Complete assignments of 1H and 13C NMR spectral data for benzylidenebenzyl butyrolactone lignans

The structures of three benzylidenebenzyl butyrolactone lignans (gossypifan, carthamogenin, and savinin) have been established on basis of 1H NMR and 13C NMR spectroscopic data. The 1H NMR and 13C NMR spectra of these lignans have been fully assigned by the use of techniques such as gCOSY, non-edited gHSQC, and gHMBC. Complete assignment and most homonuclear hydrogen coupling constant measurements were performed, also providing enough data for the determination of the relative stereochemistry.     

Complete assignments of 1H and 13C NMR data for new dibenzocyclooctadiene lignans from Kadsura oblongifolia

Two new dibenzocyclooctadiene lignans, named kadoblongifolins A (1) and B (2), and one new natural product dibenzocyclooctadiene lignan, named kadoblongifolin C (3), were isolated from the stems of Kadsura oblongifolia (K. oblongifolia), together with five known ones, schizanrin F (4), propinquanin C (5), schisantherin G (6), heteroclitin Q (7), kadsurarin (8). The structures of these new lignans were elucidated by a combination of high‐resolution electron ionization mass spectrometry (HR‐EI‐MS), ¹H NMR, ¹³C NMR, HMQC, HMBC, and NOESY spectra. Copyright © 2009 John Wiley & Sons, Ltd.     

Complete assignments of 1H and 13C NMR data for seven arylnaphthalide lignans from Justicia procumbens

Three new arylnaphthalide lignans named 6'-hydroxy justicidin A (1), 6'-hydroxy justicidin B (2) and 6'-hydroxy justicidin C (3) have been isolated from the whole plant of Justicia procumbens, together with four known ones, neojusticin A (4), chinensinaphthol methyl ester (5), isodiphyllin (6) and taiwanin C (7). The complete assignments of 1H and 13C NMR chemical shifts for the new lignans and the 13C NMR chemical shifts for the known lignans were obtained for the first time by means of 2D NMR techniques, including HSQC and HMBC.     

Complete 1H and 13C data assignments of two new guaianolides isolated from Ainsliaea fragrans

Two new guaianolides, 8alpha-hydroxy-11alpha,13-dihydroglucozaluzanin C and 11alpha,13-dihydroglucozaluzanin C, were isolated from Ainsliaea fragrans, along with two known guaianolides, 8alpha-hydroxy-11alpha,13-dihydrozaluzanin C and glucozaluzanin C. The structures of the new compounds were unambiguously established by HR-ESI-MS, one-dimensional (1D) (DEPT), two-dimensional (2D) ((1)H-(1)H COSY, HSQC, HMBC, ROESY) NMR experiments and by comparison with structurally related compounds. The known compounds were identified by comparison of spectral data with published references. Some NMR data of the known compounds were reported for the first time.     

Complete assignments of (1)H and (13)C NMR data for two 3beta,8beta-epoxymexicanolides from the fruit of a Chinese mangrove Xylocarpus granatum

Three 3beta,8beta-epoxymexicanolides, including xyloccensin K, 6-acetoxycedrodorin and a new one named xyloccensin W, were isolated from the fruit of a Chinese mangrove Xylocarpus granatum. Their structures were determined by spectroscopic analyses. The first complete assignment of (1)H and (13)C NMR data for xyloccensin W was achieved by means of 2D NMR techniques, including (1)H-(1)H COSY, HSQC, HMBC and NOESY spectra. In addition, the confusion of (1)H and (13)C NMR data previously reported for xyloccensin K was clarified.     

Two isomeric epoxysitosterols from Rhododendron formosanum: 1H and 13C NMR chemical shift assignments

1H and 13C NMR assignments of the two isomeric epoxysitosterols, 5,6 alpha-epoxy-5 alpha-stigmastan-3 beta-ol (1) and 5,6 beta-epoxy-5 beta-stigmastan-3 beta-ol (2), isolated from the leaves of Rhododendron formosanum Hemsl were achieved by 1D and 2D techniques such as DEPT, HMBC, HMQC, COSY and NOESY.     

