Cytotoxic bibenzyl dimers from the stems of Dendrobium fimbriatum Hook

Xu, Feng-Qing; Xu, Fang; Hou, Bo; Fan, Weiwei; Zi, Cheng-Ting; Li, Yan; Fan, Dong; Liu, Yuqing; Sheng, Jun; Zuo, Zhili; Hu, Jiang‐Miao

doi:10.1016/j.bmcl.2014.09.052

Cited by 35 publications

(12 citation statements)

References 18 publications

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“…The hydroxy group is usually linked at C-2 or C-7. The presence of the hydroxy group at C-9 is more frequent among dihydrophenanthrenes (e.g., 43 – 49 ) compared with the phenanthrenes ( 97 ). The second most common substituent is a methoxy group, mainly at positions C-2, C-4, C-5, and C-6.…”

Section: Compound Structural Diversity and Biological Activitymentioning

confidence: 99%

Phenanthrenes: A Promising Group of Plant Secondary Metabolites

2017

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Although phenanthrenes are considered to constitute a relatively small group of natural products, discovering new phenanthrene derivatives and evaluating their prospective biological activities have become of great interest to many research groups worldwide. Based on 160 references, this review covers the phytochemistry and pharmacology of 213 naturally occurring phenanthrenes that have been isolated between 2008 and 2016. More than 40% of the 450 currently known naturally occurring phenanthrenes were identified during this period. The family Orchidaceae is the most abundant source of these compounds, although several new plant families and genera have been involved in the search for phenanthrenes. The presence of certain substituent patterns may be restricted to specific families; vinyl-substituted phenanthrenes were reported only from Juncaceae plants, and prenylated derivatives occur mainly in Euphorbiaceae species. Therefore, these compounds also can serve as chemotaxonomic markers. Almost all of the newly isolated compounds have been studied for their biological activities (e.g., potential cytotoxic, antimicrobial, anti-inflammatory, and antioxidant effects), and many of them showed multiple activities. According to the accumulated data, denbinobin, with a novel mechanism of action, has great potential as a lead compound for the development of a new anticancer agent.

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Section: Compound Structural Diversity and Biological Activitymentioning

confidence: 99%

Phenanthrenes: A Promising Group of Plant Secondary Metabolites

2017

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“…In a more recent study, it has been demonstrated that the reduction of migration and invasion of H292 cells by TDB was reduced by decreasing migration-regulating proteins, including integrins αv, α4, β1, β3 and β5, as well as activated focal adhesion kinase (pFAK), activated Ras-related C3 botulinum toxin substrate 1 (Rac1-GTP) and cell division control protein 42 (Cdc42) [ 29 ]. Fourteen bibenzyls and bibenzyl dimers from D. fimbriatum were tested for their cytotoxic activity against five human cancer cell lines: human promyelocytic leukemia cells (HL-60), hepatocellular carcinoma cells (SMMC-7721), human alveolar basal epithelial cells (A-549), breast cancer cell line (MCF-7) and colorectal adenocarcinoma cell line (SW480) [ 30 ]. Among these bibenzyl derivatives, fimbriadimerbibenzyl A, B, E, F and G exhibited broad-spectrum and moderate cytotoxicity with IC 50 values range from 5.85 to 21.23 µM.…”

Section: Anticancer Effectsmentioning

confidence: 99%

Dendrobium: Sources of Active Ingredients to Treat Age-Related Pathologies

Čáková

Bonté²,

Lobstein

2017

Aging and disease

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Dendrobium represents one of the most important orchid genera, ornamentally and medicinally. Dendrobiums are sympodial epiphytic plants, which is a name they are worthy of, the name coming from Greek origin: "dendros", tree, and "bios", life. Dendrobium species have been used for a thousand years as first-rate herbs in traditional Chinese medicine (TCM). They are source of tonic, astringent, analgesic, antipyretic, and anti-inflammatory substances, and have been traditionally used as medicinal herbs in the treatment of a variety of disorders, such as, nourishing the stomach, enhancing production of body fluids or nourishing Yin. The Chinese consider Dendrobium as one of the fifty fundamental herbs used to treat all kinds of ailments and use Dendrobium tonic for longevity. This review is focused on main research conducted during the last decade (2006-2016) on Dendrobium plants and their constituents, which have been subjected to investigations of their pharmacological effects involving anticancer, anti-diabetic, neuroprotective and immunomodulating activities, to report their undeniable potential for treating age-related pathologies.

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“…The stems are used for the stomach, to improve the production of saliva, and to decrease fever. 7 The leaves are reported to induce the production of body fluid. In balm form, they are applied to fracture areas to strengthen bones.…”

Section: Introductionmentioning

confidence: 99%

Extensive Phytochemical Assessment of Dendrobium fimbriatum Hook (Orchidaceae)

Favre-Godal¹,

Hubert²,

Kotland³

et al. 2022

Natural Product Communications

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Dendrobium fimbriatum Hook is an important medicinal and ornamental orchid that may lead to important drugs and cosmetics. In this study, 2 analytical strategies were combined to describe the detailed composition of a hydroethanolic extract of the whole plant. The CARAMEL approach, based on centrifugal partition chromatography and nuclear magnetic resonance data interpretation, allowed the rapid dereplication of 21 major constituents, mainly including polyols, nucleosides, zwitterionic compounds, phenolic compounds, and organic acids. Further semipreparative high-performance liquid chromatography and spectroscopic analyses led to the isolation of 6 additional compounds; 4 phenanthrenes (plicatol B, hircinol, plicatol A, and plicatol C), 1 bibenzyl (3′,4-dihydroxy-3,5′-dimethoxybibenzyl), and 1 furostanol saponin (protodioscin), as well as a new phenanthrene derivative, plicatol D. A total of 28 metabolites were structurally elucidated, among which 23 are described for this species for the first time.

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Cytotoxic bibenzyl dimers from the stems of Dendrobium fimbriatum Hook

Cited by 35 publications

References 18 publications

Phenanthrenes: A Promising Group of Plant Secondary Metabolites

Phenanthrenes: A Promising Group of Plant Secondary Metabolites

Dendrobium: Sources of Active Ingredients to Treat Age-Related Pathologies

Extensive Phytochemical Assessment of Dendrobium fimbriatum Hook (Orchidaceae)

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