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1.
From the bark of Virola carinata two neolignans have been isolated: (?)-carcinatone, [(2S)-1-(3′,4′-dimethoxyphenyl)-2-(3″-allyl-5″-methoxy-6″-hydroxyphenyl) propanone] and carinatin, [5-allyl-7-methoxy-3-methyl-2-(3′,4′-dimethoxyphenyl)benzofuran]. 相似文献
2.
Cacilda J. Aiba Marden A. De Alvarenga Astréa M. Giesbrecht Otto R. Gottlieb Frida M. Pagliosa 《Phytochemistry》1977,16(6):741-743
Forteen neolignans, isolated from the benzene extract of Aniba simulans (Lauraceae) trunk wood, included the hitherto undescribed (2S, 3S, 5R)-5-allyl-5,7-dimethoxy-2-(3′,4′,5′-trimethoxyphenyl)-3-methyl-2,3,5,6-tetra-hydro-6-oxobenzofuran, (2R,3S,5R) -5-allyl-5-methoxy-2-(3′-methoxy-4′,5′-methylenedioxyphenyl)-3-methy1-2,3,5, 6-tetrahydro-6-oxobenzofuran, (2S,3S)-6-O-allyl -5-methoxy-2-(3′-methoxy-4′-5′-methylenedioxyphenyl)-3-methyl-2,3-dihydrobenzofuran, (2R,3S)-6-O-allyl-5-methoxy-2- (3′-methoxy-4′,5′-methylenedioxyphenyl)-3-methyl-2,3-dihydrobenzofuran and 7-allyl-6-hydroxy-5-methoxy-2-(3′-methoxy-4,5′ -methylenedioxyphenyl)-3-methylbenzofuran. 相似文献
3.
《Phytochemistry》1986,26(1):319-321
Fruits of Licaria armeniaca contain, besides eight known lignoids, three novel neolignans: (1S,5R,6S,7R,8R)-8-acetoxy-1-allyl-3,5-dimethoxy-7-methyl-6-(3′-methoxy-4′,5′-methylenedioxyphenyl)-4-oxobicyclo[3.2.1]oct-2-ene; (1S,5R,6S,7R)-1-allyl-3-methoxy-7-methyl-6-(3′-methoxy-4′,5′-methylenedioxyphenyl)-4,8-dioxobicyclo[3.2.1]oct-2-ene and (1S,5R,6S,7R)-1-allyl-3-methoxy-7-methyl-6-(3′,4′,5′-trimethoxyphenyl)-4,8-dioxobicyclo[3.2.1]oct-2-ene. 相似文献
4.
Marden A. De Alvarenga Oscar Castro C. Astréa M. Giesbrecht Otto R. Gottlieb 《Phytochemistry》1977,16(11):1801-1804
Six bicyclo[3,2,1]octanoid neolignans, isolated from the benzene extract of Aniba simulans Allen (Lauraceae) trunk wood, are shown to derive from two basic structures: 1-allyl-8-hydroxy-6-(3′-methoxy-4′,5′-methylenedioxyphenyl)-7-methyl-3-oxobicyclo[3,2,1]octane, substituted by 4-hydroxy, 4-hydroxy-5-methoxy, 4-methoxy or 4,5-dimethoxy groups; and 1-allyl-8-hydroxy-6-(3′-methoxy-4′,5′-methylenedioxyphenyl)-7-methyl-4-oxobicyclo[3,2,1]oct-2-ene, substituted by 3-hydroxy or 3-hydroxy-5-methoxy groups. The structural proposals are based on spectral data, interconversions synthesis of a derivative from the known (2R,3S,3aS)-3a-allyl-5-methoxy-2-(3′-methoxy,4′,5′-methylenedioxyphenyl)-3-methyl-2,3,3a,6-tetrahydro-6-oxobenzofuran. 相似文献
5.
Cacilda J. Aiba Otto R. Gottlieb Frida M. Pagliosa Massayoshi Yoshida Mauro T. Magalhães 《Phytochemistry》1977,16(6):745-748
Seven neolignans, isolated from a C6H6 extract of Nectandra miranda (Lauraceae) trunk wood, included the hitherto undescribed (2S, 3S, 3aS)- and (2S, 3S, 3aR)-5-allyl-3a-methoxy-2-(3′, 4′, 5′-trimethoxyphenyl)-3-methyl-2, 3, 3a, 6-tetrahydro-6-oxobenzofurans (respectively mirandin-A and mirandin -B), 7-allyl-6-hydroxy-5-methoxy-2-(3′, 4′, 5′-trimethoxyphenyl)-3-methylbenzofuran and (2R, 3R)-7-methoxy-2-(3′, 4′, 5′-trimethoxyphenyl)-3-methyl-5 -(E)-propenyl-2, 3-dihydrobenzofuran (licarin C). 相似文献
6.
