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.
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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
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TL;DR: Cirhopetalanthridin and cirrhopetalidinin, two new stilbenoids isolated from the orchid Cirrus andersonii, were shown to be 4,7-dihydroxy-2,3-methylenedioxy-9,10-dhydrophenanthrene and 3,2′-Dihydrox-5′methoxy-4,5-methylenioxy bibenzyl, respectively, from spectral and chemical evidence as mentioned in this paper.
25 citations
Journal Article•
20 citations
TL;DR: Cirrhopetalum andersonii was shown to be 7-hydroxy-4methoxy-2,3-methylenedioxy phenanthrene mainly from spectroscopic evidence.
20 citations
TL;DR: Flaccidinin, a new phenanthropyrone derivative, and oxoflaccidIn, the corresponding 9,10-dihydro compound, were isolated from the orchid Coelogyne flaccida, which also yielded the previously reported 9, 10- dihydrophenanthropyran derivatives flaccid in and imbricatin.
20 citations
TL;DR: A new dihydrochalcone derivative, lusianin, two other known chalcones and a phenanthrene derivative were isolated from the orchid Lusia volucris as mentioned in this paper.
17 citations