Studies on Orchidaceae Alkaloids. XXVII. Quaternary Salts of the Dendrobine Type from Dendrobium nobile Lindl.

Hedman, Kaj; Leander, Kurt

doi:10.3891/acta.chem.scand.26-3177

Cited by 28 publications

(17 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…On the basis of an elemental analysis, compound 1 was 14 Da heavier than that of dendrobine 2, indicating an additional methylene moiety in 2. Overall, considering the identification of mubironine B (3) and dendrobine 2 from this sample as well as a previous report from the literature [16], compound 1 could be tentatively identified as N-methyldendrobinium. [20].…”

supporting

confidence: 71%

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

et al. 2016

View full text Add to dashboard Cite

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.

show abstract

supporting

confidence: 71%

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

et al. 2016

View full text Add to dashboard Cite

show abstract

“…The CHCl 3 fraction, which showed significant antiproliferative activity in HSC-T6 cells, was further subjected to repeated column chromatography to yield the new phenanthrenes (1 and 6) and dihydrophenanthrenes (2)(3)(4)(5) with the known compounds (7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19).…”

Section: Resultsmentioning

confidence: 99%

“…The molecular formula of 1 was determined as C 17 4.01 (3H, s, OCH 3 -7) and 3.95 (3H, s, OCH 3 -4); δ C 61.3 (OCH 3 -3), 56.6 (OCH 3 -7), and 59.7 (OCH 3 -4)] were observed in the 1 H and 13 C NMR spectra of 1. Locations of the methoxy and hydroxy groups were determined by analysis of the HMBC and NOESY spectra (see Table S1, Supporting Information).…”

Section: Resultsmentioning

confidence: 99%

Antifibrotic Phenanthrenes of Dendrobium nobile Stems

2007

View full text Add to dashboard Cite

Two new phenanthrenes ( 1 and 6) and four new dihydrophenanthrenes ( 2- 5) were isolated from a methanolic extract of Dendrobium nobile stems, along with 13 known phenanthrenes and dihydrophenanthrenes ( 7- 19). By spectroscopic analysis, the structures of compounds 1- 6 were determined as 2,8-dihydroxy-3,4,7-trimethoxyphenanthrene ( 1), 3-hydroxy-2,4,7-trimethoxy-9,10-dihydrophenanthrene ( 2), 2,8-dihydroxy-3,4,7-trimethoxy-9,10-dihydrophenanthrene ( 3), 2-hydroxy-4,7-dimethoxy-9,10-dihydrophenanthrene ( 4), 2,2'-dihydroxy-3,3',4,4',7,7'-hexamethoxy-9,9',10,10'-tetrahydro-1,1'-biphenanthrene ( 5), and 2,3,5-trihydroxy-4,9-dimethoxyphenanthrene ( 6), respectively. Antifibrotic activity of compounds 1- 19 was evaluated employing HSC-T6, an immortalized rat hepatic stellate cell line, as an in vitro assay system by assessing cell proliferation.

show abstract

“…Alkaloids (3,4), bibenzyls (5), fluorenones (5), phenanthrenes (6,7), and sesquiterpenoids (8,9) were reported as the constituents of this plant. Some of these compounds have been reported as having cytotoxic (7), immunoregulatory (8,9), antimutagenic (10) and anti-inflammatory (11) activities.…”

Section: Isolation and Purification Of Two Constitutes From Dendrobiumentioning

confidence: 99%

Isolation and Purification of Two Constitutes fromDendrobium fimbriatumHook by High-Speed Counter-current Chromatography Using Stepwise Elution

Qing

Liu

et al. 2009

Separation Science and Technology

View full text Add to dashboard Cite

Preparative high-speed counter-current chromatography (HSCCC) was successfully used for the isolation and purification of 2-hydroxyethyl caffeate and denhydroshizukanolide from Dendrobium fimbriatum Hook using stepwise elution with a pair of two-phase solvent systems composed of n-hexane-ethyl acetate-methanol-water at (1:1:1:1, v=v) and (3:1:3:1, v=v). Using a preparative unit of the HSCCC centrifuge, about a 100 mg amount of the sample was separated, yielding 13.3 mg of 2-hydroxyethyl caffeate and 18.0 mg of denhydroshizukanolide at a high purity of over 95%. The peak fraction of HSCCC was identified by 1 H NMR and 13 C NMR.

show abstract

Studies on Orchidaceae Alkaloids. XXVII. Quaternary Salts of the Dendrobine Type from Dendrobium nobile Lindl.

Cited by 28 publications

References 0 publications

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

Antifibrotic Phenanthrenes of Dendrobium nobile Stems

Isolation and Purification of Two Constitutes fromDendrobium fimbriatumHook by High-Speed Counter-current Chromatography Using Stepwise Elution

Contact Info

Product

Resources

About