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1.
Ashok K. Singhal Ram P. Sharma Gopalakrishna Thyagarajan Werner Herz Serengolam V. Govindan 《Phytochemistry》1980,19(5):929-934
Extraction of Millettia pachycarpa Benth. gave 5,7,4′-trihydroxy-6,8-diprenylisoflavone (1a), 5,7,4′-trihydroxy-6,3′-diprenylisoflavone (2a), 5,7,3′,4′-tetrahydroxy-6,8-diprenylisoflavone (3a) and (2R, 3R)-5,4′-dihydroxy-8-prenyl-6″,6″-dimethylpyrano[2″,3″: 7,6]-dihydroflavonol (4a) whose structures were established by chemical transformations and spectroscopic means. Pectolinarigenin and salvigenin were isolated from Buddleia macrostachya Benth. 相似文献
2.
Ashok K. Singhai Nabin C.^Barua Ram P.^Sharma Jogendra N.^Baruah 《Phytochemistry》1983,22(4):1005-1006
Chemical examination of the seeds of Millettia pachycarpa has yielded a new prenylated isoflavone and a new prenylated chalcone in addition to the previously reported isoflavones 5-hydroxy-4′-methoxy-6″,6″-dimethylpyrano (2″,3″:7,8)isoflavone, 5,7,4′-trihydroxy-6,8-diprenylisoflavone, 5,7,3′,4′-tetrahydroxy-6,8-diprenyl-isoflavone and pomiferin. 相似文献
3.
Feeding experiments in cupric chloride-treated Pisum sativum pods and seedlings have demonstrated the preferential incorporation of (+)-(6aS,11aS)-[3H]maackiain over (?)-(6aR, 11aR)-[14C]maackiain into (+)-(6aR, 11aR)-pisatin, establishing that the 6a-hydroxylation of pterocarpans proceeds with retention of configuration. (+)- (6aR,11aR)-6a-hydroxymaackiain was similarly incorporated much better than (?)-(6aS,11aS)-6a- hydroxymaackiain. Where (?)-isomers were incorporated, optical activity measurements on the pisatin produced indicated significant synthesis of (?)-pisatin as well as the normal (+)-pisatin. 7,2′-Dihydroxy-4′,5′- methylenedioxyisoflav-3-ene and both enantiomers of 7,2′-dihydroxy-4′,5′-methylenedioxyisoflavan were poor precursors of pisatin. 相似文献
4.
Dirceu de B. Corréa Lourdes F.B. Guerra Otto R. Gottlieb J.Guilherme S. Maia 《Phytochemistry》1981,20(2):305-307
The trunk wood of Qualea labouriauana contains, besides (2R)-5,7,4′-trihydroxy-3′-methoxy-6,8-dimethylflavanone, (2R)-5,7,4′-trihydroxy-8-methylflavanone, the biosynthetically interesting 2,2′-dihydroxy-4,6,4′,6′-tetramethoxy-3,3′-dimethylbenzophenone. From the trunk wood extract of Q. paraensis the first named flavanone crystallized out directly. 相似文献
5.
Phytochemical investigation of the rhizomes of Smilax trinervula led to isolation and structure elucidation of eight lignan glycosides, including five new lignans, namely, (7S, 8R, 8′R)-4, 4′, 9-trihydroxy-3, 3′, 5, 5′-tetramethoxy-7, 9′-epoxylignan-7′-one 4′-O-β-d-glucopyranoside (1), (7S, 8R, 8′R)-4, 4′, 9-trihydroxy-3, 3′, 5, 5′-tetramethoxy-7, 9′-epoxylignan-7′-one 4-O-β-d- glucopyranoside (2) (7S, 8R)-4, 9, 9′-trihydroxy-3, 3′, 5-trimethoxy-4′, 7-epoxy-8, 5′-neolignan 9′-O-β-d-glucopyranoside (3), (7R, 8R)-4, 9, 9′-trihydroxy-3, 5-dimethoxy-7.O.4′, 8.O.3′- neolignan 9′-O-β-d-glucopyranoside (4), and (7S, 8R)-4, 9, 9′-trihydroxy-3, 3′, 5-trimethoxy-8, 4′-oxy-neolignan 4-O-β-d-glucopyranoside (5), along with three known compounds (6-8). Their structures were established mainly on the basis of 1D and 2D NMR spectral data, ESI–MS and comparison with the literature. Compounds 1-8 were tested in vitro for their cytotoxic activity against four human tumor cell lines (SH-SY5Y, SGC-7901, HCT-116, Lovo). Compounds 3 and 5 exhibited cytotoxic activity against Lovo cells, with IC50 value of 10.4 μM and 8.5 μM, respectively. 相似文献
6.
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
7.
T.J. Mabry 《Phytochemistry》1981,20(2):309-311
Two new highly oxygenated flavones were isolated from Artemisia frigida. Their structures were determined by spectroscopic methods as 5,7,4′-trihydroxy-6,3′,5′-trimethoxyflavone and 5,7,3′-trihydroxy-6,4′,5′-trimethoxyflavone. 相似文献
8.
