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1.
Four new ursane‐type saponins, monepalosides C–F, together with a known saponin, mazusaponin II, were isolated from Morina nepalensis var. alba Hand.‐Mazz. Their structures were determined to be 3‐O‐α‐L ‐arabinopyranosyl‐(1 → 3)‐&[alpha;‐L ‐rhamnopyranosyl‐(1 → 2)]‐α‐L ‐arabinopyranosylpomolic acid 28‐O‐β‐D ‐glucopyranosyl‐(1 → 6)‐β‐D ‐glucopyranoside (monepaloside C, 1 ), 3‐O‐α‐L ‐arabinopyranosyl‐(1 → 3)‐&[alpha;‐L ‐rhamnopyranosyl‐(1 → 2)]‐β‐D ‐xylopyranosylpomolic acid 28‐O‐β‐D ‐glucopyranosyl‐(1 → 6)‐β‐D ‐glucopyranoside (monepaloside D, 2 ), 3‐O‐α‐L ‐arabinopyranosyl‐(1 → 3)‐&[beta;‐D ‐glucopyranosy‐(1 → 2)]‐α‐L ‐arabinopyranosylpomolic acid 28‐O‐β‐D ‐glucopyranosyl‐(1 → 6)‐β‐D ‐glucopyranoside (monepaloside E, 3 ) and 3‐O‐β‐D ‐xylopyranosylpomolic acid 28‐O‐β‐D ‐glucopyranoside (monepaloside F, 4 ) on the basis of chemical and spectroscopic evidence. 2D NMR techniques, including 1H–1H COSY, HMQC, 2D HMQC‐TOCSY, HMBC and ROESY, and selective excitation experiments, including SELTOCSY and SELNOESY, were utilized in the structure elucidation and complete assignments of 1H and 13C NMR spectra. Copyright © 2002 John Wiley & Sons, Ltd.  相似文献   

2.
From the whole plant of Morina nepalensis var. alba Hand.‐Mazz., two new acylated flavonoid glycosides ( 1 and 2 ), together with four known flavonoid glycosides ( 3–6 ), were isolated. Their structures were determined to be quercetin 3‐O‐[2″′‐O‐(E)‐caffeoyl]‐α‐L ‐arabinopyranosyl‐(1→6)‐β‐D ‐galactopyranoside (monepalin A, 1 ), quercetin 3‐O‐[2″′‐O‐(E)‐caffeoyl]‐α‐L ‐arabinopyranosyl‐(1→6)‐β‐D ‐glucopyranoside (monepalin B, 2 ), quercetin 3‐O‐α‐L ‐arabinopyranosyl‐(1→6)‐β‐D ‐galactopyranoside (rumarin, 3 ), quercetin 3‐O‐β‐D ‐galactopyranoside ( 4 ), quercetin 3‐O‐β‐D ‐glucopyranoside ( 5 ) and apigenin 4O‐β‐D ‐glucopyranoside ( 6 ). Their structures were determined on the basis of chemical and spectroscopic evidence. Complete assignments of the 1H and 13C NMR spectra of all compounds were achieved from the 2D NMR spectra, including H–H COSY, HMQC, HMBC and 2D HMQC‐TOCSY spectra. Copyright © 2002 John Wiley & Sons, Ltd.  相似文献   

