共查询到20条相似文献,搜索用时 15 毫秒
1.
Yu‐Bo Liu Jiang‐Jiang Qin Xiang‐Rong Cheng Jia‐Xian Zhu Fei Zhang Hui‐Zi Jin Wei‐Dong Zhang 《Helvetica chimica acta》2011,94(9):1685-1691
Three new neolignans, (7S,8S,7′E)‐4,9‐dihydroxy‐3,7,3′,9′‐tetramethoxy‐8,4′‐oxyneolign‐7′‐ene ( 1 ), (7R,8S,7′E)‐4, 9‐dihydroxy‐3,7,3′,9′‐tetramethoxy‐8,4′‐oxyneolign‐7′‐ene ( 2 ), (7S,8S,7′E)‐5, 9‐dihydroxy‐3,7,3′,5′,9′‐pentamethoxy‐8,4′‐oxyneolign‐7′‐ene ( 3 ), and one new phenylpropanoid, threo‐5‐hydroxy‐3,7‐dimethoxyphenylpropane‐8,9‐diol ( 4 ), were isolated from the leaves and stems of Toona ciliata var. pubescens. Their structures were determined on the basis of spectroscopic analysis, especially 2D‐NMR, HR‐ESI‐MS, and CD data. The antiproliferative activities of these compounds against four tumor cell lines (A549, Colo 205, QGY‐7703, and LOVO) were also evaluated by MTT (=(3‐(4,5‐dimethylthiazol‐2‐yl)‐2,5‐diphenyl‐2H‐tetrazolium bromide) method. 相似文献
2.
Koichi Machida Megumi Yamauchi Eriko Kurashina Masao Kikuchi 《Helvetica chimica acta》2010,93(11):2164-2175
Four new tetrahydrofuranoid lignan glycosides, (7S,8R,7′R,8′S)‐4,9,4′,7′‐tetrahydroxy‐3,3′‐dimethoxy‐7,9′‐epoxylignan 9‐O‐β‐D ‐glucopyranoside ( 2 ), (7R,8S,7′S,8′R)‐4,9,4′,7′‐tetrahydroxy‐3,3′‐dimethoxy‐7,9′‐epoxylignan 9‐O‐β‐D ‐glucopyranoside ( 3 ), (7R,8S,7′R,8′S)‐4,9,4′,9′‐tetrahydroxy‐3,3′‐dimethoxy‐7,7′‐epoxylignan 9‐O‐β‐D ‐glucopyranoside ( 4 ), and rel‐(7R,8S,7′S,8′R)‐4,9,4′,9′‐tetrahydroxy‐3,3′‐dimethoxy‐7,7′‐epoxylignan 9‐O‐β‐D ‐glucopyranoside ( 5 ), and ten known lignan glycosides, 1 and 6 – 14 , were isolated from the leaves of Osmanthus fragrans Lour. var. aurantiacus Makino . Their structures were established on the basis of spectral and chemical studies. 相似文献
3.
Two stereoisomeric pentacyclic oxindole alkaloids from Uncaria tomentosa: uncarine C and uncarine E
Ilias Muhammad Ikhlas A. Khan Nikolaus H. Fischer Frank R. Fronczek 《Acta Crystallographica. Section C, Structural Chemistry》2001,57(4):480-482
The chloroform solvate of uncarine C (pteropodine), (1′S,3R,4′aS,5′aS,10′aS)‐1,2,5′,5′a,7′,8′,10′,10′a‐octahydro‐1′‐methyl‐2‐oxospiro[3H‐indole‐3,6′(4′aH)‐[1H]pyrano[3,4‐f]indolizine]‐4′‐carboxylic acid methyl ester, C21H24N2O4·CHCl3, has an absolute configuration with the spiro C atom in the R configuration. Its epimer at the spiro C atom, uncarine E (isopteropodine), (1′S,3S,4′aS,5′aS,10′aS)‐1,2,5′,5′a,7′,8′,10′,10′a‐octahydro‐1′‐methyl‐2‐oxospiro[3H‐indole‐3,6′(4′aH)‐[1H]pyrano[3,4‐f]indolizine]‐4′‐carboxylic acid methyl ester, C21H24N2O4, has Z′ = 3, with no solvent. Both form intermolecular hydrogen bonds involving only the oxindole, with N?O distances in the range 2.759 (4)–2.894 (5) Å. 相似文献
4.
