Thunalbene, a stilbene derivative from the orchid Thunia alba
TL;DR: Thunalbene, a new stilbene derivative, was isolated from the orchid Thunia alba which also afforded six known stilbenoids: batatasin-III, lusianthridin, 3,7-dihydroxy-2,4-dimethoxyphenanthrene, 3.5methoxystilbenoid and flavanthrin this paper.
About: This article is published in Phytochemistry.The article was published on 1998-12-20. It has received 50 citations till now.
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TL;DR: In this paper, six new compounds, phochinenins A-F (1−6), dimerized from 9,10-dihydrophenanthrene and dihydrostilbene through direct coupling or an oxygen bridge, along with eight known compounds, were isolated from the whole plants of Pholidota chinensis.
Abstract: Six new compounds, phochinenins A–F (1–6), dimerized from 9,10-dihydrophenanthrene and dihydrostilbene through direct coupling or an oxygen bridge, along with eight known compounds, were isolated from the whole plants of Pholidota chinensis. Their structures were elucidated on the basis of extensive spectroscopic investigations (1D-, 2D-NMR, and HR-EI-MS).
32 citations
TL;DR: Two new stilbene derivatives, (E)-2′,3,3′-trihydroxy-5-methoxystilbane (1, Pholidotol C) and (Z)-3, 3, 3′-hydroxyphenyl-2-picrylhydrazil radical-scavenging activity were isolated from the air-dried whole plant of Pholidota chinensis Lindl, together with eight known dihydrophenanthrene derivatives, lusianthridin (3), cannabidihydrop
Abstract: Two new stilbene derivatives, (E)-2′,3,3′-trihydroxy-5-methoxystilbene (1, Pholidotol C) and (Z)-3,3′-hydroxy-5-methoxystilbene (2, Pholidotol D), were isolated from the air-dried whole plant of Pholidota chinensis Lindl., together with eight known dihydrophenanthrene derivatives, lusianthridin (3), cannabidihydrophenanthrene (4), coelonin (5), hircinol (6), erianthridin (7), 4,5-dihydroxy-2-methoxy-9,10-dihydrophenanthrene (8), eulophiol (9), and 2,4,7-trihydroxy-9,10-dihydrophenanthrene (10), and a benzoxepin derivative bulbophylol B (11). Their inhibitory effects on nitric oxide (NO) production activity and 1,1-diphenyl-2-picrylhydrazil radical-scavenging activity were examined. Among these compounds, 11 exhibited the most potent activity toward NO production inhibition activity and radical-scavenging activity; moreover, 11 reduced inducible nitric oxide synthase mRNA expression.
32 citations
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...The UV spectrum showed absorption maxima at 219 and 307 nm, similar to stilbene derivatives [6]....
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TL;DR: One new bibenzyl, 7, and one new diarylheptanone, diobulbinone A (18), together with sixteen known compounds, 1–6 and 8–17, have been isolated form the rhizomes of Dioscorea bulbifera.
Abstract: One new bibenzyl, 7, and one new diarylheptanone, diobulbinone A (18), together with sixteen known compounds, 1-6 and 8-17, have been isolated form the rhizomes of Dioscorea bulbifera. Their structures were elucidated by NMR and MS analyses. Compound 7 showed high antioxidant capacity in FRAP assay and DPPH radical-scavenging activity.
32 citations
TL;DR: Dihydrostilbenes represent a new scaffold for GABA(A) receptor modulators and the relevance of conformational flexibility for receptor modulation by stilbenoids was confirmed with a series of 13 commercially available stilts and their corresponding semisynthetic dihydro derivatives.
30 citations
TL;DR: Two new stilbenoids, 9-(4′-hydroxy-3′-methoxyphenyl)-10-(hydroxymethyl)-11- methoxy-5,6,9,10-tetrahydrophenanthro[2,3-b]furan-3-ol and 2-(4″-Hydroxybenzyl)-3-hydroxyphenethyl)-5-mETHoxy-cyclohexa-2
21 citations
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TL;DR: The structural simplicity and ready synthesis of combretastatin A-1 and combretastsatin B-1 suggest that these new biosynthetic products will become useful in a variety of biological endeavors.
Abstract: The principal antineoplastic constituent of the South African tree Combretum caffrum has been isolated and designated combretastatin A-1. The structure of this new cis-stilbene was unequivocally established by X-ray crystal structure determination and total synthesis. A Wittig reaction sequence in THF comprised the synthetic key step (92.5% yield) and provided a very favorable 9:1 ratio of the cis:trans [1c:2c, geometrical isomers]. Selective hydrogenation of combretastatin A-1 afforded combretastatin B-1, a companion cell growth inhibitory constituent of C. caffrum. Combretastatin A-1 provided 26-29% life extension at 2.75-11 mg/kg dose levels with ED50 0.99 microgram/ml against the murine P-388 lymphocytic leukemia in vivo and in vitro systems. Both combretastatin A-1 and combretastatin B-1 are potent inhibitors of microtubule assembly in vitro and among the most potent inhibitors of the binding of colchicine to tubulin yet described. The structural simplicity and ready synthesis of combretastatin A-1 and combretastatin B-1 suggest that these new biosynthetic products will become useful in a variety of biological endeavors.
291 citations
TL;DR: Three new substituted bibenzyls (1,2-diarylethanes) aloifol I and aloIFol II and a new substituted 9,10-dihydrophenanthrene, 6-O-methylcoelonin in addition to batatasin III, coel onin and gigantol have been isolated and characterized.
70 citations
TL;DR: Lusianthrin and lusian-thridin, two new stilbenoids, were isolated from the orchid Lusia indivisa.
66 citations
TL;DR: In this paper, eleven major non-polar constituents of the dried bark of Virola elongata were isolated and the structures of virolongin, dihydrosesartemin and β-dihydroyangambin were determined.
65 citations