Phenolic Compounds from Monomeria barbata

Yang, Minghui; Cai, Le; Fang, Haixian; Yang, Shengchun; Fang, Yun-Shan; Ding, Zhong‐Tao

doi:10.1007/s10600-014-0873-4

Cited by 9 publications

(4 citation statements)

References 15 publications

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“…Pholidota phenanthrenes are also derived from lusianthridin, substituted with either batatasin III ( 72 ) or thunalbene ( 73 ) . The 9,10-dihydrophenanthrene skeleton of monbarbatain E ( 67 ) is also linked to a dihydrostilbene moiety (stilbostemin E), but in this case through an O atom, in contrast with the above-mentioned phenanthrenes, where the two parts of the compounds are connected via C–C coupling …”

Section: Compound Structural Diversity and Biological Activitymentioning

confidence: 99%

“…Monbarbatains A–D ( 198 , 199 , 212 , 213 ) (IC 50 values of 15.1, 12.9, 9.4, and 4.8 μg/mL, respectively), 4,7,4′,7′-tetrahydroxy-2,2′-dimethoxy-1,1′-bis(9,10-dihydrophenanthrene) (IC 50 7.7 μg/mL), and 4,7-dihydroxy-1-(4-hydroxybenzyl)-2-methoxy-9,10-dihydrophenanthrene (IC 50 12.2 μg/mL), from Monomeria barbata , demonstrated antioxidant activity in a DPPH radical-scavenging assay. The IC 50 values of the positive controls BHA and rutin were determined as 9.3 and 5.2 μg/mL, respectively. , …”

Section: Compound Structural Diversity and Biological Activitymentioning

confidence: 99%

“…The IC 50 values of the positive controls BHA and rutin were determined as 9.3 and 5.2 μg/mL, respectively. 88,113 2,5-Dihydroxy-4,9-dimethoxyphenanthrene and flavanthrinin, isolated from Odontoglossum harvengtense "Tutu", showed NO scavenging activity (IC 50 values of 19 and 2 μM). 141 Several dihydrophenanthrenes (lusianthridin, cannabidihydrophenanthrene, coelonin, hircinol, erianthridin, 4,5-dihydroxy-2-methoxy-9,10-dihydrophenanthrene, eulophiol, and 2,4,7-trihydroxy-9,10-dihydrophenanthrene) from Pholidota chinensis showed antioxidant activity in the DPPH radicalscavenging assay, with IC 50 values of 22.3, 24.7, 16.7, 28.9, 14.9, 21.4, 27.7, and 16.2 μM, respectively.…”

Section: Journal Of Natural Productsmentioning

confidence: 99%

“…87 The 9,10-dihydrophenanthrene skeleton of monbarbatain E (67) is also linked to a dihydrostilbene moiety (stilbostemin E), but in this case through an O atom, in contrast with the above-mentioned phenanthrenes, where the two parts of the compounds are connected via C−C coupling. 88 Hydroxybenzyl-substituted monophenantheres were isolated from genera of the Orchidaceae family, including Bletilla (e.g., 108−110), 89 Cremastra (e.g., 64,111,112), 90 Cyrtopodium (118), 91 Monomeria (119), 6 and Pholidota (162) 18 and Dioscoreaceae species (D. bulbifera; diobulbinone A, 66). 92 Symmetrical naturally occurring phenanthrene derivatives are rather uncommon, but recently a symmetrical tetracyclic molecule, juncutol (74), was obtained from Juncus acutus.…”

Section: ■ Introductionmentioning

confidence: 99%

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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%

Section: Compound Structural Diversity and Biological Activitymentioning

confidence: 99%

Section: Journal Of Natural Productsmentioning

confidence: 99%

Section: ■ Introductionmentioning

confidence: 99%

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Phenanthrenes: A Promising Group of Plant Secondary Metabolites

2017

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Dihydrophenanthrene Dimers: Why and Where It Is Possible to Isolate Their Precursors

Fabio

Zarrelli

2023

Chemistry & Biodiversity

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An interesting class of compounds of natural origin is dihydrophenanthrene dimers, which are characterized by a series of remarkable biological properties. Considering the hypothesis that each dimer is obtained through a biosynthetic mechanism that involves the coupling of the corresponding radicals of the single dihydrophenanthrene unit, we identified 29 dihydrophenanthrenes. Of these dihydrophenanthrenes, 11 were new compounds that could be isolated from 10 different plant species; 11 had already been identified, but not yet isolated in the 17 different plant species from which the corresponding dimers had been isolated; and 7 were known and had been isolated in the same plant sources of the corresponding dimers. A targeted analysis of several natural extracts from specific plant sources would allow the identification of known or new molecules with potential and/or specific biological activities and, in a final analysis, would confirm the relative biosynthetic mechanism.

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Phenanthrenes from Orchidaceae and Their Biological Activities

Vasas

2021

Reference Series in Phytochemistry

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Phenolic Compounds from Monomeria barbata

Cited by 9 publications

References 15 publications

Phenanthrenes: A Promising Group of Plant Secondary Metabolites

Phenanthrenes: A Promising Group of Plant Secondary Metabolites

Dihydrophenanthrene Dimers: Why and Where It Is Possible to Isolate Their Precursors

Phenanthrenes from Orchidaceae and Their Biological Activities

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