Five New Compounds from <i>Dendrobium longicornu</i>

Hu, Jiang‐Miao; Chen, Ji‐Jun; Yu, Haiyang; Zhao, You‐Xing; Zhou, Jun

doi:10.1055/s-2008-1074492

Cited by 53 publications

(30 citation statements)

References 15 publications

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“…1 Variety of its chemical constituents such as bibenzyls, phenanthrenes, lignin glycoside and phenolic compounds have been reported. 2,3 Besides these, biological activities of this plant have not been reported yet. Reactive oxygen species and reactive nitrogen species, including singlet oxygen, hydrogen peroxide, superoxide anion, hydroxyl radical and nitrous oxide are often generated in the living organisms as byproducts of biological reaction, are known to play a vital role in oxidative cellular damaged.…”

Section: Introductionmentioning

confidence: 99%

Cytotoxic Activity of Antioxidant-Riched Dendrobium longicornu

Paudel¹,

Chand²,

Pant³

et al. 2017

Phcog J

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Context: Dendrobium longicornu is a traditional medicinal plant widely used in Asia. It has many bioactive compounds like bibenzyl, phenanthrenes, phenolic compounds. There has been little research in the cytotoxic and antioxidant effects of D. longicornu. Aims: The aim of this study was to investigate the cytotoxic and antioxidant activities of this plant. Settings and Design: Antioxidant and cytotoxic activity of Dendrobium longicornu extracts. Methods and Material: The plant extracts were prepared by soxhlet's extractor in organic solvents, acetone and ethanol. The total polyphenol content (TPC) in the extracts was determined spectrophotometrically by the Folin-Ciocalteu method and the total flavonoid content (TFC) by aluminium chloride method. The antioxidant activity was determined using DPPH (2,2-diphenyl-1-picrylhydrazyl) method. The cytotoxic activity was evaluated against human brain tumor cells (U251) and cervical cancer cells (HeLa) using MTT assay. Statistical analysis used: Regression analysis was done for calculation of IC 50 . Duncan multiple range test and Dunnett test were done to compare the data. Results: The Dendrobium longicornu acetonic extract (DLA) showed significantly highest TPC and TFC than Dendrobium longicornu ethanolic extract (DLE). The antioxidant activity was also significantly higher in DLA followed by DLE. Highest cytotoxicity (i.e., lowest IC 50 value) was found for the DLA on U251 cells and DLE on HeLa cells. Conclusions: This result concluded that D. longicornu is a potential source of antioxidant and cytotoxic agents.

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Section: Introductionmentioning

confidence: 99%

Cytotoxic Activity of Antioxidant-Riched Dendrobium longicornu

Paudel¹,

Chand²,

Pant³

et al. 2017

Phcog J

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“…Got CHCl3 soluble (70 g) isolated into five fractions (A-E) and got n-BuOH soluble (60 g) isolated into six fractions (I -VI) 4 were also reported. 4 Fraction B (5.2 g) from CHCl3 soluble was then applied to column chromatography over silica gel 3:1, v/v) to yield β-sitosterol. Fraction D (3.0 g) was applied to column chromatography over silica gel 7:3, v/v) and purified further on Sephadex LH-20 (Ø 2 × 120 cm, MeOH) to afford compound 1…”

Section: Methodsmentioning

confidence: 99%

“…Extraction of the plant material (4.5 kg) with 95% EtOH and evaporated under reduced pressure and then fractionated successively into CHCl3 soluble (76 g) and n-BuOH soluble (73 g) fractions were reported previously. 4 Got CHCl3 soluble (70 g) isolated into five fractions (A-E) and got n-BuOH soluble (60 g) isolated into six fractions (I -VI) …”

Section: Methodsmentioning

confidence: 99%

“…plant is not common. First chemical report of this species at 2004 4 described five new phenolic compounds, and continual experiments of the species lead to the isolation of an interesting new phenolic compound (1) having an oxepine parent nucleus, together with three known compounds, trigonopol A (2), β-sitosterol and daucosterol. To the best of our knowledge, it is the first time for the isolation of this kind of compound from Dendrobium species.…”

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confidence: 99%

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A New Phenolic Compound from Dendrobium longicornu