1H and 13C NMR assignments of two new indolic enamide diastereomers from a mangrove endophytic fungus Aspergillus sp

Terpeptin A (1) and B (2), two new members of the indolic enamides, along with three known compounds (3-5) were identified from a strain of Aspergillus sp. (w-6), an endophytic fungus associated with Acanthus ilicifolius. The complete (1)H and (13)C NMR assignments for these compounds were carried out using (1)H, (13)C, DEPT, COSY, HMQC, and HMBC NMR experiments. Terpeptin A and B exhibited modest cytotoxicity against A-549 cell line.     

Complete assignments of 1H and 13C NMR data for three new arylnaphthalene lignan from Justicia procumbens

Three new arylnaphthalene lignans, named neojusticin C (1), procumbenoside C (2) and procumbenoside D (3), have been isolated from the whole plant of Justicia procumbens, together with three known ones, justicidinoside B (4), justicidinoside C (5), and diphyllin-1-O-beta-D-apiofuranoside (6). The complete assignments of 1H and 13C NMR data for three new lignans were first obtained by means of 2D NMR techniques, including HSQC and HMBC.     

1H and 13C assignments of two new triterpenes from Cladocolea grahami

The structure elucidation and 1H and 13C assignments of the new triterpenes 3beta-palmitoxy-7beta-hydroxyolean-12-ene (1) and its hydrolysis product 3beta,7beta-dihydroxyolean-12-ene (2) and 3beta-sn-glyceroyl-(1'-palmitoxy)urs-12-ene (3), isolated from the aerial parts of Cladocolea grahami (Loranthaceae), are reported.     

1H and 13C NMR assignments for two new angular furanocoumarin glycosides from Peucedanum praeruptorum

Two novel angular-type furanocoumarin glycosides, peucedanoside A (1) and peucedanoside B (2), along with a known compound apterin (3), were isolated from the roots of Peucedanum praeruptorum Dunn. Their chemical structures were determined by MS, NMR spectroscopy and chemical analysis. Complete assignments of the 1H and 13C NMR spectroscopic data were achieved by 1D and 2D NMR experiments including DEPT, HSQC, HMBC and ROESY.     

1H and 13C NMR assignments for two new cordiaquinones from roots of Cordia leucocephala

From the roots of Cordia leucocephala (Boraginaceae), two new meroterpenoid naphthoquinones, 6‐[10‐(12,12‐dimethyl‐13α‐hydroxy‐16‐methenyl‐cyclohexyl)ethyl]‐1,4‐naphthalenedione (cordiaquinone L) and 5‐methyl‐6‐[10‐(12,12‐dimethyl‐13β‐hydroxy‐16‐methenyl‐cyclohexyl)methyl‐1,4‐naphthalenedione (cordiaquinone M) were isolated. Their structures were elucidated after detailed 1D and 2D NMR (COSY, HSQC, HMBC and NOESY) data analyses and comparison with literature data for analogous compounds. Copyright © 2008 John Wiley & Sons, Ltd.     

1H and 13C NMR assignments for two new steroids from the coral Chromonephthea sp.

Two new steroids isolated from EtOH extracts of the South China Sea soft coral Chromonephthea sp. were identified. One‐dimensional (1D) and two‐dimensional (2D) NMR experiments including COSY, HSQC, HMBC and NOESY were used for the determination of their structure. Copyright © 2008 John Wiley & Sons, Ltd.     

1H and 13C NMR spectral assignment of androstane derivatives

(1)H and (13)C NMR spectroscopic data for 5alpha-androstanes and halo-5alpha-androstanes with different substituents at positions C-3, C-9, C-11 and C-17 were examined and assigned by a combination of 1D and 2D NMR experiments. The substituent effects on the (13)C chemical shifts were compared with those of epi-androsterone, used as a reference compound. The coupling constants (n)J((19)F,(13)C) were measured for compounds 6, 8, 11 and 14.     

1H and 13C NMR assignments of abietane diterpenes from Aegiphila lhotzkyana

An NMR study of one new and several known abietane diterpenes isolated from the roots of Aegiphila lhotzkyana is described. In addition to 1D NMR, several 2D shift‐correlated NMR pulse sequences (¹H–¹H‐COSY, NOESY, HMQC and HMBC) were used to establish all the structures, and unambiguously perform the ¹H and ¹³C chemical shift assignments of the new natural diterpene and three derivatives, the NMR data for which have not been reported previously. Revision of current data assignment for teuvincenone H is also suggested. Copyright © 2003 John Wiley & Sons, Ltd.     

