Confusarin and confusaridin two phenanthrene derivatives of the orchid Eria Confusa
TL;DR: Two new polyoxygenated phenanthrene derivatives, confusarin and confusaridin, are isolated from the orchid Eria confusa and are shown to be 2,7-dihydroxy-3,4,8-trimethoxyphenanthrene and 2,6- dihydrox-2,6,7, 8-tetramethoxyrene, respectively.
About: This article is published in Phytochemistry.The article was published on 1987-01-01. It has received 46 citations till now. The article focuses on the topics: Eria.
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TL;DR: The present study furnishes an overview of the hydroxy or/and methoxy-substituted 9,10-dihydro/phenanthrene, methylated, prenylated and other monomeric derivatives, dimeric and trimeric phenanthrenes and their biological activities.
282 citations
TL;DR: A new enantiomeric pair of spirodiketones, (+)- and (-)-denobilone A (1 and 2), three new phenanthrene derivatives (3-5), and three new biphenanthrenes (22-24), along with 11 known phenanthene derivatives (6-16), five known bibenzyl derivatives (17-21), and four known biphenAnthrenes
Abstract: A new enantiomeric pair of spirodiketones, (+)- and (-)-denobilone A (1 and 2), three new phenanthrene derivatives (3-5), and three new biphenanthrenes (22-24), along with 11 known phenanthrene derivatives (6-16), five known bibenzyl derivatives (17-21), and four known biphenanthrenes (25-28), were isolated from Dendrobium nobile. The structures of 1-5 and 22-24 were elucidated using comprehensive spectroscopic methods. (+)-Denobilone and (-)-denobilone A (1 and 2) were isolated as a pair of enantiomers by chiral HPLC. The absolute configurations of (+)- and (-)-denobilone A (1 and 2) were determined by comparing their experimental and calculated electronic circular dichroism spectra. The absolute configuration of denobilone B (3) was determined by X-ray crystallographic analysis. The inhibitory activities of all compounds against nine phytopathogenic fungi and three cancer cell lines were evaluated.
72 citations
TL;DR: In this article, a methanol extract from the whole plant of Dendrobium formosum Roxb. ex Lindl, Orchidaceae, showed inhibitory potential against α-glucosidase and pancreatic lipase enzymes.
Abstract: A methanol extract from the whole plant of Dendrobium formosum Roxb. ex Lindl., Orchidaceae, showed inhibitory potential against α-glucosidase and pancreatic lipase enzymes. Chromatographic separation of the extract resulted in the isolation of twelve phenolic compounds. The structures of these compounds were determined through analysis of NMR and HR-ESI-MS data. All of the isolates were evaluated for their α-glucosidase and pancreatic lipase inhibitory activities, as well as glucose uptake stimulatory effect. Among the isolates, 5-methoxy-7-hydroxy-9,10-dihydro-1,4-phenanthrenequinone (12) showed the highest α-glucosidase and pancreatic lipase inhibitory effects with an IC50 values of 126.88 ± 0.66 μM and 69.45 ± 10.14 μM, respectively. An enzyme kinetics study was conducted by the Lineweaver-Burk plot method. The kinetics studies revealed that compound 12 was a non-competitive inhibitor of α-glucosidase and pancreatic lipase enzymes. Moreover, lusianthridin at 1 and 10 μg/ml and moscatilin at 100 μg/ml showed glucose uptake stimulatory effect without toxicity on L6 myotubes. This study is the first report on the phytochemical constituents and anti-diabetic and anti-obesity activities of D. formosum.
68 citations
Additional excerpts
...Its tructure was identified by comparison of NMR data with published alues (Majumder and Sen, 1987)....
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TL;DR: Lusianthrin and lusian-thridin, two new stilbenoids, were isolated from the orchid Lusia indivisa.
66 citations
TL;DR: A general directed metalation-based cross coupling synthesis of phenanthrols has been developed in this article, where reactions of derived triflates and carbamates lead to a variety of substituted phenanthrenes.
58 citations
References
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TL;DR: In this article, the 13 C NMR spectra of 15 neolignans of several structural types and two lignans were analyzed and their carbon shifts assigned, and the shifts of pyrogallol ether and ethyl phenyl carbinyl ether models were used in this connection.
96 citations
TL;DR: An amorphous phenanthrene, named nudol has been isolated from Eulophia nuda, Eria carinata and E. stricta and was identified as 2,7-dihydroxy-3,4-dimethoxyphenanthrene.
74 citations
TL;DR: Bulbophyllanthrin, a novel phenanthrene derivative from the orchid B. leopardium, was shown to have the structure 1a mainly on the basis of spectral evidence including 13 C and 2D NMR spectra as discussed by the authors.
43 citations
TL;DR: From the orchid Cirrhopetalum elatum was isolated a new triterpene of the cycloartane series, which was shown to be 24-methylenecycloartanyl p -hydroxycinnamate from spectral and chemical evidence.
26 citations
TL;DR: In this paper, a new phenolic compound isolated from the Himalayan orchid Coelogyne elata was shown to be 2,7-dihydroxy-9,10-Dihydro-5H-phenanthro[4,5-bcd]pyran-5-one (2d) by spectral and chemical evidence.
24 citations