Essential Moiety for Antimutagenic and Cytotoxic Activity of Hederagenin Monodesmosides and Bisdesmosides Isolated from the Stem Bark of <i>Kalopanax pictus</i>

Lee, Kyung‐Tae; Sohn, Il-Cheol; Park, Hee-Juhn; Kim, Dong-Wook; Jung, Geun-Ok; Park, Kun-Young

doi:10.1055/s-2000-8539

Cited by 97 publications

(53 citation statements)

References 13 publications

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“…These compounds diminished aflatoxin B 1 (AFB 1 )-induced mutagenesis but had no effect on mutagenesis caused by N-methyl-N'-nitro N-nitrosoguanidine (MNNG). This suggested that hederagenin and its 3-0-glycosides might efficiently prevent the metabolic activation of AFB 1 or scavenge the electrophilic intermediate capable of inducing mutation [75]. It was also shown that the mutagenic potential of aflatoxin B 1 could be inhibited by kaikasaponin III and tectorigenin from Pueraria thumbergiana (Leguminosae).…”

Section: Antimutagenic Activity Of Oa and Ua And Their Derivativesmentioning

confidence: 76%

Antibacterial activity of oleanolic and ursolic acids and their derivatives

et al. 2010

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Bacterial resistance to antibiotics is increasing at an alarming rate and many commonly used antibiotics are no longer effective.Thus, there is considerable interest in investigating novel antibacterial compounds, such as the plant-derived pentacyclic triterpenoids, including oleanolic acid (OA), ursolic acid (UA) and their derivatives. These compounds can be isolated from many medicinal and crop plants and their antibacterial, antiviral, antiulcer and anti-inflammatory effects are well documented. OA and UA are active against many bacterial species, particularly Gram-positive species, including mycobacteria. They inhibit bacterial growth and survival, and the spectrum of minimal inhibitory concentration (MIC) values is very broad. In addition, OA, UA and their derivatives display potent antimutagenic activity. Studies to identify the cellular targets and molecular mechanisms of OA and UA action were initiated a few years ago and it has already been demonstrated that both acids influence bacterial gene expression, the formation and maintenance of biofilms, cell autolysis and peptidoglycan turnover. Before these compounds can be used clinically as antimicrobial agents, further extensive studies are required to determine their cytotoxicity and the optimum mode of their application.

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Section: Antimutagenic Activity Of Oa and Ua And Their Derivativesmentioning

confidence: 76%

Antibacterial activity of oleanolic and ursolic acids and their derivatives

et al. 2010

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“…Logarithmic phase human liver cells of L02 were treated essentially according to the method described previously (19). Cells were seeded into 96 well plates and incubated overnight.…”

Section: Technologymentioning

confidence: 99%

Folic Acid Supplementation Reduces the Mutagenicity and Genotoxicity Caused by Benzo(a)pyrene

Zhang

Zhan

et al. 2016

J Nutr Sci Vitaminol

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Summary Folate is a vital vitamin for the human being and its defi ciency can lead to a variety of clinical abnormalities ranging from neural tube defects to cancers. Benzo(a)pyrene (BaP), a strong mutagen and carcinogen, is considered one of the common contaminants in food. The aim of this study was to investigate the positive effect of folate on cancer prevention at a fundamental level. In the present study, we investigated the impact of folic acid on BaP-induced mutagenicity and genotoxicity by means of in vitro and in vivo experiments. The reformed Ames test was applied to study the antimutagenicity of folic acid against BaP. The protective effect of folic acid on cytotoxicity caused by BaP in human liver cell line L02 was evaluated by MTT assay. In addition, the effect of folic acid on the BaP-induced genotoxicity in vivo was assessed by mouse bone marrow micronucleus assay. The results indicated that folic acid signifi cantly inhibited the reverse mutation of Salmonella typhimurium strains TA98 and TA100, and protected the viability of human liver cells against BaP (pϽ0.01). The micronucleus test showed that all doses of folic acid had a remarkable protective effect for the female mice (pϽ0.01). In conclusion, folic acid was found to reduce the mutagenicity and genotoxicity induced by BaP.

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“…KPA and KPI reduced the vascular permeability, and KPA was more effective than KPI. When the biological activities of kalopanaxsaponins were investigated in hyperglycemia, 4,7) cytotoxicity, 5) mutagenicity, 13) and hepatotoxicity model, 14) KPA was found to be the most active compound. In this FCA-induced rat rheumatoid arthritis model, KPA was also effective.…”

Section: Time Course Of Metabolism Of Kpk and Kpj By Human Intestinalmentioning

confidence: 99%

Metabolism of Kalopanaxsaponin K by Human Intestinal Bacteria and Antirheumatoid Arthritis Activity of Their Metabolites.

Kim

Bae

Han

et al. 2002

Biological & Pharmaceutical Bulletin

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The stem bark of Kalopanax pictus belonging to the family Araliaceae has been used in Korea as a tonic, analgesic, antiinflammatory and antidiabetic medicine. From this plant, hederagenin glycosides, syringin, liriodendrin, and coniferylaldehyde glucosides have been isolated. [1][2][3] Related to biological activities of K. pictus, it was reported that the active components on antidiabetic, 4) cytotoxic, 5) and antifungal assays 6) may be hederagenin monodesmosides. We also reported that kalopanaxsaponin B (KPB) and H (KPH) were easily metabolized by human intestinal bacteria to kalopanaxsaponin A (KPA) and kalopanaxsaponin I (KPI), resepectively.7) However, these metabolites were slowly transformed to hederagenin. KPI was slowly transformed to hederagenin via KPA. Among these compounds, the most antidiabetic compound was KPA. However, studies related to the metabolic pathway of KPI to hederagenin in the intestine, the biotransfromation of kalopanaxsaponin K (KPK) to KPA, which is an antitumor compound, 5) and their biological activities, such as antirheumatoid arthritis, are incomplete.Therefore we isolated the main components KPB, KPH, and KPK from the stem bark of K. pictus, investigated the metabolic pathway of these kalopanaxsaponins by human intestinal bacteria, and measured the antirheumatoid arthritis activity of the main metabolites. We also screened the biotransforming bacteria of KPK to the bioactive compound KPA from human intestinal bacteria. MATERIALS AND METHODSInstrument Melting points were determined on an electrothermal digital melting point apparatus.1 H-and 13 C-NMR spectra were recorded on a Brucker-AM 500 with tetramethylsilane (TMS) as an internal standard. The TLC chromatogram of metabolites was quantitatively analyzed with a Shimadzu CS-920 TLC-scanner.

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Essential Moiety for Antimutagenic and Cytotoxic Activity of Hederagenin Monodesmosides and Bisdesmosides Isolated from the Stem Bark of Kalopanax pictus

Cited by 97 publications

References 13 publications

Antibacterial activity of oleanolic and ursolic acids and their derivatives

Antibacterial activity of oleanolic and ursolic acids and their derivatives

Folic Acid Supplementation Reduces the Mutagenicity and Genotoxicity Caused by Benzo(a)pyrene

Metabolism of Kalopanaxsaponin K by Human Intestinal Bacteria and Antirheumatoid Arthritis Activity of Their Metabolites.

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