Hu¹,

Fan²,

Zhou³

et al. 2010

Bulletin of the Korean Chemical Society

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The stems of several Dendrobium species (Orchidaceae) are used as "Shi-Hu" in traditional Chinese medicine mainly for the good of throat and immune ability.1-3 D. longicornu belongs to Sect. Formosae of Dendrobium species and mainly distributed in southwest of China, 1 and chemical research of this Sect. plant is not common. First chemical report of this species at 2004 4 described five new phenolic compounds, and continual experiments of the species lead to the isolation of an interesting new phenolic compound (1) having an oxepine parent nucleus, together with three known compounds, trigonopol A (2), β-sitosterol and daucosterol. To the best of our knowledge, it is the first time for the isolation of this kind of compound from Dendrobium species. This paper describes the isolation and structural elucidation of the new compound 1.Compound 1 A proton signal at δ 9.93 correlated with the carbon signal at δ 187.6 (C-12) in the HSQC spectrum indicated an aldehyde group. The aldehyde group was linked to a quaternary carbon (C-10), which in turn was connected to another quaternary carbon (C-11), as appreciated by their correlations [H-12/C-10, C-11] in the HMBC spectrum. These two quaternary carbons, two 1,3,4-trisubstituted aromatic rings and an oxygen constituted an oxepine nucleus. The observed correlations [H-12/C-9a, H-1/C-4a, C-11, H-9/C-5a, C-10] in the HMBC spectrum of 1 was in perfect agreement with the proposed structure. Therefore, compound 1 was determined as (Z)-7,11-dihydroxy-3-methoxy-10,11-dihydrodibenzo [b,f] oxepine-10-carbaldehyde and named as longicornuol B.The structure of compound 2 was confirmed to be trigonopol A, 5 a bibenzyl which was first reported from Dendrobium species by us recently. Other two known compounds, β-sitosterol and daucosterol, were elucidated by comparing with authentic compound by TLC means. Experimental SectionGeneral procedures. Melting points were measured on a XRC-1 micro-melting point apparatus (Beijing, China) and were uncorrected. Optical rotations were measured with a Horiba SEAP-300 spectropolarimeter. UV spectra were measured on a Hitachi UV-3210 spectrophotometer (Shanghai, China). IR spectra were measured with a Bio-Rad FTS-135 IR spectrometer (Richmond, CA) with KBr pellets. FABMS was obtained on a VG Auto Spec-3000 mass spectrometer (VG, Manchester, England). 1D and 2D NMR spectra were recorded on Bruker AM-400 MHz and DRX-500 spectrometers (Karlsruhe, Germany), with chemical shifts (δ) in ppm relative to trimethylsilane (TMS) as internal standard and coupling constants in hertz (Hz). Column chromatography was carried out on silica gel (200 -300 mesh) and TLC was carried out on plates precoated with silica gel (10 -40 µm, Qindao Marine Chemical Ltd., Qingdao, PRC). Sephadex LH-20 was purchased from Amersham Biosciences.Plant material. Extraction and isolation. Extraction of the plant material (4.5 kg) with 95% EtOH and evaporated under reduced pressure and then fractionated successively into CHCl3 soluble (76 g) and n-BuOH soluble (73 g) fractions were repor...

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“…Several Dendrobium species are used in traditional medicine as tonics to nourish the stomach, promote the production of body fluids and decrease fever (Ng et al, 2012;Xu et al, 2013). They produce a variety of secondary metabolites, such as phenolic compounds (Hu et al, 2010;Li et al, 2009a;Zhao et al, 2003), bibenzyl derivatives (Bi et al, 2004;Chen et al, 2010;Hu et al, 2008;Li et al, 2009bLi et al, , 2009cLi et al, , 2014Majumder et al, 1999;Majumder and Chatterjee, 1989), lignin glycosides and phenanthrenes (Hu et al, 2008), and alkaloids (Elander et al, 1973;Kierkegaard et al, 1970;Li et al, 2008;Venkateswarlu et al, 2002). Such metabolites are responsible for these species' wide variety of medicinal properties (Chand et al, 2016;Paudel et al, 2015Paudel et al, , 2017.…”

Section: Introductionmentioning

confidence: 99%

Antibacterial activity of selected Dendrobium species against clinically isolated multiple drug resistant bacteria

Paudel¹,

Rajbanshi²,

Sah³

et al. 2018

Afr. J. Microbiol. Res.

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Dendrobium species are widely used in traditional medicine as remedies for tonic to nourish the stomach, promote the production of body fluids and decrease fever. In this study, the antibacterial activities of four traditionally used Dendrobium species were tested against clinically isolated multiple drug resistant (MDR) bacteria. Hexane, chloroform, acetone, ethanol and methanol extracts of Dendrobium amoenum, Dendrobium crepidatum, Dendrobium moniliforme and Dendrobium longicornu were tested for antibacterial activity against methicillin-resistant Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae, Pseudomonas aeruginosa, Salmonella typhi and Acinetobacter baumannii by using the well diffusion method. Minimum inhibitory concentrations (MICs) and minimum bactericidal concentrations (MBCs) were determined using the serial dilution method. For D. amoenum, hexane, chloroform and acetone extracts showed antibacterial activity against S. aureus (ZOI: 11.33, 12.00 and 11.00 mm respectively), acetone extract against A. baumannii (ZOI: 13.00 mm) and methanol extract against P. aeruginosa (ZOI: 12.00 mm). For D. crepidatum, hexane, chloroform, acetone, ethanol and methanol extracts showed antibacterial activity against S. typhi (ZOI: 10.00, 11.67, 12.00, 9.67 and 12.67 mm respectively), hexane, ethanol and methanol extracts against P. aeruginosa (ZOI: 10.00, 9.67 and 15.00 mm respectively), choloroform and acetone extracts against S. aureus (ZOI: 9.67 mm) and ethanol extract against E. coli (ZOI: 11.00 mm). For D. moniliforme, chloroform extract showed antibacterial activity against K. pneumoniae, P. aeruginosa, S. typhi, A. baumannii (ZOI: 12.67, 12.00, 11.67 and 13.00 mm respectively), acetone extract against S. aureus (ZOI: 11.00 mm) and A. baumannii (ZOI: 12.67 mm). For D. longicornu, chloroform extract showed antibacterial activity against A. baumannii (ZOI: 12.00 mm). MIC and MBC of these extracts of plants showed they have moderate antibacterial activity against the bacterial strains used. In conclusion, these Dendrobium species can be used as antibiotic agents.

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Five New Compounds from Dendrobium longicornu

Cited by 53 publications

References 15 publications

Cytotoxic Activity of Antioxidant-Riched Dendrobium longicornu

Cytotoxic Activity of Antioxidant-Riched Dendrobium longicornu

A New Phenolic Compound from Dendrobium longicornu

Antibacterial activity of selected Dendrobium species against clinically isolated multiple drug resistant bacteria

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