3.
Two new triterpenoid saponins, gledistside A ( 1 ) and gledistside B ( 2 ), isolated from the fruits of Gledistsia dolavayi Franch., were characterized as the 3,28‐O‐bisdesmoside of echinocystic acid acylated with monoterpene carboxylic acids. On the basis of spectroscopic and chemical evidence, their structures were elucidated as 3‐O‐β‐D ‐xylopyranosyl‐(1→2)‐α‐L ‐arabinopyranosyl‐(1→6)‐β‐D ‐glucopyranosyl‐28‐O‐β‐D ‐xylopyranosyl‐(1→3)‐β‐D ‐xylopyranosyl‐(1→4)‐[β‐D ‐galactopyranosyl‐(1→2)]‐α‐L ‐rhamnopyranosyl‐(1→2)‐{6‐O‐[2,6‐dimethyl‐6(S)‐hydroxy‐2‐trans‐2,7‐octadienoyl]}‐β‐D ‐glucopyranosylechinocystic acid ( 1 ) and 3‐O‐β‐D ‐xylopyranosyl‐(1→2)‐α‐L ‐arabinopyranosyl‐(1→6)‐β‐D ‐glucopyranosyl‐28‐O‐β‐D ‐xylopyranosyl‐(1→3)‐β‐D ‐xylopyranosyl‐(1→4)‐[β‐D ‐galactopyranosyl‐(1→2)]‐α‐L ‐rhamnopyranosyl‐(1→2)‐{6‐O‐[2‐hydroxymethyl‐6‐methyl‐6(S)‐hydroxy‐2‐trans‐2,7‐octadienoyl]}‐β‐D ‐glucopyranosylechinocystic acid ( 2 ). The complete 1H and 13C assignments of saponins 1 and 2 were achieved on the basis of 2D NMR spectra including HMQC‐TOCSY, TOCSY, 1H–1H COSY, HMBC, ROESY and HMQC spectra. Copyright © 2002 John Wiley & Sons, Ltd.  相似文献   

4.
The chemical study of Sechium mexicanum roots led to the isolation of the two new saponins {3‐O‐β‐D ‐glucopyranosyl (1 → 3)‐β‐D ‐glucopyranosyl‐2β,3β,16α,23‐tetrahydroxyolean‐12‐en‐28‐oic acid 28‐O‐α‐L ‐rhamnopyranosyl‐(1 → 3)‐β‐D ‐xylopyranosyl‐(1 → 4)‐α‐L ‐rhamnopyranosyl‐(1 → 2)‐α‐L ‐arabinopyranoside} (1) and {3‐O‐β‐D ‐glucopyranosyl (1 → 3)‐β‐D ‐glucopyranosyl‐2β,3β,16α,23‐tetrahydroxyolean‐12‐en‐28‐oic acid 28‐O‐α‐L ‐rhamnopyranosyl‐(1 → 3)‐β‐D ‐xylopyranosyl‐(1 → 4)‐[β‐D ‐apiosyl‐(1 → 3)]‐α‐L ‐rhamnopyranosyl‐(1 → 2)‐α‐L ‐arabinopyranoside} (2), together with the known compounds {3‐O‐β‐D ‐glucopyranosyl‐(1 → 3)‐β‐D ‐glucopyranosyl‐2β,3β,6β,16α,23‐pentahydroxyolean‐12‐en‐28‐oic acid 28‐O‐α‐L ‐rhamnopyranosyl‐(1 → 3)‐β‐D ‐xylopyranosyl‐(1 → 4)‐α‐L ‐rhamnopyranosyl‐(1 → 2)‐α‐L ‐arabinopyranoside} (3), tacacosides A1 (4) and B3 (5). The structures of saponins 1 and 2 were elucidated using a combination of 1H and 13C 1D‐NMR, COSY, TOCSY, gHMBC and gHSQC 2D‐NMR, and FABMS of the natural compounds and their peracetylated derivates, as well as by chemical degradation. Compounds 1–3 are the first examples of saponins containing polygalacic and 16‐hydroxyprotobasic acids found in the genus Sechium, while 4 and 5, which had been characterized partially by NMR, are now characterized in detail. Copyright © 2009 John Wiley & Sons, Ltd.  相似文献   

5.
Two new acylated flavonol glycosides, 3‐O‐{[2‐O‐β‐D ‐glucopyranosyl]‐3‐[O‐β‐D ‐glucopyranosyl]‐4‐[(6‐Op‐coumaroyl)‐O‐β‐D ‐glucopyranosyl]}‐α‐L ‐rhamnopyranosyl‐kaempferol 7‐O‐α‐L ‐rhamnopyranoside and 3‐O‐{2‐[(6‐Op‐coumaroyl)‐O‐β‐D ‐glucopyranosyl]‐3‐[O‐β‐D ‐glucopyranosyl]‐4‐[(6‐Op‐coumaroyl)‐O‐β‐D ‐glucopyranosyl]}‐α‐L ‐rhamnopyranosyl‐kaempferol 7‐O‐α‐L ‐rhamnopyranoside, trivially named as brauhenefloroside E (1) and F (2), respectively, were isolated from the fruits of Stocksia brauhica and their structures were elucidated using spectroscopic methods, including 2D NMR experiments. Copyright © 2010 John Wiley & Sons, Ltd.  相似文献   

