Eight new bibenzyl derivatives from<i>Dendrobium candidum</i>

Li, Yan; Wang, Chunlan; Zhao, Haijun; Guo, Shunxing

doi:10.1080/10286020.2014.967230

Cited by 32 publications

(21 citation statements)

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“…In particular, the literature reports that the polyphenol and flavonoid contents of extracts of the Dendrobium species exhibit antioxidant activity [ 41 , 44 , 49 – 51 ]. For example, bibenzyl derivatives isolated from D. moniliforme showed antioxidant activity [ 11 , 13 , 14 ]. This study found that the antioxidant potential of four extracts of D. moniliforme is due to the presence of antioxidant-rich compounds like phenol derivatives.…”

Section: Discussionmentioning

confidence: 99%

“…In particular, plant-derived compounds are a potent source of novel antioxidant activity [ 18 ]. Bibenzyl derivatives isolated from D. moniliforme were examined for their antioxidant capacity using DPPH free-radical scavenging assay [ 11 , 13 , 14 ], a popular tool because of its simplicity and high sensitivity. This assay works on the principle that any hydrogen donor is an antioxidant.…”

Section: Introductionmentioning

confidence: 99%

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Antioxidant and cytotoxic activities of Dendrobium moniliforme extracts and the detection of related compounds by GC-MS

Paudel

Chand

Pant

et al. 2018

BMC Complement Altern Med

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BackgroundThe medicinal orchid Dendrobium moniliforme contains water-soluble polysaccharides, phenanthrenes, bibenzyl derivatives, and polyphenol compounds. This study explored the antioxidant and cytotoxic activities of D. moniliforme extracts and detected their bioactive compounds.MethodsPlant material was collected from the Daman of Makawanpur district in central Nepal. Plant extracts were prepared from stems using hexane, chloroform, acetone, ethanol and methanol. The total polyphenol content (TPC) in each extract was determined using Folin-Ciocalteu’s reagent and the total flavonoid content (TFC) in each extract was determined using the aluminium chloride method. The in vitro antioxidant and cytotoxic activities of each extract were determined using DPPH (2,2-diphenyl-1-picrylhydrazyl) and MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) assays respectively. Gas chromatography and mass spectrometry (GC-MS) analysis was used to detect bioactive compounds.ResultsTPC content was highest (116.65 μg GAE/mg of extract) in D. moniliforme chloroform extract (DMC) and TFC content was highest (116.67 μg QE/mg of extract) in D. moniliforme acetone extract (DMA). D. moniliforme hexane extract (DMH) extract showed the highest percentage of DPPH radical scavenging activity (94.48%), followed closely by D. moniliforme ethanol extract (DME) (94.45%), DMA (93.71%) and DMC (94.35%) at 800 μg/ml concentration. The antioxidant capacities of DMC, DMA, DMH and DME, which were measured in IC50 values, were much lower 42.39 μg/ml, 49.56 μg/ml, 52.68 μg/ml, and 58.77 μg/ml respectively than the IC50 of D. moniliforme methanol extract (DMM) (223.15 μg/ml). DMM at the concentration of 800 μg/ml most inhibited the growth of HeLa cells (78.68%) and DME at the same concentration most inhibited the growth of U251 cells (51.95%). The cytotoxic capacity (IC50) of DMM against HeLa cells was 155.80 μg/ml of extract and that of DME against the U251 cells was 772.50 μg/ml of extract. A number of bioactive compounds were detected in both DME and DMM.ConclusionThe fact that plant extract of D. moniliforme has a number of bioactive compounds which showed antioxidant and cytotoxic activities suggests the potential pharmacological importance of this plant.Electronic supplementary materialThe online version of this article (10.1186/s12906-018-2197-6) contains supplementary material, which is available to authorized users.

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Antioxidant and cytotoxic activities of Dendrobium moniliforme extracts and the detection of related compounds by GC-MS

Paudel

Chand

Pant

et al. 2018

BMC Complement Altern Med

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“…(Orchidaceae) is one of most valuable medicinal plants widely used in traditional Chinese medicine for maintaining tonicity of the stomach and promoting body fluid production (Li et al 2009). Phytochemical research has demonstrated various active constituents from the herb, such as alkaloids, fluorenones, sesquiterpenoids, bibenzyls, phenanthrenes, and polysaccharides, which exhibit diverse pharmacological effects, including antioxidant, immune stimulating, anti-tumor, and anti-mutagenic activities (Li et al 2009;Luo et al 2010;Xiao et al 2011). Given these characters of D. candidum, there is an urgent need for its functional genomics research from multiple aspects, like plant growth and development regulation, adaptation to abiotic and biotic stresses, etc.…”

