Moniline, A New Alkaloid from <i>Dendrobium moniliforme</i>

Liu, Wenhong; Hua, Yunfen; Zhan, Zha‐Jun

doi:10.3184/030823407x218048

Cited by 17 publications

(6 citation statements)

References 3 publications

(4 reference statements)

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“…Other major alkaloids, nobiloninetype sesquiterpenoid (C 17 H 27 O 3 N), possess an opened C2-C9 N-heterocycle ring between C2 and N and form a ketone at C-2 (51, 52) (Figure 2F). Moniline (C 18 H 29 NO 4 ) is another alkaloid isolated from D. moniliforme which contains α, β-unsaturated ketone at correlations of H-9/C-10 and H-9/C-8 (53).…”

Section: Alkaloidsmentioning

confidence: 99%

Mechanisms and Active Compounds Polysaccharides and Bibenzyls of Medicinal Dendrobiums for Diabetes Management

Trapika

Tang

et al. 2022

Front. Nutr.

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BackgroundMedicinal dendrobiums are used popularly in traditional Chinese medicine for the treatment of diabetes, while their active compounds and mechanism remain unclear. This review aimed to evaluate the mechanism and active compounds of medicinal dendrobiums in diabetes management through a systematic approach.MethodsA systematic approach was conducted to search for the mechanism and active phytochemicals in Dendrobium responsible for anti-diabetic actions using databases PubMed, Embase, and SciFinder.ResultsCurrent literature indicates polysaccharides, bibenzyls, phenanthrene, and alkaloids are commonly isolated in Dendrobium genusin which polysaccharides and bibenzyls are most aboundant. Many animal studies have shown that polysaccharides from the species of Dendrobium provide with antidiabetic effects by lowering glucose level and reversing chronic inflammation of T2DM taken orally at 200 mg/kg. Dendrobium polysaccharides protect pancreatic β-cell dysfunction and insulin resistance in liver. Dendrobium polysaccharides up-regulate the abundance of short-chain fatty acid to stimulate GLP-1 secretion through gut microbiota. Bibenzyls also have great potency to inhibit the progression of the chronic inflammation in cellular studies.ConclusionPolysaccharides and bibenzyls are the major active compounds in medicinal dendrobiums for diabetic management through the mechanisms of lowering glucose level and reversing chronic inflammation of T2DM by modulating pancreatic β-cell dysfunction and insulin resistance in liver as a result from gut microbita regulation.

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Section: Alkaloidsmentioning

confidence: 99%

Mechanisms and Active Compounds Polysaccharides and Bibenzyls of Medicinal Dendrobiums for Diabetes Management

Trapika

Tang

et al. 2022

Front. Nutr.

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“…( Yang et al, 2018 ; Liu et al, 2020 ; Yang et al, 2020 ). In 2007, Liu et al (2007) reported the isolation and structural identification of moniline (50) from the stems and leaves of Dendrobium moniliforme (L.) Sw.. Dendrowardine (51) and wardianumine A (52) were purified from Dendrobium wardianum R. Warner by Liu and Zhao. (2003) and Zhang et al 2017 , respectively.…”

Section: Structural Identification Of Dendrobium Alkaloidsmentioning

confidence: 99%

Identification, Biological Activities and Biosynthetic Pathway of Dendrobium Alkaloids

Mou

Zhao

et al. 2021

Front. Pharmacol.

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Dendrobium is a genus of flowering plants belonging to the Orchidaceae family with more than 1,400 species. Many Dendrobium species have been used as medicinal plants in several Asian countries for thousands of years. Alkaloids were reported as the major biological markers due to their complex chemical compositions and various types. In this review, we summarized the structural types of alkaloids, their pharmacological activities, as well as the mechanisms of biological activities. More than sixty alkaloids were isolated and identified from the Dendrobium genus. Moreover, the pharmacological effects of Dendrobium alkaloids as hepatic lipid and gluconeogenesis regulation, as neuroprotection, and as anti-tumor, anti-inflammatory, anti-diabetes, and anti-virus factors were described. Besides, the total chemical synthesis of dendrobine is provided, while the biosynthetic pathway of dendrobine has been proposed based on the functions of associated genes. For applications of these invaluable herbs, more researches on the extraction of biological markers from compounds are needed. Further confirmation of the proposed biosynthetic pathways is anticipated as well.

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“…32,123,126,127 6-Hydroxynobiline ( 110) was rst isolated from D. hildebrandii, and its constitution and absolute conguration were conrmed by comparing its spectroscopic data, followed by the transformation of 6-hydroxynobiline (110) into 6-hydroxydendrobine (97). 127 This compound was also found in D. moniliforme 139 and was captured from D. nobile by LC-QTOF-MS. 140 Dihydronobilonine ( 111) was obtained by reduction of nobilonine ( 109) with sodium borohydride 122 and was also isolated from the stems of D. ndlayanum as a natural product. 126 Dendrondline B ( 112), characterised by N-methyl group at C-11, was isolated from the stems of D. ndlayanum and its complete structure was elucidated on the basis of spectroscopic results.…”

Section: Picrotoxane Sesquiterpene Alkaloidsmentioning

confidence: 86%

“…Spectroscopic methods, especially 2D NMR techniques, were used to deduce the structure of moniline (113). 139 Dendrowardine ( 114) is the only N-nobilonium salt present in the fresh plants of D. wardianum. Transformation of dendrowardine ( 114) into dihydronobilonine (111) and spectroscopic analyses helped to determine the structure of dendrowardine (114).…”

Section: Picrotoxane Sesquiterpene Alkaloidsmentioning

confidence: 99%

Picrotoxane sesquiterpenoids: chemistry, chemo- and bio-syntheses and biological activities

2022

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Moniline, A New Alkaloid from Dendrobium moniliforme

Abstract: A new alkaloid, moniline (1), and a known alkaloid 6-hydroxynobiline (2) were isolated from the stems and leaves of Dendrobium moniliforme. The structure of 1 was established by spectroscopic methods, especially 2D NMR techniques.

Cited by 17 publications

References 3 publications

Mechanisms and Active Compounds Polysaccharides and Bibenzyls of Medicinal Dendrobiums for Diabetes Management

Mechanisms and Active Compounds Polysaccharides and Bibenzyls of Medicinal Dendrobiums for Diabetes Management

Identification, Biological Activities and Biosynthetic Pathway of Dendrobium Alkaloids

Picrotoxane sesquiterpenoids: chemistry, chemo- and bio-syntheses and biological activities

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