Bibenzyl derivatives from the orchid Bulbophyllum protractum
TL;DR: In this paper, two new bibenzyl derivatives were isolated from the orchid Bulbophyllum protractum and designated bulbophyllin and bulbophilusidin.
About: This article is published in Phytochemistry.The article was published on 1997-01-01. It has received 31 citations till now. The article focuses on the topics: Bibenzyl.
Citations
More filters
TL;DR: Six newphenanthrene derivatives, including three monophenanthrenes (1-3), two biphenanholdes (4 and 5), and a triphenanthrene (6), have been isolated from an ethanolic extract of the tubers of Cremastra appendiculata.
Abstract: Six newphenanthrene derivatives, including three monophenanthrenes (1-3), two biphenanthrenes (4 and 5), and a triphenanthrene (6), have been isolated from an ethanolic extract of the tubers of Cremastra appendiculata. Using spectroscopic methods, the structures of compounds 1-6 were determined as 1-hydroxy-4,7-dimethoxy-1-(2-oxopropyl)-1H-phenanthren-2-one (1), 1,7-dihydroxy-4-methoxy-1-(2-oxopropyl)-1H-phenanthren-2-one (2), 2-hydroxy-4,7-dimethoxyphenanthrene (3), 2,7,2'-trihydroxy-4,4',7'-trimethoxy-1,1'-biphenanthrene (4), 2,2'-dihydroxy-4,7,4',7'-tetramethoxy-1,1'-biphenanthrene (5), and 2,7,2',7',2' '-pentahydroxy-4,4',4' ',7' '-tetramethoxy-1,8,1',1' '-triphenanthrene (6), respectively. Compounds 1-6 and two known compounds, cirrhopetalanthin (7) and flavanthrinin (8), obtained previously from this plant, were evaluated against six human cancer cells and a normal cell line.
77 citations
TL;DR: Stilbenoids are formed by a particular branch of the flavonoid biosynthetic pathway and are of special interest to natural product researchers for their roles in plant resistance to fungal pathogens and their biological effects as discussed by the authors.
Abstract: Stilbenoids are formed by a particular branch of the flavonoid biosynthetic pathway. They are of special interest to natural product researchers for their roles in plant resistance to fungal pathogens and their biological effects. This review in the volume of Bioactive Natural Products provides a comprehensive account of the occurrence, chemistry, biological roles and activities of the stilbenoids. Nearly 800 stilbenoids, isolated from natural sources in the recent 12 years, are grouped into structural types and discussed in terms of their reported pharmacological activity. The major groups of stilbenoids which are discussed in detail include stilbenes, bibenzyls, bisbibenzyls, phenanthrenoids, stilbene oligomers etc. Detailed tables and figures list the occurrence of stilbenoids in major plant species, and methods used for extracting and analyzing stilbenoids are discussed. Biosynthetic pathways and chemical synthesis are reviewed and the biological activities of stilbenoids are also addressed. The coverage of the new structures is from 1994 to 2006.
75 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: Two new phenanthrenes (4-methoxyphenanthrene-2,3,7-triol and 4-methyltetrol) and two new 9,10-dihydrophenthrenes were discovered in this paper.
66 citations
References
More filters
TL;DR: Three new bibenzyl derivatives were isolated from the Australian liverwort Frullania falciloba and their structures were established to be 3,4-methylenedioxy-3′-methoxybibazyl, 3,hydroxy-4,3′ -dimethoxy bibzyl and 3-[4′- methoxybenzyl]-5,6-dimeth oxygenphthalide by spectral methods and synthesis.
34 citations
TL;DR: In this article, four permethylated stilbenoids were isolated together with 3,5-dimethoxybibenzyl and the anthraquinone, physcion.
33 citations
TL;DR: Cirrhopetalanthrin, a new dimeric phenanthrene derivative, was isolated from the orchid maculosum and its structure was deduced from spectral and chemical evidence as discussed by the authors.
33 citations
TL;DR: Volucrin, a new dimeric phenanthrene derivative, was isolated from the orchid Lusia Volucris which also afforded 3',4-dihydroxy-3, 5'-dimethoxy-bibenzyl (2 ) and the perfumery constituents methyl 2,4-Dihydrox-6-methyl benzoate (3a ) and methyl 2.
27 citations
TL;DR: Agrostophyllin, the first naturally occurring phenanthropyran derivative, was isolated from the orchid AgrostophyLLum khasiyanum and it was shown to be able to biosynthesise nonvolatile substance such as polymethine.
26 citations