Phenanthrene, 9,10-dihydrophenanthrene and bibenzyl enantiomers from Bletilla striata with their antineuroinflammatory and cytotoxic activities

Sun, Mo-Han; Ma, Xian-Jie; Shao, Siyuan; Han, Shao-Wei; Jiang, Jianwei; Zhang, Jianjun; Li, Shuai

doi:10.1016/j.phytochem.2020.112609

Cited by 35 publications

(26 citation statements)

References 29 publications

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“…Another group of orchid metabolites that have antitumor activities are phenanthropyrans and phenanthrenes [160][161][162][163][164][165][166]. Nudol isolated from Dendrobium nobile arrests the cell cycle of osteosarcoma (U2OS) cells, induces cell apoptosis via the caspase-dependent pathway and suppresses the migration of these cells [161].…”

Section: The Anticancer Effect-potential Mechanism Of Action and Acti...mentioning

confidence: 99%

Orchidaceae-Derived Anticancer Agents: A Review

Śliwiński

Kowalczyk

Sitarek

et al. 2022

Cancers

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Species of orchids, which belong to the largest family of flowering plants, are commonly used in folk medicine for the treatment of infections and tumors. However, little is known about the actual chemical composition of these plants and their anticancer properties. In this paper, the most recent literature on orchid-derived bioactive substances with anticancer properties is reviewed. For the assessment, previous papers on the anticancer activity of Orchidaceae published since 2015 were considered. The papers were found by exploring electronic databases. According to the available data, many species of orchids contain potential antitumor chemicals. The bioactive substances in a relatively insignificant number of orchids are identified, and most studies are on Asian taxa. Broader research on American and African species and the correct identification of samples included in the experiments are essential for evaluating the usefulness of orchids as a plant family with vast anticancer potential.

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Section: The Anticancer Effect-potential Mechanism Of Action and Acti...mentioning

confidence: 99%

Orchidaceae-Derived Anticancer Agents: A Review

Śliwiński

Kowalczyk

Sitarek

et al. 2022

Cancers

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“…Moreover, approximately 211 compounds have been extracted from B. striata pseudobulbs, including glucosides, bibenzyls, phenanthrenes, quinones, stilbenes, triterpenoids, phenolics etc. [ 5 , 9 , 15 , 16 ]. Militarine (1,4-bis [4-(glucooxy) benzyl]-2-isobutyl malate (C 34 H 46 O 17 )) shows the highest content in the nonpolysaccharide fraction in B. striata [ 17 ], with content ranging from 1.45% to 9.28% [ 18 ].…”

Section: Introductionmentioning

confidence: 99%

Phenotype correlation analysis and excellent germplasm screening of herb Bletilla Rchb. f. based on comprehensive evaluation from thirty-three geographic populations

et al. 2022

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Background The Bletilla genus of Orchidaceae includes plants with great economic value, among which B. striata is the main traditional medicinal plant, and its pseudobulb, known as BaiJi, was first recorded in Shennong’s Classic of Materia Medica. However, there has been little systemic evaluation of the germplasm quality of Bletilla plants in China. In order to comprehensive evaluate the Bletilla resources in China and screen out the candidate phenotypic traits determining yield and/or quality of Bletilla, the variation of phenotypic indicators (pseudobulb, leaf, stem, inflorescence, flower) and active ingredients contents (polysaccharide, total phenolics and militarine) in different populations of B. striata and B. ochracea were investigated through 4 years’ common-garden experiment. Results There were abundant phenotypic variations and significant differences among different populations in the morphological phenotypes, pseudobulb weight and main active ingredient contents. AHBZ, HBLT and HBSN populations showed good prospects for industrial development, presenting higher quality in terms of yield and main active ingredient content. Pseudobulb yield, polysaccharide and total phenol content are positively correlated with phenotypic traits. Militarine content is negatively correlated with almost all indexes. Plant height, leaf width and stem diameter may be important indicators of potential excellent germplasms. Conclusions Bletilla is not strictly geoauthentic medicinal plants. B. ochracea could be accepted as an alternative resource to B. striata. The best harvest period of Bletilla is the third year after cultivation. Plant height, leaf width and stem diameter may be important indicators of potential excellent germplasms. These results provide important information required for the efficient screening and utilization of Bletilla germplasm resources.

