In the present study, two new diterpenoid lactones, 3-deoxy-andrographoside (1) and 14-deoxy-15-methoxy-andrographolide (2), were isolated from the aerial parts of Andrographis paniculata. Their structures were elucidated by combination of NMR, MS, and chemical methods. The configurations of 1 and 2 were established based on the analysis of ROESY data and single crystal X-ray diffraction experiment.
Andrographis ; chemistry ; Diterpenes ; chemistry ; isolation & purification ; Lactones ; chemistry ; isolation & purification

OBJECTIVETo study chemical constituents from the roots of Saussurea lappa.

METHODChemical constituents were separated and purified by various techniques such as silica gel column chromatography, Sephadex LH-20 and reversed phase RP-18 column chromatography. Their structures were identified on the basis of spectral data.

RESULTSeventeen compounds were separated and identified as ascleposide E(1), (+)-1-hydroxypinoresinol-4"-O-methyl ester-4'-beta-D-glucopyranoside (2), (+)-1 -hydroxypinoresinol-4"-O-beta-D-glucopyranoside(3), (+)-1-hydroxypinoresinol-1-O-P-D-glucopyranoside (4), phenyl-beta-D-glucopyranoside (5), benzyl-beta-D-glucopyranoside (6), n-butyl-beta-D-glucopyranoside (7), ilicic alcohol (8), beta-cyclocostunolide (9), reynosin (10), 11beta, 13-dihydroreynosin (11), arbusculin A(12), 1beta-hydroxy-arbusculin A (13), santamarin (14), dehydrocostuslactone (15), 11beta, 13-dihydro-3-epizaluzanin C(16)and costunolide (17).

CONCLUSIONCompounds 1-2 were separated from this genus for the first time,and compounds 3,5-7 were separated from this plant for the first time.

Ethanol ; chemistry ; Glucosides ; chemistry ; Lactones ; chemistry ; Plant Roots ; chemistry ; Saussurea ; chemistry ; Sesquiterpenes ; chemistry ; Sesquiterpenes, Eudesmane ; chemistry

OBJECTIVETo study the chemical constituents of Dolomiaea souliei.

METHODVarious chromatographic techniques were adopted to separate the constituents, and the spectrum analysis was made to identify their structures.

RESULTSeventeen compounds were isolated and identified as: dehydrocostus lactone (1), costunolide (2), mokko lactone (3), santamarine(4), reynosin (5), 4alpha-hydroxy-4beta-methyldihydrocostol (6), sulfocostunolide A (7), beta-costic acid (8), beta-cyclocostunolide (9), vladinol A (10), ursolic acid (11), betulinic acid (12), betulin (13), dibutyl terephthalate (14), dibutyl phthalate (15), uridine (16), and emodin (17).

CONCLUSIONCompounds 6-9 and 12-17 were obtained from this genus for the first time, and compound 11 was obtained from this plant for the first time.

4-Butyrolactone ; analogs & derivatives ; chemistry ; Asteraceae ; chemistry ; Emodin ; chemistry ; Lactones ; chemistry ; Sesquiterpenes ; chemistry ; Triterpenes ; chemistry

OBJECTIVETo optimize the formulation of long-circulating solid lipid nanoparticles (LSLN) carrying ginkgolides A and B (GAB) extracted from traditional Chinese medicinal herbs.

METHODSGAB-LSLN was prepared by high pressure homogenization. The effects of such factors as the contents of glycerol monostearate, soybean lecithin and Myrj 59 on the mean diameter, entrapment efficiency and drug loading were investigated using central composite design and response surface method. The data were analyzed using multi-linear equation and second-order polynomial equation for selecting the optimal conditions for LSLN preparation.

RESULTSThe method of second-order polynomial equation was superior to multi-linear equation method in view of the multiple correlation coefficients. Under the optimal conditions, the mean diameter, entrapment efficiency, and drug loading of the GAB-LSLN were 169.5 nm, 92.3% and 5.1%, respectively.

CONCLUSIONThe optimized process for GAB-LSLN preparation is stable, feasible and allows high inclusion rate in the large-scale production of GAB-LSLN.

Delayed-Action Preparations ; chemical synthesis ; chemistry ; Drug Compounding ; methods ; Ginkgolides ; chemistry ; Lactones ; chemistry ; Liposomes ; Nanoparticles ; chemistry

OBJECTIVETo investigate the sesquiterpene lactones of the aerial parts of Inula helianthus-aquatica.

METHODCompounds were isolated and purified by silica gel, Sephadex LH-20 and preparative HPLC. On the basis of physicochemical properties and spectroscopic data, their structures were identified.

RESULTSeven sesquiterpene lactones and four other compounds were obtained and identified as 2-desoxy-4-epi-pulchellin (1), 6-acetoxy-4-hydroxy-1, 10H-pseudoguaia-11 (13)-en-12,8-olide (2), 4-acetoxy-6-hydroxy-1, 10H-pseudoguaia-11(13)-en-12,8-olide (3), 8-epi-inuviscolide (4), 2,3,11,13-tetrahydroaromaticin (5), 11,13-dihydro-ergolide (6), 4-epipulchellin-2-O-acetate (7), 7-epiloliolide (8), loliolide (9), beta-sitosterol (10) and daucosterol (11).

