A new 9,10-dihydrophenanthropyran dimer and a new natural 9,10-dihydrophenanthropyran from Otochilus porrectus

Shi, Xiaobo; Li, Yinjie; Liu, Ying; Jiang, Jingjing; Wang, Liqin; Zhang, Yan; Chen, Ye‐Gao

doi:10.1016/j.bse.2010.06.012

Cited by 7 publications

(2 citation statements)

References 18 publications

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“…In the case of compound 207 , the recently isolated aerosanthrene ( 89 ) serves as a monomer. , Symmetrical dimers can also be found among the isolated compounds of Orchidaceae species, for example, in a diphenanthrene ( 170 ) obtained from Bletilla yunnanensis , in which two O -methylorchinol monomers are linked at C-1 and C-1′ . 8,8′-Biflavidin ( 174 ) is derived from two flavidins through a direct C–C coupling . Homodimers of lusianthridin, named phochinenin G ( 176 ) and phoyunnanin C ( 181 ), have also been reported. , Monbarbatain A ( 212 ) is a 1,1′-linked dimer of lusianthrin and its unsaturated form, lusianthridin .…”

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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“…The family Orchidaceae is divided into 5 subfamilies, i.e., Epidendroideae, Orchidoideae, Vanilloideae, Cypripedioideae, and Apostasioideae [ 44 ]. So far, dimeric phenanthrenes have been reported from only two subfamilies, i.e., Epidendroideae (the genera Stanhopea, Bletilla, Pholidota, Pleione, Otochilus, Arundina, Bulbophyllum, Dendrobium, Monomeria, Cremastra, Agrostophyllum, Liparis, Cyrtopodium , Eria , Eulophia , Cirrhopetalum , Calanthe, Lusia, and Prosthechea ) and Orchidoideae (the genera Spiranthes and Gymnadenia ) [ 34 , 39 , 45 , 46 , 47 , 48 , 49 , 50 , 51 , 52 , 53 , 54 , 55 , 56 , 57 , 58 , 59 , 60 , 61 , 62 , 63 ]. No biphenanthrenes have been found outside these two subfamilies.…”

Section: Resultsmentioning

confidence: 99%

Three Novel Biphenanthrene Derivatives and a New Phenylpropanoid Ester from Aerides multiflora and Their α-Glucosidase Inhibitory Activity

Thant

Sritularak

Chatsumpun

et al. 2021

Plants

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A phytochemical investigation on the whole plants of Aerides multiflora revealed the presence of three new biphenanthrene derivatives named aerimultins A–C (1–3) and a new natural phenylpropanoid ester dihydrosinapyl dihydroferulate (4), together with six known compounds (5–10). The structures of the new compounds were elucidated by analysis of their spectroscopic data. All of the isolates were evaluated for their a-glucosidase inhibitory activity. Aerimultin C (3) showed the most potent activity. The other compounds, except for compound 4, also exhibited stronger activity than the positive control acarbose. Compound 3 showed non-competitive inhibition of the enzyme as determined from a Lineweaver–Burk plot. This study is the first phytochemical and biological investigation of A. multiflora.

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Phenanthrenes from Orchidaceae and Their Biological Activities

Vasas

2021

Reference Series in Phytochemistry

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A new 9,10-dihydrophenanthropyran dimer and a new natural 9,10-dihydrophenanthropyran from Otochilus porrectus

Cited by 7 publications

References 18 publications

Phenanthrenes: A Promising Group of Plant Secondary Metabolites

Phenanthrenes: A Promising Group of Plant Secondary Metabolites

Three Novel Biphenanthrene Derivatives and a New Phenylpropanoid Ester from Aerides multiflora and Their α-Glucosidase Inhibitory Activity

Phenanthrenes from Orchidaceae and Their Biological Activities

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