Moniline, a New Alkaloid from Dendrobium moniliforme.

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

doi:10.1002/chin.200748193

Cited by 3 publications

(4 citation statements)

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“…Nobilonine (compound 4 in l " Fig. 2) Based on the aforementioned information, compound 6 could be tentatively identified as 6-hydroxynobilonine, which has been previously isolated from D. hildebrandii and Dendrobium moniliforme (L.) Sw. [21,22]. Sample source and results for the identification and characterization of the nine sesquiterpene alkaloids from various samples are listed in l " Table 2.…”

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confidence: 99%

Tandem Mass Spectrometry for Structural Identification of Sesquiterpene Alkaloids from the Stems of Dendrobium nobile Using LC-QToF

et al. 2016

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Dendrobium nobile is one of the fundamental herbs in traditional Chinese medicine. Sesquiterpene alkaloids are the main active components in this plant. Due to weak ultraviolet absorption and low content in D. nobile, these sesquiterpene alkaloids have not been extensively studied using chromatographic methods. Herein, tandem mass spectrometry combined with liquid chromatography separation provides a tool for the identification and characterization of the alkaloids from D. nobile. A total of nine sesquiterpene alkaloids were characterized by ultrahigh-performance liquid chromatography tandem mass spectrometry. These alkaloids can be classified into two subgroups that are represented by dendrobine and nobilonine. Tandem mass spectrometric studies revealed the fragmentation pathways of these two subgroup alkaloids that were used for the identification and characterization of other alkaloids in D. nobile. Characterization of these alkaloids using accurate mass and diagnostic fragments provided a reliable methodology for the analysis of D. nobile by ultrahigh-performance liquid chromatography tandem mass spectrometry. The limit of detection was defined as the signal-to-noise ratio equal to 3 : 1. Limits of detection of dendrobine and nobilonine were less than 30 ng/mL. The developed method was applied for the analysis of various Dendrobium species and related dietary supplements. Alkaloids were identified from D. nobile, but not detected from commercial samples including 13 other Dendrobium species and the 7 dietary supplements.

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Tandem Mass Spectrometry for Structural Identification of Sesquiterpene Alkaloids from the Stems of Dendrobium nobile Using LC-QToF

et al. 2016

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“…Some alkaloids like dendrobine and nobiline had exhibited good pharmacological and pharmacodynamic activity ( Ng et al, 2012 ). For the decades, dozens of alkaloids have been subsequently identified from D. anosmum , D. chrysanthum , D. crepidatum , D. findlayanum , D. friedricksianum , D. hilderbrandii , D. loddigessi , D. lohohense , D. moniliforme , D. parishii , D. pierardii , D. primulimun , D. snowflake and D. wardianum ( Morita et al, 2000 ; Liu et al, 2007 ; Xu et al, 2013 ). The alkaloids identified from Dendrobiun plants could be divided into five categories based on their chemical structures, including sesquiterpenoid alkaloids, indolizidine alkaloids, pyrrolidine alkaloids, phthalide alkaloids, and imidazole alkaloids ( Song et al, 2022b ).…”

Section: Introductionmentioning

confidence: 99%

Identification of alkaloids and related intermediates of Dendrobium officinale by solid-phase extraction coupled with high-performance liquid chromatography tandem mass spectrometry

Song

Zhang²,

Manzoor³

et al. 2022

Front. Plant Sci.

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Jasmonate (JA) signaling plays a pivotal role in plant stress responses and secondary metabolism. Many studies have demonstrated that JA effectively induce the expressions of alkaloid biosynthetic genes in various plants, which rendered to the accumulation of alkaloid to counteract stresses. Despite the multiple roles of JA in the regulation of plant growth and different stresses, less studied involved in the regulatory role of JA in Dendrobium officinale alkaloids. A strategy for the rapid identification of alkaloid and the intermediates of D. officinale was established based on a solid-phase extraction coupled with high-performance liquid chromatography tandem mass spectrometry method. By using SPE-LC-MS/MS method, the potential compounds were tentatively identified by aligning the accurate molecular weight with the METLIN and Dictionary of Natural Products databases. The chemical structures and main characteristic fragments of the potential compounds were further confirmed by retrieving the multistage mass spectra from the MassBank and METLIN databases. The Mass Frontier software was used to speculate the fragmentation pathway of the identified compounds. Seven alkaloids were separated and identified from D. officinale, which were mainly classified into five types (tropane alkaloids, tetrahydroisoquinoline alkaloids, quinolizidine alkaloids, piperidine alkaloids, and spermidine alkaloids). Besides the alkaloids, forty-nine chemical substances, including guanidines, nucleotides, dipeptides, sphingolipids and nitrogen-containing glucosides, were concurrently identified. These findings gives the composition of chemicals currently found in D. officinale, which could provide the scientific method for the identification of alkaloids in other Dendrobium plants.