Two lignans including a new one, five flavonoids and five coumarins were isolated from the whole plant of Viola philippica (synonymised as Viola yedoensis Makino). The new compound was structurally determined as (7R,8S,8′S) -3,3′-dimethoxy- 4,4′,9-trihydroxy- 7,9′-epoxy-8,8′-lignan 9-O-rutinoside by analysis of its NMR, MS and CD spectroscopic data. The known compounds were characterised by comparing their NMR and MS data with those reported. Among the known compounds, 5-hydroxy-4′-methoxyflavone-7-O- rutinoside, 6,7-di-O-β-D- glucopyranosylesculetin, and 7R,8S-dihydrodehydrodiconiferyl alcohol 4-O-β-D- glucopyranoside were isolated and identified from this genus for the first time. Of these compounds, 5-hydroxy-4′-methoxyflavone-7-O-rutinoside and (7R,8S,8′S) -3,3′-dimethoxy- 4,4′,9-trihydroxy- 7,9′-epoxy-8,8′-lignan 9-O-rutinoside were potently active against α-glucosidase, while the two dimeric coumarins, 5, 5′-bi (6, 7-dihydroxycoumarin) and 6,6′,7,7′-tetrahydroxy-5,8′-bicoumarin potently inhibited HCV protease. 相似文献
5.
Jzsef Deli Pter Molnr Zoltn Matus Gyula Tth Andrea Steck 《Helvetica chimica acta》1996,79(5):1435-1443
Cucurbitaxanthin A (= (3S,5R,6R,3′R)-3,6-epoxy-5,6-dihydro-β,β- carotene-5,3′-diol; 5 ), 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; 6 ), the epimeric cucurbitachromes 1 and 2 (= (3S,5R,6R,3′S,5′R,8′S)- and (3S,5R,6R,3′S,5′R,8′R)-3,6,5′, 8′-diepoxy-5,6,5′,6′-tetrahydro-β,β-carotene-5,3′-diol, resp.; 9/10 ), cycloviolaxanthin (= (3S,5R,6R,3′S,5′R,6′R)-3,6,3′, 6′-diepoxy-5,6,5′,6′-tetrahydro-β,κs-carotene-5,5′-diol; 8 ), and capsanthin 3,6-epoxide (= (3S,5R,6R,3′S,5′R)-3,6-epoxy-5,6-dihydro ?5,3′-dihydroxy-β,κ-caroten-6′-one; 7 ) were isolated from red spice paprika (Capsicum annuum var. longum) and characterized by their 1H- and 13C-NMR, mass, and CD spectra. 相似文献
6.
Pter Molnr Jzsef Deli Ferenc Zsila Andrea Steck Hanspeter Pfander Gyula Tth 《Helvetica chimica acta》2004,87(1):11-27
Violaxanthin A (=(all‐E,3S,5S,6R,3′S,5′S,6′R)‐5,6 : 5′,6′‐diepoxy‐5,6,5′,6′‐tetrahydro‐β,β‐carotene‐3,3′‐diol =syn,syn‐violaxanthin; 5 ) and violaxanthin B (=(all‐E,3S,5S,6R,3′S,5′R,6′S)‐5,6 : 5′,6′‐diepoxy‐5,6,5′,6′‐tetrahydro‐β,β‐carotene‐3,3′‐diol=syn,anti‐violaxanthin; 6 ) were prepared by epoxidation of zeaxanthin diacetate ( 1 ) with monoperphthalic acid. Violaxanthins 5 and 6 were submitted to thermal isomerization and I2‐catalyzed photoisomerization. The structure of the main products, i.e., (9Z)‐ 5 , (13Z)‐ 5 , (9Z)‐ 6 , (9′Z)‐ 6 , (13Z)‐ 6 , and (13′Z)‐ 6 , was determined by their UV/VIS, CD, 1H‐NMR, 13C‐NMR, and mass spectra. 相似文献
7.