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“…The effective use of tubers of Bletilla striata in the treatment of tuberculosis, silicosis, and hemoptysis caused by lung vessel damage has given B. striata the reputation of “an excellent medicine for lung diseases” [ 9 , 10 ]. Several papers have reported that phenanthrenes and bibenzyls isolated from B. striata exert significant cytotoxic activities against A549 cells, suggesting a potential therapeutic effect on NSCLC [ 11 , 12 , 13 ]. Our prior research has found that EtOAc extract and bibenzyls exhibited remarkable cytotoxic activity against A549 cells [ 14 ].…”

Section: Introductionmentioning

confidence: 99%

“…To further enrich our understanding of the functions of B. striata on lung cancer, phenanthrene derivatives and their cytotoxicity against A549 cells were investigated. Two new phenanthrene derivatives ( 1 and 2 ), together with 15 known analogues, blestrianol A ( 3 ) [ 15 ], gymconopin C ( 4 ) [ 16 ], bleformin G ( 5 ) [ 17 ], blestriarene C ( 6 ) [ 18 ], blestriarene B ( 7 ) [ 18 ], blestanol C ( 8 ) [ 13 ], 2,7-dihydroxy-4-methoxy-9,10-dihydrophenanthrene ( 9 ) [ 19 ], 4-methoxy-9,10-dihydrophenanthrene-1,2,7-triol ( 10 ) [ 20 ], 1,7-dihydroxy-2,5-dimethoxy-9,10-dihydrophenanthrene ( 11 ) [ 19 ], 1-( p -hydroxybenzyl)-4-methoxy-9,10-dihydrophenanthrene-2,7-diol ( 12 ) [ 21 ], pleioanthrenin ( 13 ) [ 22 ], 1,6-bis( p -hydroxybenzyl)-4-methoxy-9,10-dihydrophenanthrene-2,7-diol ( 14 ) [ 23 ], 2,7-dihydroxy-l-( p -hydroxybenzoyl)-4-methoxy-9,10-dihydrophenanthrene ( 15 ) [ 24 ], 3,7-dihydroxy-2,4-dimethoxyphenanthrene ( 16 ) [ 25 ], and 1-( p -hydroxybenzyl)-4-methoxyphenanthrene-2,7-diol ( 17 ) [ 23 ], were isolated from EtOAc extract from B. striata ( Figure 1 ). Among them, 14 compounds showed significant cytotoxicity against A549 cells.…”

Section: Introductionmentioning

confidence: 99%

Antiproliferative and Proapoptotic Effects of Phenanthrene Derivatives Isolated from Bletilla striata on A549 Lung Cancer Cells

et al. 2022

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Lung cancer continues to be the world’s leading cause of cancer death and the treatment of non-small cell lung cancer (NSCLC) has attracted much attention. The tubers of Bletilla striata are regarded as “an excellent medicine for lung diseases” and as the first choice to treat several lung diseases. In this study, seventeen phenanthrene derivatives, including two new compounds (1 and 2), were isolated from the tubers of B. striata. Most compounds showed cytotoxicity against A549 cells. An EdU proliferation assay, a cell cycle assay, a wound healing assay, a transwell migration assay, a flow cytometry assay, and a western blot assay were performed to further investigate the effect of compound 1 on A549 cells. The results showed that compound 1 inhibited cell proliferation and migration and promoted cell apoptosis in A549 cells. The mechanisms might correlate with the regulation of the Akt, MEK/ERK, and Bcl-2/Bax signaling pathways. These results suggested that the phenanthrenes of B. striata might be important and effective substances in the treatment of NSCLC.

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Phenanthrene, 9,10-dihydrophenanthrene and bibenzyl enantiomers from Bletilla striata with their antineuroinflammatory and cytotoxic activities

Cited by 35 publications

References 29 publications

Orchidaceae-Derived Anticancer Agents: A Review

Orchidaceae-Derived Anticancer Agents: A Review

Phenotype correlation analysis and excellent germplasm screening of herb Bletilla Rchb. f. based on comprehensive evaluation from thirty-three geographic populations

Antiproliferative and Proapoptotic Effects of Phenanthrene Derivatives Isolated from Bletilla striata on A549 Lung Cancer Cells

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