6.
From the stem bark of Tetrapleura tetraptera, two new oleanane‐type saponins, tetrapteroside A 3‐O‐{6‐O‐[(2E,6S)‐2,6‐dimethyl‐6‐hydroxyocta‐2,7‐dienoyl]‐β‐D ‐glucopyranosyl‐(1 → 2)‐β‐D ‐glucopyranosyl‐(1 → 3)‐β‐D ‐glucopyranosyl‐(1 → 4)‐[β‐D ‐glucopyranosyl‐(1 → 2)]‐β‐D ‐glucopyranosyl}‐3,27‐dihydroxyoleanolic acid (1), and tetrapteroside B 3‐O‐{ β‐D ‐glucopyranosyl‐(1 → 2)‐6‐O‐[(E)‐feruloyl]‐β‐D ‐glucopyranosyl‐(1 → 3)‐β‐D ‐glucopyranosyl‐(1 → 4)‐[β‐D ‐glucopyranosyl‐(1 → 2)]‐β‐D ‐glucopyranosyl}‐3,27‐dihydroxyoleanolic acid (2), were isolated. Further extractions from the roots led to the isolation of four known oleanane‐type saponins. Their structures were elucidated by the combination of mass spectrometry (MS), one and two‐dimensional NMR experiments. Copyright © 2009 John Wiley & Sons, Ltd.  相似文献   

7.
Two novel oligosaccharides, mono‐ and difructosyllactosucrose {[O‐β‐D ‐fructofuranosyl‐(2 → 1)]n‐β‐D ‐fructofuranosyl‐O‐[β‐D ‐galactopyranosyl‐(1 → 4)]‐α‐D ‐glucopyranoside, n = 1 and 2} were synthesized using 1F‐fructosyltransferase purified form roots of asparagus (Asparagus officinalis L.). Their 1H and 13C NMR spectra were assigned using several NMR techniques. The spectral analysis was started from two anomeric methines of aldose units, galactose and glucose, since they showed separate characteristic signals in their 1H and 13C NMR spectra. After assignments of all the 1H and 13C signals of two units of aldose, they were discriminated as galactose and glucose using proton–proton coupling constants. The HMBC spectrum revealed the galactose residue attached to C‐4 of glucose, fructose residue attached to the C‐1 of glucose, and further fructosyl fructose linkage extended from the glucosyl fructose residues. Copyright © 2002 John Wiley & Sons, Ltd.  相似文献   

8.
From the roots of three species of Acanthophyllum (Caryophyllaceae), two new gypsogenic acid glycosides, 1 and 2, were isolated, 1 from A. sordidum and A. lilacinum, 2 from A. elatius and A. lilacinum, together with three known saponins, glandulosides B and C, and SAPO50. The structures of 1 and 2 were established mainly by 2D NMR techniques as 23‐O‐β‐D ‐galactopyranosylgypsogenic acid‐28‐O‐β‐D ‐glucopyranosyl‐(1→3)‐[β‐D ‐glucopyranosyl‐(1→6)]‐β‐D ‐galactopyranoside (1) and gypsogenic acid‐28‐O‐β‐D ‐glucopyranosyl‐(1→3)‐[β‐D ‐glucopyranosyl‐(1→6)]‐β‐D ‐galactopyranoside (2). The cytotoxicity of several of these saponins was evaluated against two human colon cancer cell lines (HT‐29 and HCT 116). Copyright © 2010 John Wiley & Sons, Ltd.  相似文献   