Hak‐Ju Lee Seon‐Mi Seo Oh‐Kyu Lee Hyun‐Jin Jo Ha‐Young Kang Don‐Ha Choi Ki‐Hyon Paik Merajuddin Khan 《Helvetica chimica acta》2008,91(12):2361-2366
The Et2O‐soluble fraction from the bark of Magnolia kobus led to the isolation of two new lignans, (+)‐(7α,7′α,8α,8′α)‐3′,4,4′,5,5′‐pentamethoxy‐7,9′: 7′,9‐diepoxylignan‐3‐ol ( 1 ) and (+)‐(7α,7′α,8α,8′α)‐4,5‐dimethoxy‐3′,4′‐(methylenedioxy)‐7,9′: 7′,9‐diepoxylignan‐3‐ol ( 2 ), along with five known lignans 3 – 7 . Their structures were established on the basis of various spectroscopic analyses including 1D‐ (1H, 13C, and DEPT) and 2D‐NMR (COSY, NOESY, HMQC, and HMBC) and by comparison of their spectral data with those of related compounds. 相似文献
8.
Pter Molnr Erzsbet sz Ferenc Zsila Mikls Simonyi Jzsef Deli 《Helvetica chimica acta》2002,85(8):2349-2357
Partially acetylated carotenoids were prepared from fully acetylated carotenoids by reaction with NaBH4, and were characterized by UV/VIS, CD, 1H‐NMR and mass spectra. The 3,6′‐diacetate, 3′,6′‐diacetate, and 6′‐acetate 10 – 12 , respectively, of (6′R)‐capsanthol (=(3R,3′S,5′R,6′R)‐β,κ‐carotene‐3,3′,6′‐triol; 4 ) were obtained from (6′R)‐capsanthol‐3,3′,6′‐triacetate ( 9 ), and the 3‐ and 3′‐acetates 13 and 14 , respectively, of 4 from (6′R)‐capsanthol 3,3′‐diacetate ( 8 ). The utility of this method was also demonstrated by the preparation of zeaxanthin and lutein monoacetates 16, 19 , and 20 . 相似文献
9.
Guy‐Bertrand Djigoue Michel Simard Lucie‐Carolle Kenmogne Donald Poirier 《Acta Crystallographica. Section C, Structural Chemistry》2012,68(6):o231-o234
The title compounds, (3R,5S,5′R,8R,9S,10S,13S,14S)‐10,13‐dimethyl‐5′‐(2‐methylpropyl)tetradecahydro‐6′H‐spiro[cyclopenta[a]phenanthrene‐3,2′‐[1,4]oxazinane]‐6′,17(2H)‐dione, C26H41NO3, (I), and methyl (2R)‐2‐[(3R,5S,8R,9S,10S,13S,14S)‐10,13‐dimethyl‐2′,17‐dioxohexadecahydro‐3′H‐spiro[cyclopenta[a]phenanthrene‐3,5′‐[1,3]oxazolidin‐3′‐yl]]‐4‐methylpentanoate, C28H43NO5, (II), possess the typical steroid shape (A–D rings), but they differ in their extra E ring. The azalactone E ring in (I) shows a half‐chair conformation, while the carbamate E ring of (II) is planar. The orientation of the E‐ring substituent is clearly established and allows a rationalization of the biological results obtained with such androsterone derivatives. 相似文献
10.
The structure and absolute configuration of pseurotin A, a new metabolite, isolated from culture filtrates of Pseudeurotium ovalis STOLK (Ascomycetes) has been shown to be (1′S, 2′S, 5S, 8S, 9R, 3′Z)-8-benzoyl-2 (1′,2-dihydroxy-3′-hexenyl)-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro [4,4]non-2-ene-4,6-dione ( 1 ). 相似文献
11.
Jui‐Hsin Su Chi‐Hua Hsieh Ching‐Li Lo Chiung‐Yao Huang Chang‐Feng Dai Yao‐Haur Kuo Jyh‐Horng Sheu 《中国化学会会志》2008,55(6):1286-1289
Two new sesquiterpenoids, sinularioperoxide E ( 1 ), ethyl 5‐[(2′S,5′E)‐2′, 6′‐dimethylocta‐5′,7′‐dienyl]furan‐3‐carboxylate ( 3 ), and a new C11 terpenoid‐related carboxylic acid, (3S,6E)‐3,7‐dimethyl‐nona‐6,8‐dienoic acid ( 2 ) were isolated from a Formosan soft coral Sinularia sp. The structures of 1‐3 were elucidated on the basis of extensive spectroscopic analyses and by comparison of the spectral data with those of the related metabolites. 相似文献
12.