Kazu Kurosawa W.David Ollis Ian O. Sutherland Otto R. Gottlieb Alaide B. de Oliveira 《Phytochemistry》1978,17(8):1405-1411
Additionally to the cinnamylphenols described in a previous paper, wood samples of Machaerium mucronulatum and M. villosum contain isoflavones, besides (?)-duartin, (?)- and (±)-mucronulatol [(3S)- and rac-7,3′-dihydroxy-2′,4′-dimethoxyisoflavan], (?)-mucroquinone [(3S)-2-methoxy-5-(7-hydroxy-8-methoxychroman-3-yl)-1,4-benzoquinone] and (+)-mucronucarpan [(6aS,11aS)-2,10-dihydroxy-3,9-dimethoxypterocarpan]. The constitutions of mucronulatol, mucroquinone and mucronucarpan were deduced by spectra and degradations, and confirmed by syntheses. 相似文献
9.
《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
10.
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
11.
Werner Herz Seringolam V. Govindan Ingrid Riess-Maurer B. Kreil Hildebert Wagner Lorand Farkas Janos Strelisky 《Phytochemistry》1980,19(4):669-672
Two new flavones, 3′,4′-methylenedioxy-5,6,7,8,5′-pentamethoxyflavone and 5,7,4′-trihydroxy-6,3′,5′-trimethoxyflavone, have been isolated from Conoclinium coelestinum. Final structure proof was accomplished by synthesis. 相似文献
12.
Michael D. Woodward 《Phytochemistry》1980,19(5):921-927
Following fungal-inoculation, P. vulgaris was found to produce small amounts of 7,4′-dihydroxyisoflavone (daidzein), 7,2′,4′-trihydroxyisoflavone, 7,2′,4′-trihydroxyisoflavanone, (6aR, 11aR)-3,9-dihydroxypterocarpan, and (3R)-7,2′,4′-trihydroxyisoflavan. The structures of the latter four compounds were confirmed by synthesis. The principal pterocarpans isolated were phaseollidin and phaseollin and ORD spectra indicate that these compounds have the same (6aR, 11aR)-configuration as 3,9-dihydroxypterocarpan. A pathway leading to phaseollidin and phaseollin is proposed involving 2′-hydroxylation of daidzein, reduction to the isoflavanone, further reduction, dehydration and cyclization to the pterocarpan, and prenylation to give phaseollidin and then cyclization and dehydrogenation to give phaseollin. No evidence of prenylation at the isoflavone or isoflavanone stage was obtained. The phaseollin metabolite, (6aS, 11aS)-6a-hydroxyphaseollin, was also detected. 相似文献
13.
Nineteen flavonoids were isolated from Artemisia ludoviciana var. ludoviciana, including a new 2′- hydroxy- 6-methoxyflavone, 5,7,2′,4′-tetrahydroxy-6,5′-dimethoxyflavone. The known compounds include quercetagetin 3,6,3′,4′-tetramethyl ether, eupatilin, 5,7-dihydroxy-3,6,8,4′-tetramethoxyflavone, luteolin 3′,4′-dimethyl ether, jaceosidin, 5,7,4′-trihydroxy-3,6-dimethoxyflavone, tricin, hispidulin, chrysoeriol, kaempferol 3-methyl ether, apigenin, axillarin, eupafolin, selagin and luteolin together with three flavones which were previously isolated for the first time from Artemisia frigida: 5,7,4′-trihydroxy-6, 3′,5′-trimethoxyflavone, 5,7,3′-trihydroxy-6,4′,5′-trimethoxyflavone and 5,7,3′,4′-tetrahydroxy-6,5′- dimethoxyflavone. 相似文献
14.
Satoshi Tahara John L. Ingham Shiro Nakahara Junya Mizutani Jeffrey B. Harborne 《Phytochemistry》1984,23(9):1889-1900
Chromatographic investigation of a methanolic extract of white lupin roots has revealed the presence of six new dihydrofuranoisoflavones (lupinisoflavones A-F). Three monoprenylated (3,3-dimethylallyl-substituted) isoflavones (wighteone, luteone and licoisoflavone A), two diprenylated isoflavones [6,3′-di(3,3-dimethylallyl)genistein (lupalbigenin) and 6,3′-di(3,3-dimethylallyl)-2′-hydroxygenistein (2′-hydroxylupalbigenin)] and two pyranoisoflavones (parvisoflavone B and licoisoflavone B) have also been isolated from the same source. In addition to genistein, leaf extracts of L. italbus contain 3′-O-methylorobol which is presumed to be the precursor of lupisoflavone [5,7,4′-trihydroxy-3′-methoxy-6-(3,3-dimethylallyl)isoflavone]. Probable biogenetic relationships between the prenylated, and dihydrofurano-and pyrano-substituted isoflavones in roots and leaves of L. albus are briefly discussed. 相似文献
15.
《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
16.