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“…hilderbrandii , D. loddigessi (Li et al 1991), D. lohohense (Inubushi et al 1964), D. moniliforme (Liu et al 2007), D. parishii (Leander and Lüning 1968), D. pierardii , D. primulimun (Blomqvist et al 1972), D. snowflake (Morita et al 2000) and D. wardianum (Glomqvist et al 1973). At present, the alkaloids identified from Dendrobiun plants had been divided into five categories based on their chemical structures, including sesquiterpenoid alkaloids, indolizidine alkaloids, pyrrolidine alkaloids, phthalide alkaloids, and imidazole alkaloids (Xu et al 2013).…”

Section: Introductionmentioning

confidence: 99%

“…The earliest study on the alkaloids of the Dendrobium genus started from dendrobine of D. nobile . For the decades, dozens of alkaloids have been subsequently identified from D. anosmum (Leander and Lüning 1968), D. chrysanthum (Ekevåg et al 1973), D. crepidatum (Elander et al 1973), D. findlayanum (Granelli et al 1970), D. friedricksianum (Hedman et al 1971), D. hilderbrandii (Elander and Leander 1971), D. loddigessi (Li et al 1991), D. lohohense (Inubushi et al 1964), D. moniliforme (Liu et al 2007), D. parishii (Leander and Lüning 1968), D. pierardii (Elander et al 1971), D. primulimun (Blomqvist et al 1972), D. snowflake (Morita et al 2000) and D. wardianum (Glomqvist et al 1973). At present, the alkaloids identified from Dendrobiun plants had been divided into five categories based on their chemical structures, including sesquiterpenoid alkaloids, indolizidine alkaloids, pyrrolidine alkaloids, phthalide alkaloids, and imidazole alkaloids (Xu et al 2013).…”

Section: Introductionmentioning

confidence: 99%

Identification of Alkaloids and Related Intermediates of Dendrobium officinale by Solid-Phase Extraction Coupled with High-Performance Liquid Chromatography Tandem Mass Spectrometry

Song

Zhang

Manzoor

et al. 2022

Preprint

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JA signaling plays a pivotal role in plant stress responses and secondary metabolism. Many studies have demonstrated that jasmonates effectively induce the expressions of alkaloid biosynthesis genes in various plants, which rendered to the accumulation of alkaloid to counteract stresses. Despite the multiple roles of JAs in the regulation of plant growth and different stresses, less studied involved in the regulatory role of JA in Dendrobium officinale. Here, a strategy for the rapid identification of alkaloid and precursors of D. officinale was established based on a solid-phase extraction-high performance liquid chromatography-linear ion trap- Orbitrap tandem mass spectrometry (SPE-HPLC-LTQ-Orbitrap) method. The potential compounds were tentatively identified by aligning the accurate molecular weight with the METLIN and Dictionary of Natural Products databases. The chemical structures and main characteristic fragments of the potential compounds were further confirmed by retrieving the multistage mass spectra from the MassBank and METLIN databases.The Mass Frontier software was used to speculate the fragmentation pathway of the identified compounds. As a result, seven alkaloids were separated and identified from D. officinale, which were mainly classified into five types (tropane alkaloids, tetrahydroisoquinoline alkaloids, quinolizidine alkaloids, piperidine alkaloids and spermidine alkaloids). Besides the alkaloids, forty-nine chemical substances, including guanidines, nucleotides, dipeptides, sphingolipids and nitrogen-containing glucosides, were concurrently identified in the experiment. Taken together, this study revealed the composition of chemicals currently found in D. officinale, which could provide the scientific method for the identification of alkaloids in other Dendrobium plants.

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Moniline, a New Alkaloid from Dendrobium moniliforme.

Abstract: ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

Cited by 3 publications

References 1 publication

Tandem Mass Spectrometry for Structural Identification of Sesquiterpene Alkaloids from the Stems of Dendrobium nobile Using LC-QToF

Tandem Mass Spectrometry for Structural Identification of Sesquiterpene Alkaloids from the Stems of Dendrobium nobile Using LC-QToF

Identification of alkaloids and related intermediates of Dendrobium officinale by solid-phase extraction coupled with high-performance liquid chromatography tandem mass spectrometry

Identification of Alkaloids and Related Intermediates of Dendrobium officinale by Solid-Phase Extraction Coupled with High-Performance Liquid Chromatography Tandem Mass Spectrometry

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