Lakshminarasimhan Damodharan Vasantha Pattabhi Rallapalli Sivakumar Sambasivarao Kotha 《Acta Crystallographica. Section C, Structural Chemistry》2003,59(7):o373-o375
The title compounds, (2R,2′′S,3b′S,4a′R,7b′S,8a′R)‐perhydrodispiro[furan‐2,3′‐dicyclopenta[a,e]pentalene‐7′,2′′‐furan]‐5,5′′‐dione, C20H26O4, and (3aR,3bR,4aR,4bS,5aS,8aR,8bR,9aR,9bS,10aS)‐perhydrodipentaleno[2,1‐a:2′,1′‐e]pentalene‐1,6‐dione, C20H26O2, are intermediates identified during the synthesis of dodecahedrane. Crystallographic studies have established the ring‐junction stereochemistry for these important intermediates. All the ring junctions are cis‐fused, and the molecular packing is stabilized by van der Waals interactions. 相似文献
13.
Kurt Bernhard Frank Kienzle Hans Mayer Robert K. Müller 《Helvetica chimica acta》1980,63(6):1473-1490
Synthesis of Optically Active Natural Carotenoids and Structurally Related Compounds. VIII. Synthesis of (3S,3′S)-7,8,7′,8′-Tetradehydroastaxanthin and (3S,3′S)-7,8-Didehydroastaxanthin (Asterinic Acid) The synthesis of all-trans-(3S,3′S)-3,3′-dihydroxy-7,8, 7′,8′-tetradehydro-β, β-carotene-4,4′-dione ( 1 ), of all-trans-(3S,3′S)-3,3′-dihydroxy-7, 8-didehydro-β,β-carotene-4,4′-dione ( 2 ) (asterinic acid = mixture of 1 and 2 ), and of their 9,9′-di-cis- and 9-cis-isomers is reported starting from (4′S)(2E)-5-(4′-hydroxy-2′, 6′,6′-trimethyl-3′-oxo-l′-cyclohexenyl)-3-methyl-2-penten-4-ynal ( 8 ). The absolute configuration (3S,3′S) for both components 1 and 2 of asterinic acid ex Asterias rubens is confirmed on the basis of spectroscopic and direct comparison. 相似文献
14.
Ericsson D. Coy‐Barrera Luis E. Cuca‐Surez Michael Sefkow Uwe Schilde 《Acta Crystallographica. Section C, Structural Chemistry》2012,68(8):o320-o322
The structure of naturally‐occurring cinerin C [systematic name: (7S,8R,3′R,4′S,5′R)‐Δ8′‐4′‐hydroxy‐5,5′,3′‐trimethoxy‐3,4‐methylenedioxy‐2′,3′,4′,5′‐tetrahydro‐2′‐oxo‐7.3′,8.5′‐neolignan], isolated from the ethanol extract of leaves of Pleurothyrium cinereum (Lauraceae), has previously been established by NMR and HRMS spectroscopy, and its absolute configuration established by circular dichroism measurements. For the first time, its crystal strucure has now been established by single‐crystal X‐ray analysis, as the monohydrate, C22H26O7·H2O. The bicyclooctane moiety comprises fused cyclopentane and cyclohexenone rings which are almost coplanar. An intermolecular O—H...O hydrogen bond links the 4′‐OH and 5′‐OCH3 groups along the c axis. 相似文献
15.
