14531-52-3Relevant 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
MOLECULARLY IMPRINTED POLYMERS
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, (2012/03/12)
The present invention provides methods of designing molecularly imprinted polymers (MIPs) which have applications in extracting bioactive compounds from a range of bioprocessing feedstocks and wastes. The present invention is further directed to MIPs designed by the methods of the present invention.
Spasmolytic Effects, Mode of Action, and Structure-Activity Relationships of Stilbenoids from Nidema boothii
Hernandez-Romero, Yanet,Rojas, Juana-Isela,Castillo, Rafael,Rojas, Alejandra,Mata, Rachel
, p. 160 - 167 (2007/10/03)
A CH2Cl2-MeOH (1:1) extract prepared from the whole plant of Nidema boothii inhibited spontaneous contractions (IC50 = 6.26 ± 2.5 μg/mL) of the guinea-pig ileum. Bioassay-guided fractionation of the active extract led to t
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.
Synthesis and nematocidal activity of hydroxystilbenes
Ali,Kondo,Tsuda
, p. 1130 - 1136 (2007/10/02)
Various (E)-hydroxystilbenes were synthesized from (E)/(Z) mixtures of methoxystilbenes through a new (Z)-(E) isomerization method followed by demethylation. The nematocidal activity appears when methoxystilbenes are demethylated to hydroxystilbenes. For this activity, a hydroxy group at the C-2 or C-3 position is necessary. Thus, 2-hydroxy-, 3-hydroxy-, 2,6-dihydroxy-, 3,4-dihydroxy-, 3,5-dihydroxy-, 2,2'-dihydroxy-, 3,3'-dihydroxy-, 3,4'dihydroxy-, 2-hydroxy-4-methoxy-, 5-hydroxy-2-methoxy-, 2-hydroxy-6-methoxy-, 6-allyloxy-2-hydroxy-, 3-hydroxy-5-methoxy-, and 5-allyloxy-3-hydroxystilbenes showed rather potent nematocidal activity. The activity of 5-allyloxy-3-hydroxystilbene was the strongest [minimal lethal concentration (MLC) = 30 μM]. The activities of the (E) and (Z) isomers were comparable. The activities were also retained, though they were weaker, in the dihydro derivatives, hydroxybibenzyls.
PRENYL BIBENZYLS FROM THE LIVERWORT RADULA KOJANA
Asakawa, Yoshinori,Kondo, Keiko,Tori, Motoo,Hashimoto, Toshihiro,Ogawa, Shunichi
, p. 219 - 234 (2007/10/02)
Fourteen new bibenzyl derivatives have been isolated from the liverwort Radula kojana together with two previously known bis(bibenzyls) and their structures characterized by spectral and chemical evidence.Seven new bibenzyls, 3,5-dihydroxy-2-(3-methyl-2-b
Synthesis of bryophyte components 2. Syntheses of prenylated bibenzyl derivatives
Eicher,Tiefensee,Donig,Pick
, p. 98 - 102 (2007/10/02)
Efficient and expeditious syntheses of the biologically active prenylated bibenzyl derivatives 1a-d are developed giving rise to their access on a preparative scale.
PRENYL BIBENZYLS FROM THE LIVERWORTS RADULA PERROTTETII AND RADULA COMPLANATA
Asakawa, Yoshinori,Hashimoto, Toshihiro,Takikawa, Keiko,Tori, Motoo,Ogawa, Shunichi
, p. 235 - 251 (2007/10/02)
A new dihydrobenzofuran and a new chromene derivatives have been isolated from the liverwort Radula perrottetii, together with the known 3,5-dihydroxy-2-(3-methyl-2-butenyl)bibenzyl, 2(R)-2-isopropenyl-6,7-dihydroxy-4-(2-phenylethyl)dihydrobenzofuran, 2,2-dimethyl-7-hydroxy-5-(2-phenylethyl)chromene, 3,5-dihydroxy-6-carbomethoxy-2-(3-methyl-2-butenyl)bibenzyl, three bis(bibenzyls) and perrottetins E, F and G.The structures of the new compounds have been characterized as 2(R)-2-isopropenyl-6-hydroxy-4-(2-phenylethyl)dihydrobenzofuran and 2,2-dimethyl-7,8-dihydroxy-5-(2-phenylethyl)chromene by 1H and 13C NMR spectral analysis and synthesis.The structures of the previously reported chalcone and three prenyl bibenzyls, perrottetins A, B and C, and the other two bibenzyls, isolated from R. perrottetii are revised by analysis of their 1H and 13C NMR data, difference NOE experiments and synthesis of their derivatives.Radulanin L, a new bibenzyl with a dihydrooxepin skeleton was isolated from R. complanata together with 2- and 4-(3-methyl-2-butenyl)-3,5-dihydroxybibenzyls and its structure elucidated by comparison of 1H and 13C NMR spectral data with those of radulanins A and H.The structures of the previously reported radulanins A and H isolated from R. complanata are confirmed as correct by difference NOE.Some prenyl-containing bibenzyls showed 5-lipoxygenase and calmodulin inhibitory activity and vasopressin antagonist activity.R. perrottetii is a chemically isolated species in the Radulaceae.
Synthesis of Bibenzyl Cannabinoids, Hybrids of Two Biogenetic Series Found in Cannabis sativa
Crombie, Leslie W.,Crombie, W. Mary L.,Firth, David F.
, p. 1263 - 1270 (2007/10/02)
Syntheses of a series of compounds which merge a m-dihydroxybibenzyl with a terpenoid structure, giving a series of hybrid cannabinoids in which products of two major biogenetic routes of Cannabis are united, are described.The compounds made are the biben
Amorfrutin A and B, Bibenzyl Antimicrobial Agents From Amorpha Fruticosa
Mitscher, Lester A.,Park, Young Han,Al-Shamma, Ali,Hudson, P. Bryan,Haas, Thomas
, p. 781 - 786 (2007/10/02)
Bioassay directed fractionation of the waxy fractions derived from the fruit of Amorpha fruticosa resulted in the isolation of amorfrutin A and B, active new antimicrobial agents. Spectroscopic studies, chemical degradation and synthesis showed them to be
