(1)H-NMR and (13)C-NMR assignments of 12-oleanene-3,11-dione (compound 1) were completely described for the first time through conventional 1D NMR and 2D shift-correlated NMR experiments using (1)H-(1)HCOSY, HMQC, HMBC techniques. Based on its NMR data, the assignments of 28-hydroxyolean-12-ene-3,11-dione (compound 2) were partially revised.
Euonymus ; metabolism ; Magnetic Resonance Spectroscopy ; Molecular Conformation ; Oleanolic Acid ; analogs & derivatives ; analysis ; chemistry ; Triterpenes ; analysis ; chemistry

The present study investigated the effects of chikusetsu saponin Ⅳa(CHS Ⅳa) on isoproterenol(ISO)-induced myocardial hypertrophy in rats and explored the underlying molecular mechanism. ISO was applied to establish a rat model of myocardial hypertrophy, and CHS Ⅳa(5 and 15 mg·kg~(-1)·d~(-1)) was used for intervention. The tail artery blood pressure was measured. Cardiac ultrasound examination was performed. The ratio of heart weight to body weight(HW/BW) was calculated. Morphological changes in the myocardial tissue were observed by HE staining. Collagen deposition in the myocardial tissue was observed by Masson staining. The mRNA expression of myocardial hypertrophy indicators(ANP and BNP), autophagy-related genes(Atg5, P62 and beclin1), and miR199 a-5 p was detected by qRT-PCR. Atg5 protein expression was detected by Western blot. The results showed that the model group exhibited increased tail artery blood pressure and HW/BW ratio, thickened left ventricular myocardium, enlarged myocardial cells, disordered myocardial fibers with widened interstitium, and a large amount of collagen aggregating around the extracellular matrix and blood vessels. ANP and BNP were largely expressed. Moreover, P62 expression was up-regulated, while beclin1 expression was down-regulated. After intervention by CHS Ⅳa at different doses, myocardial hypertrophy was ameliorated and autophagy activity in the myocardial tissue was enhanced. Meanwhile, miR199 a-5 p expression declined and Atg5 expression increased. As predicted by bioinformatics, Atg5 was a target gene of miR199 a-5 p. CHS Ⅳa was capable of preventing myocardial hypertrophy by regulating autophagy of myocardial cells through the miR-199 a-5 p/Atg5 signaling pathway.
Animals ; Cardiomegaly/genetics* ; Isoproterenol ; Myocardium ; Myocytes, Cardiac ; Oleanolic Acid/analogs & derivatives* ; Rats ; Saponins/pharmacology*

Quality survey of different species of Clematidis Radix et Rhizoma was made by determining the content of hederagenin and oleanolic acid from Clematidis Radix et Rhizoma. The result showed that only a few samples of Clematis chinensis met the quality standard for Clematidis Radix et Rhizoma in Chinese Pharmacopoeia 2010 Edition.
Clematis ; chemistry ; Drugs, Chinese Herbal ; chemistry ; standards ; Oleanolic Acid ; analogs & derivatives ; chemistry ; Rhizome ; chemistry

OBJECTIVETo investigate the chemical constituents from roots of Boehmeria nivea.

METHODThe constituents were isolated by repeated column chromatography and preparative liquid chromatography; and their structures were elucidated by chemical properties and spectroscopic analyses.

RESULTSeven compounds were isolated and their structures were identified as tormentic acid (1), hederagenin (2), maslinic acid (3), 2alpha-hydroxyursolic acid (4), trans-p-hydroxycinamic acid (5), 2,4,4'-trihydroxychalcone (6), rutin (7).

CONCLUSIONCompounds 1-6 were obtained from this genus for the first time.

Boehmeria ; chemistry ; Drugs, Chinese Herbal ; analysis ; Oleanolic Acid ; analogs & derivatives ; analysis ; Plant Roots ; chemistry ; Triterpenes ; analysis

OBJECTIVETo breed new varieties with better uniformity and commercial quality as well as higher saikosaponin contents.

METHODThe excellent germplasm resources were selected from "zhongchai no. 1" population. Single plant method was applied to get better varieties. All the breeding material was investigated according to morphological characters, agronomic characters and the contents of saikosaponin a and saikosaponin d. The experiments of comparative test and varieties regional test were carried out.

RESULTThe bred new varieties of "zhongchai No. 2" and "zhongchai No. 3" had better uniformity. The dark brown roots ratios of the two varieties were 83.2%, 89.9%, respectively. The contents of saikosaponins (a + d) of the two varieties reached 1.31%, 1.02%, respectively.

CONCLUSION"zhongchai No. 2" and " zhongchai No. 3" both had the advantages of better uniformity, darker brown roots and higher saikosaponin contents.

Breeding ; Bupleurum ; chemistry ; genetics ; growth & development ; Oleanolic Acid ; analogs & derivatives ; analysis ; Plant Extracts ; analysis ; Saponins ; analysis

OBJECTIVETo analyze the chemical constituents of the non-alkaloid fraction of Uncaria macrophylla.

METHODSThe constituents were separated and purified by silica gel chromatography and recrystalization, and their structures were identified by infrared, mass and nuclear magnetic resonance spectrometry.