Section: Introductionmentioning

confidence: 99%

Characterization of an A-type cyclin-dependent kinase gene from Dendrobium candidum

et al. 2012

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AbstractCyclin-dependent kinases (CDKs) play an essential role in cell cycle regulation during the embryonic and postembryonic development of organisms. To better understand the molecular mechanisms of CDKs involved in embryogenesis regulation in the endangered medicinal plant Dendrobium candidum Wall. ex Lindl., a 1229-bp full-length cDNA of an A-type CDK gene, Denca;CDKA;1, was identified using 3′ rapid amplification of cDNA end (RACE) PCR. Denca;CDKA;1 was predicted to encode a 294 amino acid residue-long protein of 33.76 kDa with an isoelectric point of 7.72. The deduced Denca;CDKA;1 protein contained a conserved serine/threonine-protein kinase domain (S-TKc) and a canonical cyclinbinding “PSTAIRE” motif. Multiple sequence alignment indicated that members of CDKA family from various plants exhibited a high degree of sequence identity ranging from 82% to 93%. A neighbor-joining phylogenetic tree showed that Denca;CDKA;1 was clustered into the plant group and was distant from the animal and fungal groups. The modeled three-dimensional structure of Denca;CDKA;1 exhibited the similar functional structure of a fold consisting of β-sheets and α-helices joined by discontinuous random coils forming two relatively independent lobes. Quantitative real-time PCR analysis revealed that Denca;CDKA;1 transcripts were the most abundant in protocorm-like bodies with 4.76 fold, followed by that in roots (4.19 fold), seeds (2.57 fold), and stems (1.57 fold). This study characterized the novel Denca;CDKA;1 gene from D. candidum for the first time and the results will be useful for further functional determination of the gene.

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“…普通 HMBC 谱中未发现两个联苄单元之间有相关信号 [8,9] . 通过查找文献发现两个联苄单元有可能通过联苯方式 [10,11] 或者是 1,4-二氧六环方式连接 [12,13] . 通过联苯方式连接的化合物 dendronophenol A [10] 和化合物 1 的核磁数据基本一致, 很有可能文献结构解析有错误, 因为假如是联苯形式连接, 连接 2 个苯环的碳原子会因为旁边羟基和甲氧基的屏蔽作用向高场移动, 其化学位移值将远小于 130 [14,15] , 其碳谱数据的模拟值分别为 δ 108.6 和 110.3 跟实际测得值 δ 131.7 和 132.5 相差太大, 而且联苯形式往往会有阻转异构现象存在 [16] .…”

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“…因为化合物的旋光值接近零, 我们推测化合物 1 为外消旋体 [17,18] . Figure 3 Experimental ECD spectra of 1 and calculated ECD spectra of 7'S,8'S-1 and 7'R,8'R-1 in MeOH UV correction 3 nm, band width 0.20 eV 合物 2 和 dendrocandin O 非常相似 [12] , dendrocandin O 上联苄基的对位取代变成了间位取代. 通过分析 H-7'和 H-8'之间的偶合常数(J＝7.9 Hz), 推测出其相对构型也为反式 [9] , 通过 NOESY 谱中, H-7'和 H-…”

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Bibenzyl Derivatives from Dendrobium nobile

Zhang¹,

Linghu²,

Zhang³

et al. 2019

Chinese Journal of Organic Chemistry

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张茂生 a 令狐浪 a 张建永 a 聂绪强 a 李晓飞 b 郭大乐 c 肖世基 * ,a,b (a 遵义医科大学药学院贵州遵义 563006) (b 贵州省兰科药用植物繁育及高效应用工程研究中心贵州遵义 563006) (c 成都中医药大学药学院成都 611137) 摘要通过硅胶和 MCI 柱色谱以及制备液相色谱等分离方法从金钗石斛中分离得到 3 个联苄基类衍生物, 其中化合物 1 为外消旋的双联苄基衍生物, 进一步通过手性拆分得到一对对映异构体 1a 和 1b, 通过计算所得的电子圆二色谱 (ECD)谱图与实测的 ECD 谱图进行比较得出 1a 和 1b 的绝对构型. 经高分辨质谱和核磁共振等波谱技术确立化合物 1～ 3 的结构分别为二聚体石斛素 A (1)、金钗石斛素 B (2)和金钗石斛素 C (3).

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Eight new bibenzyl derivatives fromDendrobium candidum

Cited by 32 publications

References 9 publications

Antioxidant and cytotoxic activities of Dendrobium moniliforme extracts and the detection of related compounds by GC-MS

Antioxidant and cytotoxic activities of Dendrobium moniliforme extracts and the detection of related compounds by GC-MS

Characterization of an A-type cyclin-dependent kinase gene from Dendrobium candidum

Bibenzyl Derivatives from Dendrobium nobile

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