9.
Three new acacic acid derivatives, named coriariosides C, D, and E ( 1–3 ) were isolated from the roots of Albizia coriaria. Their structures were elucidated on the basis of extensive 1D‐ and 2D‐NMR studies and mass spectrometry as 3‐O‐[β‐D ‐xylopyranosyl‐(1 → 2)‐β‐D ‐fucopyranosyl‐(1 → 6)‐2‐(acetamido)‐2‐deoxy‐β‐D ‐glucopyranosyl]‐21‐O‐{(2E,6S)‐6‐O‐{4‐O‐[(2E,6S)‐2,6‐dimethyl‐ 6‐O‐(β‐D ‐quinovopyranosyl)octa‐2,7‐dienoyl]‐4‐O‐[(2E,6S)‐2,6‐dimethyl‐6‐O‐(β‐D ‐quinovopyranosyl)octa‐2,7‐dienoyl]‐β‐D ‐quinovopyranosyl}‐2,6‐dimethylocta‐2,7‐dienoyl}acacic acid 28‐O‐β‐D ‐xylopyranosyl‐(1 → 4)‐α‐L ‐rhamnopyranosyl‐(1 → 2)‐β‐D ‐glucopyranosyl ester ( 1 ), 3‐O‐{β‐D ‐fucopyranosyl‐(1 → 6)‐[β‐D ‐glucopyranosyl‐(1 → 2)]‐β‐D ‐glucopyranosyl}‐21‐O‐{(2E,6S)‐6‐O‐{4‐O‐[(2E,6S)‐2,6‐dimethyl‐6‐O‐(β‐D ‐quinovopyranosyl)octa‐2,7‐dienoyl]‐4‐O‐[(2E,6S)‐2,6‐dimethyl‐6‐O‐(β‐D ‐quinovopyranosyl)octa‐2,7‐dienoyl]‐β‐D ‐quinovopyranosyl}‐2,6‐dimethylocta‐2,7‐dienoyl}acacic acid 28‐O‐α‐L ‐rhamno pyranosyl‐(1 → 2)‐β‐D ‐glucopyranosyl ester ( 2 ), and 3‐O‐[β‐D ‐fucopyranosyl‐(1 → 6)‐β‐D ‐glucopyranosyl]‐21‐O‐{(2E,6S)‐6‐O‐{4‐O‐[(2E,6S)‐2,6‐dimethyl‐6‐O‐(β‐D ‐quinovopyranosyl)octa‐2,7‐dienoyl)‐β‐D ‐quinovopyranosyl]octa‐2,7‐dienoyl}acacic acid 28‐O‐β‐D ‐glucopyranosyl ester ( 3 ). Copyright © 2010 John Wiley & Sons, Ltd.  相似文献   

10.
Two new flavonoids, abutilin A and B, were isolated from the chloroform soluble fraction of Abutilon pakistanicum and their structures assigned from 1H and 13C NMR spectra, DEPT and by 2D COSY, HMQC and HMBC experiments. Ferulic acid (3), (E)‐cinnamic acid (4), 5‐hydroxy‐4′,6,7,8‐tetramethoxyflavone (5), kaempferol (6), luteolin (7) and luteolin 7‐O‐β‐D ‐glucopyranoside (8) have also been reported from this species. Copyright © 2009 John Wiley & Sons, Ltd.  相似文献   

11.
Extensive 1D (1H NMR, HBBD‐13C NMR, DEPT‐13C NMR) and 2D (COSY, TOCSY, NOESY, HMQC and HMBC) NMR analysis was used to characterize the structure of a new bisdesmoside saponin isolated from the methanol extract of stems of Cordia piauhiensis Fresen as 3β‐O‐[α‐L ‐rhamnopyranosyl‐(1 → 2)‐β‐D ‐glucopyranosyl]ursolic acid 28‐O‐[β‐D ‐glucopyranosyl‐(1 → 6)‐β‐D ‐glucopyranosyl] ester. Copyright © 2003 John Wiley & Sons, Ltd.  相似文献   

