian sea cucumber in Chinese food market

Consumers' attention on identification, nutritional compounds, and safety in heavy metals of Canadian sea cucumber in Chinese food market

Glycosyl ortho-(1-phenylvinyl)benzoates versatile glycosyl donors for highly efficient synthesis of both O-glycosides and nucleosides

Saponins as Modulators of the Blood Coagulation System and Perspectives Regarding Their Use in the Prevention of Venous Thromboembolic Incidents

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