Olean-27-carboxylic Acid-Type Triterpenes with Potent Antibacterial Activity from Aceriphyllum rossii

Zheng, Chang‐Ji; Sohn, Mi‐Jin; Kim, Ki‐Young; Yu, Hyung-Eun; Kim, Won‐Gon

doi:10.1021/jf802832w

Cited by 20 publications

(19 citation statements)

References 14 publications

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“…The roots of A. rossii contain oleanane-type triterpenoids, which are cytotoxic to MCF-7 and LLC cancer cells, 4) acyl-CoA-cholesterol Oacyltransferase inhibition and antibacterial activity. 5,6) Inhibition of protein tyrosine phosphatase 1B activity by triterpenes isolated from the seeds of A. rossii has also reported. 7) In addition, flavonoids isolated from the aerial parts showed antioxidant activity.…”

Section: )mentioning

confidence: 95%

Anti-inflammatory Compounds from the Aerial Parts of <i>Aceriphyllum rossii</i>

Trang

Cuong

Hung

et al. 2014

CHEMICAL & PHARMACEUTICAL BULLETIN

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A new megastigmane glycoside, galloyl linarionoside A (1), together with 13 known compounds (2-14) were isolated from the aerial parts of Aceriphyllum rossii ENGLER. (Saxifragaceae). The chemical structures of the isolated compounds were established mainly by using nuclear magnetic resonance spectra, mass spectrometry, and modified Mosher's method. Among the isolates, compounds 4, 5, 6 and 7 showed potent inhibitory activity against the lipopolysaccharide-induced nitric oxide production in RAW264.7 macrophage cells with IC 50 values of 12.5, 9.5, 10.5 and 9.3 µM, respectively. The anti-inflammatory effect of compound 7 was accompanied by dose-dependent decreases in the production of inducible nitric oxide synthase and cyclooxygenase-2 proteins not in the inhibitor kappa B (IκB)-dependent nuclear factor-kappa B activation.

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Section: )mentioning

confidence: 95%

Anti-inflammatory Compounds from the Aerial Parts of <i>Aceriphyllum rossii</i>

Trang

Cuong

Hung

et al. 2014

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…This result was confirmed for the reference strain, Enterococcus faecalis ATCC 28212 [21] (Table 1). Olean-27-carboxylic acid-type triterpenes extracted from the root portion of Aceriphyllum rossi (Saxifragaceae) which is a staple food in Korea, exhibited potent antibacterial activity against several strains of MRSA (methicillin-resistant S. aureus) and quinolone-resistant Staphylococcus aureus [29]. This result indicated that both the carboxylic group at C-27 and the hydroxyl group at C-24 in aceriphyllic acid A are critical for the strong bactericidal activity.…”

Section: Antibacterial Activity Of Oa and Its Derivativesmentioning

confidence: 99%

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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“…21,22) Our recent study demonstrated that a triterpene 3-oxoolean-12-en-27-oic acid (3-OA) isolated from A. rossii induced apoptosis in HL-60 cells through the caspase-8-mediated extrinsic pathway. 12) In the present study, we investigated the anti-cancer activity of another triterpene 3a,23-isopropylidenedioxyolean-12-en-27-oic acid (IPA) isolated from A. rossii and its underlying mechanism in HeLa cells.…”

Section: Fig 4 Effect Of Ipa On Er Stress-mediated Apoptosis In Helmentioning

confidence: 99%

3.ALPHA.,23-Isopropylidenedioxyolean-12-en-27-oic Acid, a Triterpene Isolated from Aceriphyllum rossii, Induces Apoptosis in Human Cervical Cancer HeLa Cells through Mitochondrial Dysfunction and Endoplasmic Reticulum Stress

Won

Chung

et al. 2010

Biological & Pharmaceutical Bulletin

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Despite of the widespread use of the Papanicolaou smear and HPV (human papollomavirus) vaccine, cervical cancer remains the most common cancer in women under 45 years of age in developing countries. Furthermore, almost half of all women with invasive cervical cancer are diagnosed at a late stage. Accordingly, there is an urgent need to identify an agent that can be used alone or in combination with a conventional anti-cancer drug like cisplatin, to improve the prognosis of this disease. 1)Apoptosis, a morphologically and biochemically defined form of cell death, plays a key role in the regulation of the growth of normal and neoplastic tissues.2) Recent studies have amply documented that two major pathways are involved in the regulation of apoptosis. The extrinsic apoptotic pathway involves cell surface death receptors such as Fas/CD95 and tumor necrosis factor receptor 1, 2 (TNFR1, 2), which upon activation up-regulate downstream signaling cascade including the activation of caspase-8.2) The intrinsic pathway is dependent on various cell stress stimuli leading to altered ratio of Bcl-2 family members affecting the release of cytochrome c and apoptotic protease activating factor-1 (Apaf-1) that leads to caspase-9 activation.3) The active forms of caspase-8 and -9 may activate downstream effector caspases-3, -6, and -7, resulting in the cleavage of several intracellular polypeptides (e.g., PARP-1) as well as activation of DNase that leads to DNA fragmentation.Endoplasmic reticulum (ER) is a central organelle engaged in lipid synthesis and protein folding and maturation. A variety of toxic insults, including failure of protein synthesis, folding, and degradation and Ca 2ϩ overload, can disturb the ER function and result in ER stress. 4,5) Under normal conditions, the ER stress sensors (IRE1, PERK, and ATF6) reside with binding to glucose-regulated protein 78 (GRP78). When ER stress occurred, the sensors dissociate with GRP78 and transfer downstream signals to the cytoplasm. As a consequence, these compensatory responses contribute to the reduction of ER overload and functions to protect cells against ER stress. However, if the ER functions are severely affected, cells are removed by apoptosis. ER stress-mediated apoptosis is triggered by the activation of ER membrane resident caspase-12 and induction of growth arrest DNA damageinducible gene 153 (GADD153).6,7) Calpains (a family of Ca 2ϩ -dependent intracellular cysteine proteases) are also implicated in ER stress-induced apoptosis. There are ubiquitously expressed calpain I (m-calpain) and calpain II (m-calpain) proteases. A recent study has shown that ubiquitous calpains promote caspase-12 and c-Jun N-terminal kinase (JNK) activation during ER stress-induced apoptosis. 8)Numerous naturally occurring substances are recognized to be anti-oxidants, cancer preventive agents, or even antitumor agent such as paclitaxel.9) Triterpenes are part of a family of naturally occurring compounds and present a wide spectrum of pharmacological activities, with one of the most elu...

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Olean-27-carboxylic Acid-Type Triterpenes with Potent Antibacterial Activity from Aceriphyllum rossii

Cited by 20 publications

References 14 publications

Anti-inflammatory Compounds from the Aerial Parts of <i>Aceriphyllum rossii</i>

Anti-inflammatory Compounds from the Aerial Parts of <i>Aceriphyllum rossii</i>

Antibacterial activity of oleanolic and ursolic acids and their derivatives

3.ALPHA.,23-Isopropylidenedioxyolean-12-en-27-oic Acid, a Triterpene Isolated from Aceriphyllum rossii, Induces Apoptosis in Human Cervical Cancer HeLa Cells through Mitochondrial Dysfunction and Endoplasmic Reticulum Stress

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