Wolfgang Schühly Barbara Gröblacher Judith Neyer Walter M.F. Fabian Frank R. Fronczek Olaf Kunert 《Phytochemistry》2010,71(14-15):1787-1795
Twelve pyramidatins, i.e., dibenzocyclooctadiene-type lignans, together with Machilin G, were isolated from the dichloromethane extracts of aerial material of Talauma gloriensis, Magnolia fraseri, and Magnolia pyramidata (Magnoliaceae). These lignans contain a highly oxidized 7,9′-epoxy-2,2′-cyclolignane skeleton. Their structures were established using NMR spectroscopy (1D and 2D experiments) and mass spectrometry. The absolute configurations of five pairs of atropisomers (Sa/Ra-pyramidatins) and two single atropisomers (Sa-pyramidatins) were determined by experimental and calculated circular dichroism (CD). In addition, the absolute configuration of (Sa)-3,3′,4,4′,5,5′-hexamethoxypyramidatin was confirmed using X-ray crystallography.Five pyramidatins, (Ra)-3,3′,4,4′,5,5′-hexamethoxypyramidatin, (Ra)-3,3′-dimethoxy-4,5:4′,5′-bis(methylenedioxy)pyramidatin, (Sa)-3,3′,4,5′-tetramethoxy-4,5-methylenedioxypyramidatin, (Ra)-3,3′,4,5′-tetramethoxy-4,5-methylenedioxypyramidatin, and (Ra)-3,3′,4,5-tetramethoxy-4′,5′-methylenedioxypyramidatin are reported herein for the first time. In the current dataset, NMR values are in accordance with the observed and calculated CD values. These values are herein reported with particular reference to previously described data of pyramidatins, which have to be revised. 相似文献
17.
The perennial American desert shrub, Gutierrezia microcephala, contains 20 flavonol methyl ethers displaying nine different oxygenation patterns. These include 11 new flavonols: 5,7-dihydroxy-3,6,8,3′,4′,5′-hexamethoxyflavone, 5,7,4′-trihydroxy-3,6,8,3′,5′-pentamethoxyflavone, 5,7,3′-trihydroxy-3,6,8,4′,5′-pentamethoxyflavone, 5,7,2′,4′-tetrahydroxy-3,6,8,5′-tetramethoxyflavone, 5,7,3′,4′-tetrahydroxy-3,6,8-trimethoxyflavone, 5,7,8,3′,4′-pentahydroxy-3,6-dimethoxyflavone, 3,5,7,3′,4′-pentahydroxy-6,8-dimethoxyflavone, 5,7,4′-trihydroxy-3,6,8-trimethoxyflavone, 5,7,8,4′-tetrahydroxy-3,3′-dimethoxyflavone, 5,7,8,3′,4′-pentahydroxy-3-methoxyflavone and 5,7,8,4′-tetrahydroxy-3-methoxyflavone. In addition, the following known flavonols were isolated: 5,7-dihydroxy-3,8,3′,4′,5′-pentamethoxyflavone, 5,7,4′-trihydroxy-3,8-dimethoxyflavone, 5,7,4′-trihydroxy-3,8,3′-trimethoxyflavone, 5,7,3′,4′-tetrahydroxy-3,8-dimethoxyflavone, 5,7,4′-trihydroxy-3,6,3′-trimethoxyflavone, 5,7,3′,4′-tetrahydroxy-3-methoxyflavone, 5,4′-dihydroxy-3,6,7,8,3′-pentamethoxyflavone, 5,7,4′-trihydroxy-3,6,8,3′-tetramethoxyflavone and 3,5,7,4′-tetrahydroxy-6,8,3′-trimethoxyflavone. 相似文献
18.
The absolute configurations of heteroxanthin ((3S,5S,6S,3′R)- 7′,8′-didehydro-5,6-dihydro-β,β-carotene-3,5,3′,6′-tetrol) ex Euglena gracilis and of diadinoxanthin ((3S,5R,6S,3′R)-5,6-epoxy-7′,8′-didehydro-5,6-dihydro-β,β-carotene-3,3′-diol) from the same source have been established by chemical reactions, hydrogen bonding studies, 1H NMR and CD. Two previously unknown carotenoids (artefacts?) from Trollius europaeus, assigned the structures (3S,5S,6S,3′S,5′R,6′R)-6,7-didehydro-5,6,5′,6′-tetrahydro-β,β -carotene-3,5,6,3′,5′-pentol and its 5R epimer, served as useful models. 相似文献
19.
《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
20.
《Phytochemistry》1986,25(12):2837-2840
Two new carotenoids, cucurbitaxanthin A [(3S,5R,6,R3′R)-3,6-epoxy-5,6-dihydro-β,β-carotene-5,3′-diol] and cucurbitaxanthin B [(3S,5R,6R,3′S,5′R,6′S)-3,6,5′,6′-diepoxy-5,6,5′,6′-tetrahydro-β-β-carotene-5,3′-diol] have been isolated from the pumpkin Cucurbita maxima. 相似文献