CONCLUSIONAll the compounds were isolated from this plant for the first time.

Drugs, Chinese Herbal ; chemistry ; Inula ; chemistry ; Lactones ; analysis ; chemistry ; isolation & purification ; Sesquiterpenes ; chemistry

OBJECTIVETo study the chemical constituents of Saussurea involucrata.

METHODCompounds were isolated and purified by column chromatography, and their structures were elucidated by chemical and spectroscopic methods.

RESULTEight compounds were yielded and identified as beta-sitosterol (1), dotriacontanoic acid (2), hexacosan-4-olide (3), (+)-11alpha, 13-dihydrodehydrocostuslactone (4), 8alpha-acetoxydehydrocostus lactone (5), zaluzanin C (6), 11,13beta-dihydrozaluzanin C (7), 8alpha-hydroxy-11beta-11,13-dihydrodehydrocostuslactone (8).

CONCLUSIONCompounds 2-7 were first isolated from S. involucrate.

Chromatography ; Lactones ; chemistry ; Magnetic Resonance Spectroscopy ; Plant Extracts ; chemistry ; Saussurea ; chemistry

AIMTo study the antitumor active constituents of the seeds from Annona squamosa L. (Annonaceae).

METHODSVarious chromatographic techniques were used to isolate and purify the constituents. Their physico-chemical properties and spectral data were determined to elucidate the structures.

RESULTSEleven compounds were isolated and identified as annonaceous acetogenins: squamocenin (1), annotemoyin-2 (2), reticulatain-2 (3), squamocin-I (4), squamocin-B (5), squamocin (6), motrilin (7), squamostatin-D (8), squamostatin-E (9), cherimolin-1 (10), cherimolin-2 (11) from the ethyl alcohol extract of A. squamosa L.

CONCLUSIONSquamocenin (1) is a new acetogenin. Annotemoyin-2 (2) and reticulatain-2 (3) were isolated from this plant for the first time.

Annona ; chemistry ; Furans ; chemistry ; isolation & purification ; Lactones ; chemistry ; isolation & purification ; Molecular Conformation ; Molecular Structure ; Plants, Medicinal ; chemistry ; Seeds ; chemistry

AIMTo study the chemical composition of Tripterygirm wilfordii Hook. f.

METHODSColunm chromatography was used to separate the chemical constituents. UV, IR, MS, HRMS, 1HNMR, 13CNMR (COM and OFR), 1H-1H COSY, 1H-13C COSY, NOESY and COLOC spectra were used to determine the structures of the isolated constituents.

RESULTSTwo sesquiterpene alkaloids were isolated and their structures were elucidated as wilforgine and wilfordlongine on the basis of spectral evidence.

CONCLUSIONWilfordclonine is a new sesquiterpene alkaloid.

Lactones ; chemistry ; isolation & purification ; Molecular Structure ; Plant Roots ; chemistry ; Plants, Medicinal ; chemistry ; Pyridines ; chemistry ; isolation & purification ; Tripterygium ; chemistry

AIMTo investigate the chemical constituents from the whole plant of the endemic plant Notoseris rhombiformis Shih.

METHODSColumn chromatography was used for separation and purification, while spectral analysis was used for structure elucidation.

RESULTSEight compounds were isolated from the whole plant of this Chinese endemic plant and their structures were elucidated as notoserolide A (1), notoserolide D (2), austricin (3), jacquilenin (4), 3 beta, 14-dihydroxy-11 beta, 13-dihydrocostunolide (5), p-hydroxyphenylacetic acid (6), luteolin-7-O-beta-D-glucopyranoside (7) and daucosterol (8), respectively.

CONCLUSIONAll compounds were isolated from this plant for the first time. Among them, 2 is a new compound.

Asteraceae ; chemistry ; Lactones ; chemistry ; isolation & purification ; Molecular Structure ; Plants, Medicinal ; chemistry ; Sesquiterpenes ; chemistry ; isolation & purification ; Sitosterols ; chemistry ; isolation & purification

OBJECTIVETo study the chemical constituents of Oxytropis microphylla.

METHODThe compounds were isolated and purified by various column chromatographic techniques and their structures were elucidated on the basis of spectral analysis (EI-MS, 1H-NMR, 13C-NMR).

RESULTEight compounds were isolated and identified as kaempferol (1), baicalein (2), 5-hydroxy-7, 8, 4'-trimethoxyflavone (3), stigmasterol (4), stigmast-4-en-3beta-ol (5), beta-sitosterol (6), lupenol (7), dehydrocostus lactone (8).

CONCLUSIONAll compounds were isolated for the first time from this plant, compounds 2, 3, 5, and 8 were isolated for the first time from this genus.

Chromatography, High Pressure Liquid ; Flavanones ; chemistry ; Flavonoids ; chemistry ; Kaempferols ; chemistry ; Lactones ; chemistry ; Oxytropis ; chemistry ; Sesquiterpenes ; chemistry ; Sitosterols ; chemistry ; Spectrometry, Mass, Electrospray Ionization ; Stigmasterol ; chemistry ; Triterpenes ; chemistry