12.
A new sodium salt of anthraquinone named sodium emodin‐1‐O‐β‐gentiobioside, together with nine known compounds, viz. rubrofusarin‐6‐O‐β‐D ‐gentiobioside, chrysophanol‐1‐O‐β‐D ‐glucopyranosyl‐(1–3)‐β‐D ‐glucopyranosyl‐(1–6)‐β‐D ‐glucopyranoside, obtusifolin‐2‐O‐β‐D ‐glucopyranoside, aurantio‐obtusin‐6‐O‐β‐D ‐glucopyranoside, physcion‐8‐O‐β‐D ‐glucopyranoside, 1‐hydroxyl‐2‐acetyl‐3,8‐dimethoxy‐6‐O‐β‐D ‐apiofuranosyl‐(1–2)‐β‐D ‐glucosylnaphthalene, toralactone‐9‐O‐β‐D ‐gentiobioside, aurantio‐obtusin, rubrofusarin‐6‐O‐β‐D ‐apiofuranosyl‐(1–6)‐O‐β‐D ‐glucopyranoside, was isolated from the seeds of Cassia obtusifolia and its structure was elucidated by 1H and 13C NMR technique assisted with acid–alkali titration. The change of chemical shifts of sodium emodin‐1‐O‐β‐gentiobioside before and after acid–alkali titration was also characterized. Copyright © 2011 John Wiley & Sons, Ltd.  相似文献   

13.
The structure of a new bufadienolide glycoside, cinobufagin 3‐O‐β‐D ‐glucoside, was determined by extensive 1D and 2D NMR techniques (1H, 13C, DEPT, COSY, HSQC, g‐HMBC and NOESY). The complete assignments of the 13C and 1H spectral data were also carried out. Copyright © 2002 John Wiley & Sons, Ltd.  相似文献   

14.
2D DOSY 1H NMR has proved to be a useful technique in the identification of the molecular skeleton of the four major compounds of ethyl acetate extract of aerial parts of Bidens sulphurea (Asteraceae). The combination of this technique with HPLC, mass spectrometry and other NMR techniques enabled the identification of four flavonoid glycosides: quercetin‐3‐O‐β‐D ‐galactopyranoside, quercetin‐3‐O‐β‐D ‐glycopyranoside, quercetin‐3‐O‐α‐L ‐arabinofuranoside and quercetin‐3‐O‐β‐D ‐rhamnopyranoside. Copyright © 2009 John Wiley & Sons, Ltd.  相似文献   

15.
The assignments of 1H and 13C NMR chemical shifts together with x‐ray diffraction data for synthesized diosgenyl 3,4,6‐tri‐O‐acetyl‐2‐deoxy‐2‐tetrachlorophthalimido‐β‐D ‐glucopyranoside are described. The structure of this glycoside was established by using homo‐ and heteronuclear two‐dimensional NMR techniques. X‐ray diffraction data for this compound are also reported. Copyright © 2002 John Wiley & Sons, Ltd.  相似文献   

16.
Two new unusual xanthones, 5‐O‐β‐d ‐glucopyranosyl‐1,3,8‐trihydroxy‐5,6,7,8‐tetrahydroxanthone (1) and 1,3,5,8‐tetrahydroxy‐5,6,7,8‐tetrahydroxanthone (2), were isolated from Lomatogonium carinthiacum (Wulf) Reichb. Their structures were elucidated on the basis of spectroscopic methods including UV, IR, ESI‐MS, 1D NMR, and 2D NMR. Copyright © 2013 John Wiley & Sons, Ltd.  相似文献   