The hexopyranosid‐2‐ylidenemalononitrile 1 reacted with phenyl isothiocyanate in the presence of triethylamine to furnish (2R,4aR,6S,10bS)‐8‐amino‐4a,6,10,10b‐tetrahydro‐6‐methoxy‐2‐phenyl‐10‐phenylimino‐4H‐thiopyrano[3′,4′:4,5]pyrano[3,2‐d][1,3]dioxine‐7‐carbonitrile (2). Starting from 1, cyclization with sulphur and diethylamine yielded (2R,4aR,6S,9bR)‐8‐amino‐4,4a,6,9b‐tetrahydro‐6‐methoxy‐2‐phenylthieno[2′,3′:4,5]pyrano[3,2‐d][1,3]dioxine‐7‐carbonitrile (3), which could be transformed into the corresponding aminomethylenamino derivative 4 by treatment with triethyl orthoformate and ammonia. Intramolecular cyclization of 4 to yield (2R,4aR,6S,11bR)‐4,4a,6,11b‐tetrahydro‐6‐methoxy‐2‐phenyl[1,3]dioxino[4″,5″:5′,6′]pyrano[3′,4′:4,5]thieno [2,3‐d]pyrimidin‐7‐amine (5) was achieved by using NaH as base. (2R,4aR,6S,9bS)‐8‐Amino‐4a,6,9,9b‐tetrahydro‐6‐methoxy‐9‐(4‐methylphenyl‐sulfonyl)‐2‐phenyl‐4H‐[1,3]dioxino[4′,5′:5,6]pyrano[4,3‐b]pyrrole‐7‐carbonitrile (6) was prepared by treatment of compound 1 with tosylazide and triethylamine. 相似文献
16.
Nisar Ullah Prinz Sonja Ernst Haslinger Wagar Ahmed Mohammed Arfan Abdul Malik 《Helvetica chimica acta》2001,84(1):157-162
Three new natural products, a lignoid glycoside 1 and two dimeric phenylpropanoids 2 and 3 , along with two known lignans 4 and 5 , were isolated from the BuOH‐ and CHCl3‐soluble fractions of the whole plant of Daphne oleoides (Thymelaeaceae). The structures of the new compounds were established by spectroscopic techniques, including 2D NMR, as 4‐(β‐D ‐glucopyranosyloxy)‐9′‐hydroxy‐3,3′,4′‐trimethoxy‐7′,9‐epoxylignan ( 1 ), (1R,2S,5R,6R)‐6‐(3‐ethyl‐4‐hydroxy‐5‐methoxyphenyl)‐2‐(4‐hydroxy‐3,5‐dimethoxyphenyl)‐3,7‐dioxabicyclo[3.3.0]octane ( 2 ) and (1R,2S,5R,6S)‐2,6‐bis(3‐ethyl‐4‐hydroxy‐5‐methoxyphenyl)‐3,7‐dioxabicyclo[3.3.0]octane ( 3 ). The other lignans were identified as (+)‐pinoresinol O‐(β‐D ‐glucopyranoside) ( 4 ) and (+)‐medioresinol ( 5 ). 相似文献
17.
Pter Molnr Jzsef Deli Erzsbet sz Zoltn Matus Gyula Tth Ferenc Zsila 《Helvetica chimica acta》2004,87(8):2169-2179
3′‐Epilutein (=(all‐E,3R,3′S,6′R)‐4′,5′‐didehydro‐5′,6′‐dihydro‐β,β‐carotene‐3,3′‐diol; 1 ), isolated from the flowers of Caltha palustris, was submitted to both thermal isomerization and I2‐catalyzed photoisomerization. The structures of the main products (9Z)‐ 1 , (9′Z)‐ 1 , (13Z)‐ 1 , (13′Z)‐ 1 , (15Z)‐ 1 , and (9Z,9′Z)‐ 1 were determined based on UV/VIS, CD, 1H‐NMR, and MS data. 相似文献
18.
Jzsef Deli Erzsbet sz Pter Molnr Ferenc Zsila Mikls Simonyi Gyula Tth 《Helvetica chimica acta》2001,84(12):3810-3817
(6′S)‐ and (6′R)‐‘Capsorubol‐6‐one' (=(3S,3′S,5R,5′R,6′S)‐ and (3S,3′S,5R,5′R,6′R)‐3,3′,6′‐trihydroxy‐κ,κ‐caroten‐6‐one; 8 and 9 , resp.), (6S,6′R)‐ and (6R,6′R)‐capsorubol (=3S,3′S,5R,5′R,6S,6′R)‐ and (3S,3′S,5R,5′R,6R,6′R)‐κ,κ‐carotene‐3,3′,6,6′‐tetrol; 11 and 12 , resp.) and (6′S)‐ and (6′R)‐cryptocapsol (=(3′S,5′R,6′S)‐ and (3′S,5′R,6′R)‐β,κ‐carotene‐3′,6′‐diol; 5 and 6 , resp.) were prepared in crystalline from by the reduction of capsorubin (=(3S,3′S,5R,5′R)‐3,3′‐dihydroxy‐κ,κ‐carotene‐6,6′‐dione; 7 ) and cryptocapsin (=(3′S,5′R)‐3′‐hydroxy‐β,κ‐caroten‐6′‐one; 4 ) and characterized by their UV/VIS, CD, 1H‐NMR, and mass spectra. 相似文献
19.
