Hepatoprotective and Hepatotoxic Actions of Oleanolic Acid-Type Triterpenoidal Glucuronides on Rat Primary Hepatocyte Cultures.

Kinjo, Junei; Okawa, Masafumi; Udayama, Manabu; Shono, Yoshimi; Hirakawa, Tomoki; Shii, Yuichi; Nohara, Toshihiro

doi:10.1248/cpb.47.290

Cited by 34 publications

(24 citation statements)

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“…Some OLA-type saponins such as OLA 3-O-glucuronide have been shown to produce hepatotoxic action in cultured rat hepatocytes (Kinjo et al, 1999). Our finding of high mortality associated with the hepatoprotection afforded by the FLL-Ch suggests that the hepatoprotective action may be overwhelmed by the hepatotoxic ingredients such as OLA-type saponins present in the FLL-Ch.…”

Section: Resultsmentioning

confidence: 75%

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Hepatoprotective action of an oleanolic acid‐enriched extract of Ligustrum lucidum fruits is mediated through an enhancement on hepatic glutathione regeneration capacity in mice

Yim

Pak

et al. 2001

Phytotherapy Research

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The fruits of Ligustrum lucidum Ait. (FLL) were fractionated into petroleum ether (FLL-Pe), chloroform (FLL-Ch), butanol (FLL-Bu) and aqueous (FLL-Aq) fractions, of which FLL-Ch and FLL-Bu were found to be enriched with oleanolic acid (OLA). The in vivo antioxidant activities of various FLL fractions and OLA were assessed by examining the effect on carbon tetrachloride (CCl(4))-induced hepatotoxicity in mice. Pretreatment of animals with various FLL fractions could protect against CCl(4)-induced hepatotoxicity to a varying degree, with OLA-enriched FLL-Bu and FLL-Ch being more potent. However, a mortality rate of 60% was observed in the FLL-Ch pretreated and CCl(4)-intoxicated mice. OLA pretreatment also produced a dose-dependent protection against CCl(4) hepatotoxicity. The hepatoprotection afforded by FLL-Bu or OLA pretreatment was associated with an enhancement of hepatic-glutathione regeneration capacity (GRC). In contrast, the inability of FLL-Aq pretreatment to enhance hepatic GRC resulted in a failure to prevent CCl(4)-induced hepatic injury. The results suggest that the hepatoprotective action afforded by OLA-enriched FLL-Bu or OLA pretreatment may be mainly mediated by the enhancement of hepatic GRC, particularly under conditions of CCl(4)-induced oxidative stress.

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Section: Resultsmentioning

confidence: 75%

“…hepatotoxic activity and the level of toxicity depended upon the type of sugar residue linked (Kinjo et al, 1999). Some OLA-type saponins such as OLA 3-O-glucuronide have been shown to produce hepatotoxic action in cultured rat hepatocytes (Kinjo et al, 1999).…”

Section: Resultsmentioning

confidence: 99%

Hepatoprotective action of an oleanolic acid‐enriched extract of Ligustrum lucidum fruits is mediated through an enhancement on hepatic glutathione regeneration capacity in mice

Yim

Pak

et al. 2001

Phytotherapy Research

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“…BRA-18 (25) was obtained as an amorphous powder hav- C-NMR spectrum showed 60 carbon signals consisting of echinocystic acid and the same sugar moieties as in BRA-20 (22). Therefore, the structure of BRA-18 (25) …”

Section: Regular Articlementioning

confidence: 99%

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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“…Oleanolic acid (2c) itself showed both hepatoprotective action and weak hepatotoxicity. Therefore, the hepatoprotective activity of these types of saponins could represent a balance between hepatoprotective action and hepatotoxicity [28].…”

Section: Protective Effects Of Oleanolic Acid In Leukemic Cellsmentioning

confidence: 99%

Oleanolic acid and related derivatives as medicinally important compounds

Sultana

Ata

2008

Journal of Enzyme Inhibition and Medicinal Chemistry

182

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Oleanolic acid has been isolated from chloroform extract of Olea ferruginea Royle after removal of organic bases and free acids. The literature survey revealed it to be biologically very important. In this review the biological significance of oleanolic acid and its derivatives has been discussed. The aim of this review is to update current knowledge on oleanolic acid and its natural and semisynthetic analogs, focussing on its cytotoxic, antitumer, antioxidant, anti-inflamatory, anti-HIV, acetyl cholinesterase, alpha-glucosidase, antimicrobial, hepatoprotective, anti-inflammatory, antipruritic, spasmolytic activity, anti-angiogenic, antiallergic, antiviral and immunomodulatory activities. We present in this review, for the first time, a compilation of the most relevant scientific papers and technical reports of the chemical, pre-clinical and clinical research on the properties of oleanolic acid and its derivatives.

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Hepatoprotective and Hepatotoxic Actions of Oleanolic Acid-Type Triterpenoidal Glucuronides on Rat Primary Hepatocyte Cultures.

Cited by 34 publications

References 0 publications

Hepatoprotective action of an oleanolic acid‐enriched extract of Ligustrum lucidum fruits is mediated through an enhancement on hepatic glutathione regeneration capacity in mice

Hepatoprotective action of an oleanolic acid‐enriched extract of Ligustrum lucidum fruits is mediated through an enhancement on hepatic glutathione regeneration capacity in mice

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

Oleanolic acid and related derivatives as medicinally important compounds

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