Silvia M.C. Dias João B. Fernandes José G.S. Maia Otto R. Gottlieb Hugo E. Gottlieb 《Phytochemistry》1982,21(7):1737-1740
The trunk wood of an Amazonian Aniba (Lauraceae) species contains, besides dillapiol and the benzodioxane-type neolignan eusiderin, four bicyclo(3.2.1)octanoid neolignans. These comprise representatives of the canellin-type: the known methoxycanellin-A and the novel compounds characterized as (1R, 3S, 4S, 5S, 6S, 7R)-1-allyl-4-hydroxy-3, 5-dimethoxy-7-methyl-6-(3′-methoxy-4′, 5′-methylenedioxyphenyl)-8-oxo-bicyclo(3.2.1)octane; (1R, 3S, 4S, 5S, 6S, 7R)-1-allyl-4-hydroxy-3, 5-dimethoxy-7-methyl-6-(3′, 4′, 5′-trimethoxyphenyl)-8-oxobicyclo(3.2.1)octane and (1R, 4R, 5R, 6S, 7R, 8S)-1-allyl-4, 8-dihydroxy-5-methoxy-7-methyl-6-(3′-methoxy-4′,5′-methylenedioxyphenyl)-3-oxobicyclo(3.2.1)octane. 相似文献
7.
Marden A. de Alvarenga Ursula Brocksom Oscar Castro C. Otto R. Gottlieb Mauro T. Magalhães 《Phytochemistry》1977,16(11):1797-1799
Seven neolignans, isolated from the benzene extract of Aniba burchellii Kosterm. (Lauraceae), included the hitherto unknown (2S,3S,5S)-5-allyl-5-methoxy-3-methyl-2-(3′,4′-methylenedioxyphenyl)-2,3,5,6-tetrahydro-6-oxobenzofuran and (1R,5R,6R,7R)-1-allyl-6-(4′-hydroxy-3′-methoxyphenyl)-3-methoxy-7-methyl-4,8-dioxobicyclo-[3,2,1]oct-2-ene. The former structure was previously assigned to a constituent of A. terminalis Ducke which is in fact the 5R-epimer. In addition to the latter constituent, all other previously described 4-oxobicyclo[3,2,1]oct-2-ene neolignans had their absolute configuration established. 相似文献
8.
《Phytochemistry》1986,25(10):2395-2397
Trunk wood of Iryanthera grandis contains 1(2′-hydroxy-4′,6′-dimethoxyphenyl)-3-(3″,4″-methylenedioxyphenyl)-propane and 1(2′-hydroxy-4′,6′-dimethoxyphenyl)-3-(3″-methoxy-4″-hydroxyphenyl)-propane, as well as three additional known diarylpropanes, a new flavan (±)-5,7-dimethoxy-4′-hydroxyflavan and the known (±)-7,4′-dihydroxy-3′-methoxyflavan. 相似文献
9.
Cacilda J. Aiba Otto R. Gottlieb José G.S. Maia Frida M. Pagliosa Massayoshi Yoshida 《Phytochemistry》1978,17(11):2038-2039
The trunkwood of Licaria armeniaca (Nees) Kosterm. (Lauraceae) contains sitosterol, 6,7-dimethoxy-coumarin and two novel benzofuranoid neolignans: (2S, 3S, 3aR, 5R)-3a-allyl-5-methoxy- and 5,7-dimethoxy-2-(3′, 4′-methylenedioxyphenyl)-3-methyl-2,3,3a,4,5,6-hexahydro-6-oxobenzofurans. 相似文献
10.
The trunk wood of an Amazonian Nectandra (Lauraceae) species contains one bicyclo[3.2.1]octanoid and four hydrobenzofuranoid neolignans. The latter comprise representatives of the mirandin, the rearranged burchellin and the burchellin types. The former was characterized as (1S, 4R, 5S, 6R, 7R)-3-allyl-4-hydroxy-1-methoxy-(3′, 4′, 5′-trimethoxyphenyl)- 7-methyl-8-oxobicyclo[3.2.1]oct-2-ene macrophyllin-B), a new representative of the seemingly rare macrophyllin type. 相似文献
11.
Joāo B. Fernandes M.Nilce de S. Ribeiro Otto R. Gottlieb Hugo E. Gottlieb 《Phytochemistry》1980,19(7):1523-1525
Trunk wood of Virola divergens Ducke and V. guggenheimii W. Rodrigues (Myristicaceae) contains the 1,3-diarylpropanes virolane and (2S)-virolanol. The latter species contains in addition the benzodioxane-type neolignan eusiderin. Bark of V. pavonis (A. DC.) A.C. Smith contains two novel representatives of this group, rel-(2S, 3R)-7-allyl-5-methoxy-2-(3′, 4′, 5′-trimethoxyphenyl- and rel-(2S, 3R)-7- allyl-5-methoxy-2-(3′,4′-dimethoxyphenyl)-3-methyl-benzodioxane, designated eusiderin-C and eusiderin-D, respectively. 相似文献
12.
