22318-87-2Relevant academic research and scientific papers
Prevention of Marine Biofouling Using the Natural Allelopathic Compound Batatasin-III and Synthetic Analogues
Moodie, Lindon W. K.,Trepos, Rozenn,Cervin, Gunnar,Brathen, Kari Anne,Lindgard, Bente,Reiersen, Rigmor,Cahill, Patrick,Pavia, Henrik,Hellio, Claire,Svenson, Johan
supporting information, p. 2001 - 2011 (2017/08/04)
The current study reports the first comprehensive evaluation of a class of allelopathic terrestrial natural products as antifoulants in a marine setting. To investigate the antifouling potential of the natural dihydrostilbene scaffold, a library of 22 syn
Identification of dihydrostilbenes in Pholidota chinensis as a new scaffold for GABAA receptor modulators
Rueda, Diana C.,Sch?ffmann, Angela,De Mieri, Maria,Raith, Melanie,J?hne, Evelyn A.,Hering, Steffen,Hamburger, Matthias
, p. 1276 - 1284 (2014/03/21)
A dichloromethane extract of stems and roots of Pholidota chinensis (Orchidaceae) enhanced GABA-induced chloride currents (IGABA) by 132.75 ± 36.69% when tested at 100 μg/mL in a two-microelectrode voltage clamp assay, on Xenopus laevis oocytes
Simple synthesis of 5-substituted resorcinols: A revisited family of interesting bioactive molecules
Alonso, Emma,Ramon, Diego J.,Yus, Miguel
, p. 417 - 421 (2007/10/03)
The reaction of 3,5-dimethoxybenzyl trimethylsilyl ether (3) with different aldehydes (n-PrCHO, n-C11H23CHO, MeCHO, PhCHO) in the presence of lithium powder and a catalytic amount of naphthalene (4 mol %) gave, after hydrolysis, the expected alcohols 4 in moderate yields. The dehydroxylation of these compounds through the corresponding mesylates 5 or directly from benzylic derivatives by catalytic hydrogenation, afforded compounds 6, which are finally demethylated to yield 5-alkyl-3,5-dihydroxyresorcinols, such as olivetol (7a), grevillol (7b), 1,3-dihydroxy-5-propylbenzene (7c), or dihydropinosilvine (7d). Dehydration of alcohol derivatives 4 followed by demethylation led to hydroxylated stilbene-type structures, such as pinosilvine (9d), resveratrol (9e), or piceatannol (9f), which in some cases can be hydrogenated to give saturated molecules such as combretastanin B-4 tetramethyl ether (6f) or chrysotobibenzyl (6g). Finally, when the naphthalene-catalyzed lithiation of compound 3 was performed in the presence of other electrophiles [Me3SiCl, t-BuCHO, CH3(CH2)4CHO, 4-Me3SiOC6H4CHO, (CH2)5CO, PhN = C = O, PhN = CHPh], the expected reaction products 12 were isolated, after hydrolysis.
Antimutagenic Activity of Gigantol from Dendrobium nobile
Miyazawa, Mitsuo,Shimamura, Hideo,Nakamura, Sei-Ichi,Kameoka, Hiromu
, p. 2849 - 2853 (2007/10/03)
A methanol extract from Dendrobium nobile showed a suppressive effect on umu gene expression of the SOS response in Salmonella typhimurium TA1535/pSK1002 against the mutagen 2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide (furylfuramide). The methanol extract f
Syntheses of Some Biologically Active Compounds from Stilbenes Isolated from the Bark of Picea abies
Talvitie, Antti,Mannila, Erkki,Kolehmainen, Erkki
, p. 399 - 402 (2007/10/02)
From the four stilbenes 1-4 isolated from the bark of Picea abies seven compounds 5-11 were obtained by hydrogenation or permethylation. 1H-, 13C-NMR and mass spectra were used for their characterization.The antileukemic activity of each compound was preliminary tested.Some compounds were further tested for their anti-HIV activity.Key Words: Stilbenes/Ethanes, 1,2-diphenyl/Antileukemic activity/HIV
A substituted 1,2-diarylethane from Cymbidium giganteum
Juneja,Sharma,Tandon
, p. 321 - 324 (2007/10/02)
In addition to sitosterol and taraxerone, a new substituted 1,2-diarylethane, gigantol has been isolated from Cymbidium giganteum and characterized as 1-(3′-hydroxy-5′-methoxyphenyl-2-(4″-hydroxy-5″-methoxyphenyl)ethane on the basis of physicochemical dat
Dihydrostilbenes of Cannabis. Synthesis of Canniprene
Crombie, Leslie,Jamieson, Sally V.
, p. 1467 - 1476 (2007/10/02)
Canniprene (10) is synthesised via reaction of a phenolate-anion ylide with a benzyl-protected aldehyde.Benzoylation, followed by hydrogenation and hydrogenolysis of the resulting stilbene, leads to a half-benzoylated bibenzyl which is converted into its O-dimethylprop-2-ynyl derivative.Semi-hydrogenation, Claisen rearrangement, and debenzoylation gives canniprene.In a second synthesis the prenylated (3-methylbut-2-enylated) and benzyl-protected ring-B section is made first and converted by Wittig reaction into a dibenzyl-protected stilbene.The stilbene is reduced and the benzyl groups removed in one step, without affecting the prenyl group, by sodium in butanol: magnesium in methanol is capable of stilbene reduction without debenzylation.This practical synthesis proceeds in 19 percent overall yield from the dimethylprop-2-ynyl ether of isovanillin (14) and is applicable to isotopelabelling.The use of p-bromophenacyl (PBP) ether and methoxyethoxymethyl (MEM) ether protection as the basis for canniprene synthesis is also considered.Other bibenzyls relevant to the natural products of Cannabis are made and the methylated chroman (37) derived from canniprene is also synthesised.
