Minor sulfated saikosaponins from the aerial parts of Bupleurum rigidum L.

Sánchez-Contreras, Sandra; Dı́az-Lanza, Ana Marı́a; Bartolomé, Carmen; Bernabé, Manuel

doi:10.1016/s0031-9422(00)00199-0

Cited by 15 publications

(4 citation statements)

References 11 publications

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“…HMBC analysis also supported this conclusion. By comparison with the 3b,16a,28,30-tetrahydroxyolean-11,13(18)-dine derivative 17) isolated from B. spinosum and the 30-CH 2 OH-isomer 18) isolated from B. rigidum, 18 was determined to be a C-30-hydroxymethyl derivative. Therefore, its structure was charac- (19) moiety, three oxygen-bearing carbon signals were observed; the signals at d 67.3 and 89.5 were assigned to carbons having an a-hydroxyl group at C-16 and a b-hydroxyl group at C-3, respectively.…”

Section: Regular Articlementioning

confidence: 98%

Oleanene Glycosides of the Aerial Parts and Seeds of Bupleurum falcatum and the Aerial Parts of Bupleurum rotundifolium, and Their Evaluation as Anti-hepatitis Agents

Nakahara

Okawa

Kinjo

et al. 2011

CHEMICAL & PHARMACEUTICAL BULLETIN

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To facilitate effective resource utilization, we have investigated triterpene saponins such as saikosaponin from the aerial parts of Bupleurum (B.) falcatum L., which are commonly discarded. Seven oleanene saponins were isolated from this plant; they were classified as the 13,28-epoxy type, 12-ene type, 9(11),12-diene type, and 28-acid type on the basis of their structural characteristics. For comparison, we also examined the oleanene saponins of the seeds of B. falcatum and the aerial parts of B. rotundifolium L. to obtain seven saponins and one sapogenol from the former and thirteen oleanene saponins from the latter. Several compounds obtained from them were investigated for their hepatoprotective activity and hepatotoxicity. The 13,28-epoxy type saponins had hepatoprotectivity. Ursane type showed hepatotoxicity from middle concentration. The 11,13(18)-diene type saponins did not express hepatoprotective activity. The 28-acid type saponin which has a glucosyl carboxy group showed hepatoprotective action.

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Section: Regular Articlementioning

confidence: 98%

Oleanene Glycosides of the Aerial Parts and Seeds of Bupleurum falcatum and the Aerial Parts of Bupleurum rotundifolium, and Their Evaluation as Anti-hepatitis Agents

Nakahara

Okawa

Kinjo

et al. 2011

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…Mineral acid hydrolysis of 1 afforded glucose and rhamnose in the aqueous phase and its treatment with barium chloride gave a white ppt. of BaSO 4 , confirming the existence of a sulfate moiety [ 17 ]. In addition, the alkaline hydrolysis of 1 yielded the prosapogenin, which furnished by further acid hydrolysis rhamnose and oleanolic acid (Comp-TLC and PC with authentic samples).…”

Section: Resultsmentioning

confidence: 78%

New Triterpene Saponins from Duranta repens Linn. and Their Cytotoxic Activity

et al. 2009

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From the leaves of Duranta repens (Verbenaceae) two new triterpene saponins, named durantanin IV (1) and V (2) were isolated. In addition, ten known compounds were isolated, namely a bidesmosidic saponin, oleanolic acid, three phenylethanoids and five flavonoids. All metabolites were isolated for the first time from this genus except for 3 (oleanolic acid) and 7 (E/Z acteoside). The structures were determined mainly by spectroscopic methods (UV, IR, HRESI-MS, 1H-, 13C-NMR, 1H-1H COSY, HSQC and HMBC). Cytotoxic screening of the chloroform, ethyl acetate and methanol extracts was carried out on brine shrimps. In addition, the investigated methanol extract and compounds 1, 2 and 7 showed significant cytotoxic activity against a HepG2 cell line.

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“…Furthermore, the proton signals (δ H 3.70 and 3.84) of oxygenated methylene (δ C 65.0) were correlated to the carbon signals at 28.9 (C-29) and 32.4 (C-19). According to a previous study, 17,18 the chemical shifts of C-29 (equatorial) hydroxymethyl groups resonate around 75 ppm, while the values of the C-30 (axial) methyl groups are found around 20 ppm in the 13 C NMR spectrum. In contrast, the chemical shifts of the C-30 hydroxymethyl groups appear around 67 ppm, while the C-29 methyl groups appear around 28 ppm.…”

Section: Resultsmentioning

confidence: 79%

Cytotoxic Triterpenoids from the Leaves of Microtropis fokienensis

Chen

Chang

et al. 2006

J. Nat. Prod.

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Five new triterpenoids, microfokienoxanes A-D (1-4) and 3beta,28-dihydroxy-11alpha-methoxyurs-12-ene (5), were isolated and identified from the leaves of Microtropis fokienensis, along with nine known compounds. The structures of the new compounds were elucidated by spectroscopic methods. The compounds obtained in this investigation were evaluated against a small panel of human cancer cell lines for cytotoxicity. Only compounds 3 and 5 exhibited cytotoxicity (IC50 < or = 5 microg/mL) for one or more cell lines.

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Minor sulfated saikosaponins from the aerial parts of Bupleurum rigidum L.

Cited by 15 publications

References 11 publications

Oleanene Glycosides of the Aerial Parts and Seeds of Bupleurum falcatum and the Aerial Parts of Bupleurum rotundifolium, and Their Evaluation as Anti-hepatitis Agents

Oleanene Glycosides of the Aerial Parts and Seeds of Bupleurum falcatum and the Aerial Parts of Bupleurum rotundifolium, and Their Evaluation as Anti-hepatitis Agents

New Triterpene Saponins from Duranta repens Linn. and Their Cytotoxic Activity

Cytotoxic Triterpenoids from the Leaves of Microtropis fokienensis

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