The branches of the shrub Aniba lancifolia Kubitzki et Rodrigues (Lauraceae) contain besides 2-hydroxy-4,5- dimethoxyallylbenzene and its dimer cyclohexan-2-allyl- 5-en-4,5-dimethoxy-4-O-(2′-allyl-4′,5′-dimethoxyphenyl)-1-one (lancilin, 2) 6 further novel neolignans: (4S,2′R)- and (4R,2′E)-cyclohexan-2-allyl-2,5-dien-4,5-dimethoxy-4-[2′-(1′-guaiacyl)-propyl]-1-one (lancifolins A and B, 3a and 3b), (4S,2′R)- and (4R,2′R)-cyclohexan- 2-allyl-2,5-dien-4,5-dimethoxy-4-[2′-(1′-veratryl)-propyl]-1-one (lancifolins C and D, 3c and 3d), (4S,2′R)-and (4R,2′R)-cyclohexan-2-allyl-2,5-dien-4,5-dimethoxy-4-[2′-(1′-piperonyl)-propyl]-1-one (lancifolins E and F, 3e and 3f). 相似文献
13.
《Phytochemistry》1986,26(1):265-267
Bark and wood of Nectandra turbacensis (Lauraceae) contain, besides the known furofuran lignans (+)-sesamin, (+)-demethoxyexcelsin and (+)-piperitol, the novel (1R,5R,2S,6S)-2-(3′-methoxy-4′,5′-methylenedioxyphenyl)-6-(4″-hydroxy-3″-methoxyphenyl)-3,7-dioxabicyclo[3.3.0]octane [(+)-methoxypiperitol] and (1R,2S,5R)-2-(3′-methoxy-4′,5′-methylenedioxyphenyl)-3,7-dioxa-6-oxobicyclo[3.3.0]octane. 相似文献
14.
《Phytochemistry》1987,26(4):1155-1158
The stem bark of Ocotea veraguensis has yielded nine neolignans of which five appear to be novel. The new neolignans, which were identified on the basis of spectral characteristics, are* (7S,8R,1′S,2′S,3′R,4′S)-Δ8′-2′,4′-dihydroxy-3,3′5′-trimethoxy-4,5-methylenedioxy-1′,2′,3′,4′-tetrahydro-7.3′,8.1′-neolignan, (7S,8R,1′S,3′S,4′S)-Δ8′-4,4'-dihydroxy-3,3′,5′-trimethoxy-1′,2′,3′,4′-tetrahydro-2′-oxo-7.3′,8.1′-neolignan, (7S,8S,1′R)-Δ8′-3′,5′-dimethoxy-3,4-methylenedioxy-1′,4′-dihydro-4′-oxo-7.0.2′,8.1′-neolignan, (7S,8S,1′R )-Δ8′-1′-methoxy-3,4-methylenedioxy-1′,6′-dihydro-6′-oxo-7.0.4′,8.3′-neolignan and (7S,8S)-Δ8′-2′,6′-dimethoxy-3,4-methylenedioxy-7.0.3′,8.4′,1′.0.7′-neolignan. 相似文献
15.
Mitsue Haraguchi Mario Motidome Massayoshi Yoshida Otro R. Gottlieb 《Phytochemistry》1983,22(2):561-563
The trunk bark of Ocotea catharinensis yielded, besides the known bicyclo(3.2.1)octanoid neolignans canellin-C and 5′-methoxycanellin-C, two epimers rel-(1R,4S and 4R,5S,6R,7S,8R)-1-allyl-4,8-dihydroxy-3,5-dimethoxy-7-methyl-6-piperonyl-bicyclo(3.2.1)oct-2-enes and rel-(1R,5S,6R,7S,8R)-1-allyl-3,8-dihydroxy-5-methoxy-7-methyl-6-piperonyl-4-oxobicyclo(3.2.1)oct-2-ene. The hydrobenzofuranoid neolignans are represented by the equally novel (2S,3S,5R)-5-allyl-5,7-dimethoxy-3-methyl-2-piperonyl-2,3,5,6-tetrahydro-6-oxobenzofuran and (2R,3S,3aS)-3a-allyl-5,7-dimethoxy-3-methyl-2-piperonyl-2,3,3a,6-tetrahydro-6-oxobenzofuran. 相似文献
16.