1H and 13C NMR assignments of new methoxylated furanoflavonoids from Lonchocarpus araripensis

Two new polymethoxylated flavonoids, 2',5',6'-trimethoxy-[2',3' : 3',4']furano dihydrochalcone and 2,4',4,5-tetramethoxy-[2',3' : 6,7]-furanodihydroaurone, were isolated from the root barks of Lonchocarpus araripensis, along with the known compounds 3,4,5,6-tetramethoxy-[2',3' : 7,8]-furanoflavan, 3,6-dimethoxy-1',1'-dimethylcromene-[2',3' : 7,8]-flavone, 3',4'-methylenodioxy-5,6-dimethoxy-[2',3' : 7,8]-furanoflavone, 3,5,6-trimethoxy-[2',3' : 7,8]-furanoflavanone, 3,5,6-trimethoxy-[2',3' : 7,8]-furanoflavone, and 6alpha-hydroxy-medicarpin. The complete (1)H and (13)C NMR assignments of the new furan flavonoids were performed using 1D and 2D pulse sequences, including COSY, HSQC, and HMBC experiments, and comparison with spectral data for analog compounds from the literature, particularly for the new furanodihydroaurone because of several inconsistencies on the carbonyl chemical shifts from the literature.     

Complete assignments of 1H and 13C NMR spectroscopic data for two new triterpenoid saponins from Ilex hainanensis

Two novel unsaturated E-ring pentacyclic triterpenoid saponins, ilexhainanoside A and ilexhainanoside B, were isolated from the leaves of Ilex hainanensis. Their chemical structures were determined by MS, NMR spectroscopy and chemical analysis. Complete assignments of the 1H and 13C NMR spectroscopic data were achieved by 1D and 2D NMR experiments (HSQC, HMBC, ROESY and 1H-1H COSY).     

Complete assignments of 1H and 13C NMR data for two new sesquiterpenes from Cyperus rotundus L.

Two new sesquiterpenes, epi‐guaidiol A (1) and sugebiol (3), together with four known sesquiterpenes, guaidiol A(2), sugetriol triacetate (4), cyperenoic acid (5), and cyperotundone (6) were isolated from the rhizomes of Cyperus rotundus L. Their structures were identified by MS and NMR experiments, and the complete assignments of ¹H and ¹³C NMR data for two new sesquiterpenes were obtained by the aid of two‐dimensional (2D) NMR techniques, including HSQC, HMBC, ¹H‐¹HCOSY and nuclear overhauser enhancement spectroscopy(NOESY). Copyright © 2009 John Wiley & Sons, Ltd.     

Complete assignments of (1)H and (13)C NMR spectral data for arylnaphthalene lignan lactones

In this work we describe the complete (1)H and (13)C NMR analyses of three arylnaphtalene lignan lactones (taiwanin C, 4-methyl dehydroretrodendrin and justicidin B) using modern NMR techniques such as gCOSY, nonedited gHSQC, gHMBC and NOE experiments. Complete assignment and homonuclear hydrogen coupling constant measurements were performed.     

Complete and unambiguous assignments of 1H and 13C chemical shifts of new arylamino derivatives of ortho-naphthofuranquinones

Six new nor-beta-lapachones have been synthesized from reaction of 3-bromo-nor-beta-lapachone with arylamines. These derivatives have potent anticancer properties against several cell lines. Here, we report complete unambiguous assignments of (1)H and (13)C chemical shifts of the new compounds. The assignments were made using a combination of one- and two-dimensional NMR techniques ((1)H, (13)C, (1)H-(1)H COSY, (1)H-(13)C HSQC, and (1)H-(13)C HMBC).     

Detailed assignments of 1H and 13C NMR spectral data of 14 cyclopentane derivatives

Detailed assignments of ¹H and ¹³C NMR spectral data for 14 cyclopentane derivatives are reported. The assignments are based on 1D ¹H and ¹³C NMR and on 2D shift‐correlated [¹H, ¹³C‐HMQC], J‐resolved and NOEDIF experiments. Copyright © 2003 John Wiley & Sons, Ltd.