Three New Cyclolanostane Triterpenoids from the Ethanol Extract of the Stems of Kadsura heteroclita

Three new cyclolanostane triterpenoids, 1 – 3 , were isolated from the EtOH extract of the stems of Kadsura heteroclita. Their structures and configurations were determined by extensive 1D‐ and 2D‐NMR spectroscopy, high‐resolution mass spectrometry (HR‐MS), and circular dichroism (CD) spectroscopy. The three new compounds are likely to be artificial products formed during the extraction process, and might be derived from schisanlactone E ( 4 ) and two related double‐bond isomers, respectively.     

Structural determination of two new triterpenoids from Potentilla discolor Bunge by NMR techniques

Two new pentacyclic triterpenoids, 3alpha, 30-dihydroxylup-20(29)-en-27-oic acid (1) and (20S)-3alpha, 29-dihydroxylupan-27-oic acid (2) were isolated from the whole herbs of Potentilla discolor Bunge. The structures of these two new compounds were elucidated, and complete assignments of the (1)H and (13)C NMR spectroscopic data were achieved by 1D and 2D NMR experiments (HSQC, HMBC, (1)H-(1)HCOSY and ROESY).     

Structure determination of new steroids from Abutilon pakistanicum by NMR techniques

Two new steroids provisionally named as pakisteroid-A (1) and pakisteroid-B (2) have been isolated in crystalline form from Abutilon pakistanicum. Their structures have been assigned as 3-O-beta-D-glucopyranosyl-stigmasta-5,11(12)-diene (1) and 24beta-ethylcholesta-5, 9(11), 22E-trien-3beta-benzoate (2), respectively through extensive NMR studies.     

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.     

Structural determination of diterpenes from Daphne genkwa by NMR spectroscopy

Five daphnane type diterpenes have been isolated from the chloroform soluble fraction of Daphne genkwa. The structure of the new compound (1) was assigned as 5beta-hydroxyresiniferonol-6alpha,7alpha-epoxy-12beta-acetoxy-9,13,14-ortho-2E-decenoate by extensive NMR studies.     

Cucurbitane triterpenoids from Momordica charantia

Three new cucurbitane-type triterpenoid saponins, 23-O-beta-D-allopyranosyl-5beta,19-epoxycucurbita-6,24-diene-3beta,22(S),23(S)-triol-3-O-beta-D-glucopyranoside (1), 23-O-beta-D-allopyranosyl-5beta,19-epoxycucurbita-6,24-diene-3beta,22(S),23(S)-triol-3-O-beta-D-allopyranoside (2), and 23-O-beta-D-allopyranosyl-5beta,19-epoxycucurbita-6,24-diene-3beta,19(R), 22(S),23(S)-tetraol-3-O-beta-D-allopyranoside (3), named momordicoside M, N, and O, respectively, along with one known saponin momordicoside L (4), were isolated from the fresh fruits of Momordica charantia. The structures of these saponins were elucidated on the basis of chemical properties and spectral data.     

Structural determination of atricins A and B, new triterpenes from Perovskia atriplicifolia, by 1D and 2D NMR spectroscopy

Atricins A (1) and B (2), two new oleanane-type triterpenes have been isolated from the chloroform-soluble fractions of Perovskia atriplicifolia and their structures assigned from (1)H and (13)C-NMR spectra, Distortion Enhancement by Polarization Trasfer (DEPT) and by 2D-COSY, HMQC, Nuclear Overhauser Enhancement Spectroscopy (NOESY) and Hetronuclear mutiple-bond correlation (HMBC) experiments.     

Structural determination of two new triterpenoids biotransformed from glycyrrhetinic acid by Mucor polymorphosporus

Five hydroxylated derivatives of glycyrrhetinic acid by Mucor polymorphosporus were isolated. Among them, 6β, 7β‐dihydroxyglycyrrhentic acid (2) and 27‐hydroxyglycyrrhentic acid (3) are new compounds. Their chemical structures were identified by spectral methods including 2D‐NMR. Copyright © 2009 John Wiley & Sons, Ltd.     

Structural determination of kochiosides A-C, new steroidal glucosides from Kochia prostrata, by 1D and 2D NMR spectroscopy

Kochiosides A-C, three new steroidal glucosides, have been isolated from the ethyl acetate fraction of Kochia prostrata and their structures assigned from its (1)H and (13)C NMR spectra, DEPT and by 2D COSY, NOESY, HMQC and HMBC experiments.     

Structural determination of abutilins A and B,new flavonoids from Abutilon pakistanicum,by 1D and 2D NMR spectroscopy

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.     

Heteroclitins N – Q,New Compounds from Stems of Kadsura heteroclita (Roxb.) Craib

From the stems of Kadsura heteroclita (Roxb .) Craib , a new novel C₁₉ homolignan, heteroclitin N ( 1 ), as well as three new lignans, heteroclitins O? Q ( 2 – 4 ), were isolated. Their structures were elucidated based on spectral analysis, including 1D and 2D NMR experiments. There is an additional spirocyclic oxirane system in heteroclitin O ( 2 ), which is the first example of a lignan with an oxirane ring in a spirobenzofuranoid dibenzocyclooctene structure in the genus Kadsura.     