17.
Four new furostanol steroid saponins, borivilianosides A–D ( 1 – 4 , resp.), corresponding to (3β,5α,22R,25R)‐26‐(β‐D ‐glucopyranosyloxy)‐22‐hydroxyfurostan‐3‐yl Oβ‐D ‐xylopyranosyl‐(1→3)‐Oβ‐D ‐glucopyranosyl‐(1→4)‐O‐[α‐L ‐rhamnopyranosyl‐(1→2)]‐β‐D ‐galactopyranoside ( 1 ), (3β,5α,22R,25R)‐ 26‐(β‐D ‐glucopyranosyloxy)‐22‐methoxyfurostan‐3‐yl Oβ‐D ‐xylopyranosyl‐(1→3)‐Oβ‐D ‐glucopyranosyl‐(1→4)‐O‐[α‐L ‐rhamnopyranosyl‐(1→2)]‐β‐D ‐galactopyranoside ( 2 ), (3β,5α,22R,25R)‐26‐(β‐D ‐glucopyranosyloxy)‐22‐methoxyfurostan‐3‐yl Oβ‐D ‐xylopyranosyl‐(1→3)‐O‐[β‐D ‐glucopyranosyl‐(1→2)]‐Oβ‐D ‐glucopyranosyl‐(1→4)‐β‐D ‐galactopyranoside ( 3 ), and (3β,5α,25R)‐26‐(β‐D ‐glucopyranosyloxy)furost‐20(22)‐en‐3‐yl Oβ‐D ‐xylopyranosyl‐(1→3)‐O‐[β‐D ‐glucopyranosyl‐(1→2)]‐Oβ‐D ‐glucopyranosyl‐(1→4)‐β‐D ‐galactopyranoside ( 4 ), together with the known tribuluside A and (3β,5α,22R,25R)‐26‐(β‐D ‐glucopyranosyloxy)‐22‐methoxyfurostan‐3‐yl Oβ‐D ‐xylopyranosyl‐(1→2)‐O‐[β‐D ‐xylopyranosyl‐(1→3)]‐Oβ‐D ‐glucopyranosyl‐(1→4)‐O‐[α‐L ‐rhamnopyranosyl‐(1→2)]‐β‐D ‐galactopyranoside were isolated from the dried roots of Chlorophytum borivilianum Sant and Fern . Their structures were elucidated by 2D ‐NMR analyses (COSY, TOCSY, NOESY, HSQC, and HMBC) and mass spectrometry.  相似文献   

18.
2-脱氧-烟酰胺基-β-D-氨基葡萄糖的合成和表征   总被引:1,自引:0,他引:1  
A new nicotinic acid derivative,2-deoxy-2-nicotinoylamido-β-D-glucopyranose, was synthesized with β-configuration exclusively. The structure and properties of the product were characterized by ^1H NMR, PT-IR, MS, DSC and polarimeter. The details of ^1H NMR spectrum and the mass spectrum proved that there are a great amount of hydrogen bonds in the product.  相似文献   

19.
An unprecedented new natural product named nocarsin A (1), 5H‐4a,6,7a‐triazacyclopenta[cd]indene‐5,7(6H)‐dione (1), together with seven known compounds lumichrome (2), cyclo (L ‐Leu‐L ‐Tyr) (3), cyclo (L ‐Ala‐L ‐Ile) (4), cyclo (L ‐Ala‐L ‐Leu) (5), cyclo (L ‐Val‐L ‐Ala) (6), 5‐methyluracil (7) and uracil (8), was isolated from Nocardia alba sp.nov (YIM 30243T), which was isolated from a soil sample collected from Yunnan Province, P. R. China. NMR techniques including COSY, HSQC, ROESY, and HMBC were used to elucidate the structures of these compounds. We report the unambiguous assignments of the 1H and 13C NMR spectra of the new compound nocarsin A (1). Copyright © 2009 John Wiley & Sons, Ltd.  相似文献   

20.
The four new cycloartane (=9,19‐cyclolanostane) glycosides 1 – 4 were isolated from the aerial parts of Thalictrum fortunei (Ranunculaceae). The structures of these new glycosides were elucidated as (3β,16β,24S)‐cycloartane‐3,16,24,25,30‐pentol 3,25‐di‐β‐D ‐glucopyranoside ( 1 ), (3β,16β,24S)‐24‐(acetyloxy)cycloartane‐3,16,25,30‐tetrol 3,25‐di‐β‐D ‐glucopyranoside ( 2 ), (3β,16β,24S)‐24‐(acetyloxy)‐3‐(β‐D ‐glucopyranosyloxy)cycloartane‐16,25,30‐triol 25‐[β‐D ‐glucopyranosyl‐(1→6)‐β‐D ‐glucopyranoside] ( 3 ), and (3β,16β,24S)‐24‐(acetyloxy)‐3‐(β‐D ‐glucopyranosyloxy)cycloartane‐16,25,30‐triol 25‐[β‐D ‐glucopyranosyl‐(1→4)‐β‐D ‐glucopyranoside] ( 4 ). The structure elucidations were accomplished by 1D ‐ and 2D‐NMR methods, HR‐ESI‐MS, and hydrolysis.  相似文献   

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