RESULTSSix compounds were isolated from the non-alkaloid fraction of Uncaria macrophylla, whose structures were identified as beta-sitosterol, beta-daucosterol, ursolic acid, alpha-amyrin acetate, 3beta, 6beta, 23-trihydroxyurs-12-en-28-oic acid, 3beta-hydroxyurs-12-en-27, and 3beta-hydroxyurs-12-en-27, 28-dioic acid, respectively.

CONCLUSIONSUrsolic acid is the main component in the non-alkaloid fraction of Uncaria macrophylla. Alpha-amyrin acetate and 3beta-hydroxyurs-12-en-27, 28-dioic acid are isolated and characterized for the first time from this plant.

Oleanolic Acid ; analogs & derivatives ; isolation & purification ; Triterpenes ; isolation & purification ; Uncaria ; chemistry

The compounds from the root of Rhododendron molle G. Don were isolated, purified by various chromatographic techniques, and their structures were identified according to the physical and chemical features and spectral data. Three compounds were separated from the root of Rhododendron molle G. Don and identified as Rhodojaponin-III, taraxerol, beta-sitosterol for the first time.
Diterpenes/*isolation & purification ; Drugs, Chinese Herbal/chemistry ; Oleanolic Acid/*analogs & derivatives ; Oleanolic Acid/isolation & purification ; Plant Roots/*chemistry ; Rhododendron/*chemistry ; Sitosterols/*isolation & purification

OBJECTIVETo study the chemical constituents from the roots of Pterospermum heterophyllum.

METHODThe chemical constituents of P. heterophyllum were isolated and purified by silica gel and sephadex LH-20 column chromatography. Their structures were identified on the basis of spectroscopic data and physicochemical properties.

RESULTNine compounds were isolated and identified as taraxerol (1), betulin (2), betulinic acid (3), sumaresinolic acid (4), 2-methoxy-5-hydroxy-1, 4-naphthoquinone (5), 5, 7-dihydroxy-6, 8-dimethylchromone (6), alpha-monpalmitin (7), palmitic acid (8), beta-sitosterol (9).

CONCLUSIONCompounds 2-7 were isolated from this genus for the first time.

Chromatography ; Malvaceae ; chemistry ; Naphthoquinones ; chemistry ; Oleanolic Acid ; analogs & derivatives ; chemistry ; Palmitic Acid ; chemistry ; Plant Roots ; chemistry ; Sitosterols ; chemistry ; Triterpenes ; chemistry

OBJECTIVETo research the chemical constitutents for the pre-formulation of Lonicerae Japonicae Flos (the dried buds of Lonicera japonica) in Shuanghuanglian lyophilized powder for injection and provide substance foundation for the adverse reaction of Shuanghuanglian lyophilized powder for injection.

METHODThe chemical constituents were isolated by column chromatography and preparative HPLC. All structures were characterized by the spectroscopic methods including ESI-MS, 1H-NMR, 13C-NMR, and compared with data in the literature.

RESULTTwenty compounds were isolated and identified as sophoraricoside(1), luteolin-7-O-beta-D-glucopyranoside(2), rutin(3), quercetin(4), 3,5-O-dicaffeoyl quinic acid methyl ester(5), 4,5-O-dicaffeoyl quinic acid methyl ester(6), 3,4-O-dicaffeoyl quinic acid methyl ester(7), 4,5-dicaffeoyl quinic acid(8), 3,4-dicaffeoyl quinic acid(9), chlorogenic acid(10), epi-vogeloside (11), sweroside(12), vogeloside(13), secoxyloganin(14), macranthoidin A(15), macranthoidin B(16), loniceroside A(17), loniceroside B(18), loniceroside C(19), dipsacoside B(20).

CONCLUSIONCompound 1 was identified in genus Lonicera for the first time and compounds 1-20 were isolated from the pre-formulation for the first time.

Chlorogenic Acid ; chemistry ; Drugs, Chinese Herbal ; chemistry ; Flowers ; chemistry ; Freeze Drying ; Lonicera ; chemistry ; Oleanolic Acid ; analogs & derivatives ; chemistry ; Quinic Acid ; analogs & derivatives ; chemistry ; Rutin ; chemistry ; Saponins ; chemistry

OBJECTIVETo study the chemical constituents from the leaves of Acer truncatum.

METHODVarious chromatographic techniques were used to isolate and purify the constituents. The structures of these compounds were elucidated on the basis of spectral analysis.

RESULTSeven compounds were isolated and identified as p-sitosterol (1), beta-amyrin (2), beta-amyrin acetate (3), 3, 5-dihydroxy-4-methoxybenzoic acid (4), astragalin (5), quercetin-3-O-beta-D-galactoside (6), and quercetin-3-O-alpha-L-rhamnoside (7).

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

Acer ; chemistry ; Gallic Acid ; analogs & derivatives ; chemistry ; isolation & purification ; Kaempferols ; chemistry ; isolation & purification ; Oleanolic Acid ; analogs & derivatives ; chemistry ; isolation & purification ; Plant Leaves ; chemistry ; Plants, Medicinal ; chemistry