Structural determination of silymins A and B, new pentacyclic triterpenes from Silybum marianum, by 1D and 2D NMR spectroscopy

Silymins A (1) and B (2), the new pentacyclic triterpenes, have been isolated from ethyl acetate fraction of Silybum marianum and their structures assigned from 1H and 13C NMR spectra, DEPT and by 2D COSY, NOE and HMBC experiments.     

Structural elucidation of four new furostanol saponins from Tupistra chinensis by 1D and 2D NMR spectroscopy

Four new furostanol saponins (1–4), two pairs of diastereoisomers, were isolated from methanolic extracts of Tupistra chinensis rhizomes and their structures were assigned from ¹H and ¹³C NMR spectra, DEPT, and by 2D COSY, NOESY, HMQC, and HMBC experiments. Copyright © 2008 John Wiley & Sons, Ltd.     

Structural determination of salsolins A and B, new antioxidant polyoxygenated triterpenes from Salsola baryosma, by 1D and 2D NMR spectroscopy

Salsolins A (1) and B (2), the new triterpenes, have been isolated from the chloroform soluble fraction of Salsola baryosma along with 2alpha,3beta,23,24-tetrahydroxyurs-12-en-28-oic acid (3) reported for the first time from this species. Their structures have been assigned from 1H and 13C NMR spectra, DEPT and by 2D COSY, NOESY, HMQC and HMBC experiments. The compounds 1-3 showed significant antioxidant activity.     

Structural determination of three new eudesmanolides from Inula helenium

Ten sesquiterpenens were isolated from Inula helenium. Among them, three eudesmanolides: 15-hydroxy-11betaH-eudesm-4-en-8beta,12-olide (1), 3alpha-hydroxy-11betaH-eudesm-5-en-8beta,12-olide (2) and 2beta, 11alpha-dihydroxy-eudesm-5-en-8beta,12-olide (3) are new compounds. Their chemical structures were determined by spectral methods including 2D NMR.     

Structure determination of Aervins A‐D,new coumaronochromone analogues from Aerva persica,by 1D and 2D NMR spectroscopy

Aervins A‐D (1‐4), four new coumaronochromone analogues have been isolated from the CHCl₃‐soluble fraction of the MeOH extract of the whole plant of Aerva persica. Their structures were assigned based on ¹H NMR, ¹³C NMR spectra, DEPT, and by 2DNMR experiments. Copyright © 2009 John Wiley & Sons, Ltd.     

Structural determination of prunusins A and B,new C‐alkylated flavonoids from Prunus domestica,by 1D and 2D NMR spectroscopy

Prunusins A (1) and B (2), the new C‐alkylated flavonoids, have been isolated from the seed kernels of Prunus domestica. Their structures were assigned from ¹H and ¹³C nuclear magnetic resonating spectra, DEPT and by correlation spectroscopy, HMQC and HMBC experiments. 3, 5, 7, 4′‐Tetrahydroxyflavone (3) and 3, 5, 7‐trihydroxy‐8, 4′‐dimethoxyflavone (4) have also been reported from this species. Both compounds (1) and (2) showed significant antifungal activity against pathogenic fungus Trichophyton simmi. Copyright © 2009 John Wiley & Sons, Ltd.     

Structure determination of salvadorin, a novel dimeric dihydroisocoumarin from Salvadora oleoides, by NMR spectroscopy

Salvadorin, a new dimeric dihydroisocoumarin (1), was isolated from the chloroform fraction of Salvadora oleoides. Its chemical structure was established as 8-benzyl-6-[6-(6-ethyl-7-methyl-5,8-dihydro-2-naphthalenyl)-1-oxo-3,4-dihydro-1H-isochromen-8yl]-3, 4-dihyro-1H-isochromen-1-one, through spectroscopic techniques and chemical analysis.     

Structure determination of ramosine, a guaianolide, by NMR spectroscopy

Ramosine, a new sesquiterpene lactone, was isolated from the chloroform fraction of Amberboa ramosa and the structure was assigned as 4beta-(hydroxymethyl)-3beta,4alpha-dihydroxy-8alpha-[(S)-3-hydroxy-2-ethylenepropionyloxy]-1alphaH, 5alphaH,6betaH,7alphaH,11betaH,11alpha-methylguaia-10(14)-en-6, 12-olide by extensive NMR studies.     

1H and 13C NMR spectral assignments of four dammarane triterpenoids from carnauba wax

The phytochemical investigation of carnauba wax led to the isolation of three new dammarane triterpenoids 1, 2 and 4, together with the known triterpene 3. The structures of the new compounds were determined by 1D and 2D NMR spectroscopy and by comparison with published data for closely related compounds.