Pablo Romo Jairo Quiroga Justo Cobo Christopher Glidewell 《Acta Crystallographica. Section C, Structural Chemistry》2020,76(8):779-785
The synthesis and characterization of three new dispiro[indoline‐3,3′‐pyrrolizine‐1′,5′′‐thiazolidine] compounds are reported, together with the crystal structures of two of them. (3RS,1′SR,2′SR,7a′SR)‐2′‐(4‐Chlorophenyl)‐1‐hexyl‐2′′‐sulfanylidene‐5′,6′,7′,7a′‐tetrahydro‐2′H‐dispiro[indoline‐3,3′‐pyrrolizine‐1′,5′′‐thiazolidine]‐2,4′′‐dione, C28H30ClN3O2S2, (I), (3RS,1′SR,2′SR,7a′SR)‐2′‐(4‐chlorophenyl)‐1‐benzyl‐5‐methyl‐2′′‐sulfanylidene‐5′,6′,7′,7a′‐tetrahydro‐2′H‐dispiro[indoline‐3,3′‐pyrrolizine‐1′,5′′‐thiazolidine]‐2,4′′‐dione, C30H26ClN3O2S2, (II), and (3RS,1′SR,2′SR,7a′SR)‐2′‐(4‐chlorophenyl)‐5‐fluoro‐2′′‐sulfanylidene‐5′,6′,7′,7a′‐tetrahydro‐2′H‐dispiro[indoline‐3,3′‐pyrrolizine‐1′,5′′‐thiazolidine]‐2,4′′‐dione, C22H17ClFN3O2S2, (III), were each isolated as a single regioisomer using a one‐pot reaction involving l ‐proline, a substituted isatin and (Z)‐5‐(4‐chlorobenzylidene)‐2‐sulfanylidenethiazolidin‐4‐one [5‐(4‐chlorobenzylidene)rhodanine]. The compositions of (I)–(III) were established by elemental analysis, complemented by high‐resolution mass spectrometry in the case of (I); their constitutions, including the definition of the regiochemistry, were established using NMR spectroscopy, and the relative configurations at the four stereogenic centres were established using single‐crystal X‐ray structure analysis. A possible reaction mechanism for the formation of (I)–(III) is proposed, based on the detailed stereochemistry. The molecules of (I) are linked into simple chains by a single N—H…N hydrogen bond, those of (II) are linked into a chain of rings by a combination of N—H…O and C—H…S=C hydrogen bonds, and those of (III) are linked into sheets by a combination of N—H…N and N—H…S=C hydrogen bonds. 相似文献
20.
Three new compounds, (5β,9β)‐guaia‐6,10(14)‐dien‐9‐ol (=rel‐(1R,3aS,5R,8aR)‐1,2,3,3a,4,5,6,8a‐octahydro‐1‐methyl‐4‐methylene‐7‐(1‐methylethyl)azulen‐5‐ol; 1 ), 6‐acetyl‐8‐methoxy‐2,3‐dimethylchromen‐4‐one (=6‐acetyl‐8‐methoxy‐2,3‐dimethyl‐4H‐1‐benzopyran‐4‐one; 2 ), and (2S)‐3′‐hydroxy‐5′,7‐dimethoxyflavanone (=(2S)‐2,3‐dihydro‐2‐(3‐hydroxy‐5‐methoxyphenyl)‐7‐methoxy‐4H‐1‐benzopyran‐4‐one; 3 ) were isolated from the roots and rhizomes of Ligularia macrophylla, together with seven known compounds. Their structures and configurations were elucidated by spectroscopic methods, including 2D‐NMR techniques. 相似文献