Rhobupcyanoside B, A new cyanoside from <i>Rhodiola bupleuroides</i>

Wang, Hong; Dong, Li; Ge, Jingqiu; Deng, Li; Lan, Xiaozhong; Liao, Zhihua; Chen, Min

doi:10.1080/10286020.2016.1188806

Cited by 3 publications

(1 citation statement)

References 13 publications

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“…79 The related compound rhobupcyanoside B, 136 was later isolated from R. bupleuroides and its effects on inhibition of α-glucosidase evaluated. 80 136 had an IC 50 value of 278.28 ± 0.55 μM while the IC 50 for the positive control, acarbose was 210.40 ± 0.32 μM.…”

Section: Nitrilosidesmentioning

confidence: 97%

Natural Products Containing the Nitrile Functional Group and Their Biological Activities

Scotti

Barlow²

2022

Natural Product Communications

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The importance of nitriles as a key class of chemicals with applications across the sciences is widely appreciated. The natural world is an underappreciated source of chemically diverse nitriles. With this in mind, this review describes novel nitrile-containing molecules isolated from natural sources from 1998 to 2021, as well as a discussion of the biological activity of these compounds. This study gathers 192 molecules from varied origins across the plant, animal, and microbial worlds. Their biological activity is extremely diverse, with many potential medicinal applications.

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Section: Nitrilosidesmentioning

confidence: 97%

Natural Products Containing the Nitrile Functional Group and Their Biological Activities

Scotti

Barlow²

2022

Natural Product Communications

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Cyanogenic Glycosides and Biogenetically Related Compounds in Higher Plants and Animals

Lechtenberg

2021

Encyclopedia of Life Sciences

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Cyanogenesis describes the ability of living organisms to liberate hydrogen cyanide from stored cyanogenic glycosides upon tissue damage by hydrolysis and/or decomposition. It has been described for more than 3000 species of higher plants. Chemically, cyanogenic glycosides are glycosides of α‐hydroxynitriles (cyanohydrins). Cyanogenic glycosides together with plant glycosidases and hydroxynitrile lyases form a preformed defence system. The structures are biogenetically related to only a few precursor amino acids. In the biosynthetic pathway, two multifunctional P450 enzymes and a glucosyltransferase act in a sequence. Biogenetically, glucosides of β‐ and γ‐hydroxynitriles are closely related. Cyanogenic glycosides and their related nitriles also may serve as storage forms for reduced nitrogen. A recycling pathway has been proposed to recover reduced nitrogen for primary metabolism. Many food plants are cyanogenic, and great efforts are made to optimise their detoxification. The presence of cyanogenic glycosides in the animal kingdom appears to be restricted to arthropods. Some insects, often aposematically coloured, synthesise cyanogenic glycosides de novo and/or sequester them from their host plants. Cyanogenic glycosides are secondary metabolites known from more than 3000 different higher plant species. Cyanogenic plants are able to liberate hydrogen cyanide from their cyanogenic glycosides upon disruption of plant tissue. Cyanogenic glycosides and their corresponding degrading enzymes are part of a preformed defence system. Thus, they can be regarded as phytoanticipins. Cyanogenic glycosides are glycosides of α‐hydroxynitriles, derived from five proteinogenic amino acids (Phe, Tyr, Val, Ile and Leu) and from the nonproteinogenic amino acid cyclopentenyl glycine. Acalyphin is apparently derived from nicotinic acid. A biogenetically related class consists of β‐ and γ‐hydroxynitrile glucosides, apparently derived from the aliphatic amino acids (Val, Ile and Leu). Up to now more than 100 different glycosylated α‐, β‐ and γ‐hydroxynitriles are known from higher plants and arthropods. Additional roles and functions of cyanogenic glycosides include storage of reduced nitrogen, transportation of nitrogen and the turnover of nitrogen into primary metabolism. The presence of cyanogenic glycosides in animals appears to be restricted to arthropods. Some insects are strongly associated with their cyanogenic host plants. They sequester the cyanogenic glycosides from these plants and additionally carry out de novo biosynthesis of these compounds. Convergent evolution in plants and insects has resulted in two identical biosynthesis pathways: two multifunctional P450 enzymes and a glucosyltransferase, acting sequentially.

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Traditional Tibetan Medicinal Plants: A Highlighted Resource for Novel Therapeutic Compounds

2018

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Around 70–80% of drugs used in traditional Tibetan medicine (TTM) come from Qinghai Tibet Plateau, the majority of which are plants. The biological and medicinal culture diversity on Qinghai Tibet Plateau are amazing and constitute a less tapped resource for innovative drug research and development. Meanwhile, the problem of the exhausting Tibetan medicine resources is worrying. Here, the latest awareness, as well as the gaps of the traditional Tibetan medicinal plant issues in drug development and clinical usage of TTM compounds, was systematically reviewed and highlighted. The TTM resource studies should be enhanced within the context of deeper and more extensive investigations of molecular biology and genomics of TTM plants, phytometabolites and metabolomics and ethnopharmacology-based bioactivity, thus enabling the sustainable conservation and exploitation of Tibetan medicinal resource.

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Rhobupcyanoside B, A new cyanoside from Rhodiola bupleuroides

Cited by 3 publications

References 13 publications

Natural Products Containing the Nitrile Functional Group and Their Biological Activities

Natural Products Containing the Nitrile Functional Group and Their Biological Activities

Cyanogenic Glycosides and Biogenetically Related Compounds in Higher Plants and Animals

Traditional Tibetan Medicinal Plants: A Highlighted Resource for Novel Therapeutic Compounds

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