Leila V. Alegrio Raimundo Braz Fo. Otto R. Gottlieb J.Guilherme S. Maia 《Phytochemistry》1981,20(8):1963-1965
A re-examination of the trunk wood of Licaria armeniaca led to the isolation of 6,7-dimethoxycoumarin, 1,2,3-trimethoxy-7-oxoaporphine (tri-O-methylmoschatoline, 2e-(3,4,5-trimethoxyphenyl)-6e-(3,4-dimethoxyphenyl)-3,7-dioxabicyclo [3.3.0]octan (magnolin) and a novel neolignan (7S,8R,1′S,2′S,3′S)-2′-acetoxy-1′-allyl-3′,5′-dimethoxy-8-methyl-7-piperonyl-bicyclo [3.2.1]-oct-5′- en-4′-one. 相似文献
17.
A benzene extract of the trunk of an Aniba species (Lauraceae) contained benzyl benzoate, benzyl salicylate, sitosterol and the neolignans (2S,3S,3aR)-3a-allyl-5-methoxy-3-methyl-2-piperonyl-2,3,3a,6-tetrahydro-6-oxobenzofuran (burchellin); (2S,3S,3aR)-3a-allyl-5-methoxy-3-methyl-2-veratryl-2,3,3a,6-tetrahydro-6-oxobenzofuran; (2S,3S,3aR)-3a-allyl-5,7-dimethoxy-3-methyl-2-veratryl-2,3,3a,6-tetrahydro-6-oxobenzofuran; (2S,3S,5S)-5-allyl-5-methoxy-3-methyl-2-veratryl-2,3,5,6-tetrahydro-6-oxo-benzofuran; (2R,3R)-7-methoxy-3-methyl-5-propenyl-2-veratryl-2,3-dihydrobenzofuran; rel-(1R,5R,6R,7R,8S)-1-allyl-8-hydroxy-3-methoxy-7-methyl-4-oxo-6-piperonylbicyclo[3,2,1]oct-2-ene (guianin); rel-(1S,5S,6S,7R,8R)-1-allyl-8-hydroxy-3,5-dimethoxy-7-methyl-4-oxo-6-piperonylbicyclo[3,2,1]oct-2-ene; rel-(1S,5S,6S,7R,8R)-8-acetoxy-1-allyl-3-hydroxy-5-methoxy-7-methyl-4-oxo-6-piperonyl-bicyclo[3,2,1]oct-2-ene; rel-1S,5S,6S,7R,8R)-8-acetoxy-3,5-dimethoxy-7-methyl-4-oxo-6-piperonylbicyclo[3,2,1]oct-2-ene; rel-(1R,5S,6R,7R)-1-allyl-3-methoxy-7-methyl-4,8-dioxo-6-piperonylbicyclo[3,2,1]oct-2-ene. 相似文献
18.
The wood of Licaria aritu Ducke (Lauraceae) contains the neolignans licarin-A, (2S,3S)-2,3-dihydro-2-(4′-hydroxy-3′-methoxyphenyl)-7-methoxy-3-methyl-5-trans-propenylbenzofuran and licarin-B, (2S, 3S)-2,3-dihydro-7-methoxy-3-methyl-2-piperonyl-5-trans-propenylbenzofuran. 相似文献
19.
The trunk wood of Iryanthera elliptica Ducke (Myristicaceae) contains, besides 2-(ω-piperonyltridecyl) -4-methylidenetetronic acid (iryelliptin), three biogenetically related compounds: (±)-7,4′-dihydroxy-3′-methoxyflavan, 1-(4′-hydroxy-2′-methoxyphenyl)- 3-(4″-hydroxy-3″-methoxyphenyl)-propane and spiro-[3-methoxy-2,5-cyclohexadien-1.1′-6′,7′- dihydroxy-5′-methoxy-1′,2′,3′,4′-tetrahydronaphthalen]-4-one-(spiroelliptin). Spiroelliptin rearranges upon methylation to 2,2′-trimethylene-3,4,5,4′,5′-penta-methoxybiphenyl. 相似文献
20.
M.Elita L. de Almeida Raimundo Braz Filho M.Vittória von Bülow Joxo J.L. Corrêa Otto R. Gottlieb J.Guilherme S. Maia Marcelo S. da Silva 《Phytochemistry》1979,18(6):1015-1016
The trunk wood of Iryanthera polyneura Ducke (Myristicaceae) contains pinocembrin, 1-(2′,4′-dihydroxyphenyl)-3-(3″,4″-methylenedioxyphenyl)-propane, 1-(2′,4′-dihydroxy-3′-methylphenyl)-3-(2″-methoxy-4″, 5″-methylenedioxyphenyl)-propane and 4,2′,4′-trihydroxy-3-methoxydihydrochalcone. 相似文献