Boswellic acids and their derivatives as potent regulators of glucocorticoid receptor actions

Karra, Aikaterini G.; Tziortziou, Maria; Kylindri, Paraskevi; Georgatza, Dimitra; Gorgogietas, Vyron A.; Makiou, Anthi-Styliani; Krokida, Afroditi; Tsialtas, Ioannis; Kalousi, Foteini D.; Παπαδόπουλος, Γεώργιος; Papadopoulou, Kalliope Κ.; Psarra, Anna‐Maria G.

doi:10.1016/j.abb.2020.108656

Cited by 13 publications

(16 citation statements)

References 74 publications

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“…However, only acetyl 11α-methoxy-β-boswellic acid (59) (0.49 mg/ear) proved to be more efficient than indomethacin (0.30 mg/ear). Also, other related boswellic acids derivatives, such as 3-O-acetyl-β-boswellic acid (55) and 3-O-acetyl-11-keto-β-boswellic acid (57) have also been isolated (Gilbert et al, 2020;Karra et al, 2020;Zimmermann-Klemd et al, 2020).…”

Section: Cycloartanes-compounds 29-41mentioning

confidence: 99%

Antiinflammatory activity of natural triterpenes—An overview from 2006 to 2021

Miranda

Jesus

Luiz

et al. 2022

Phytotherapy Research

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Terpenes are one of the most abundant classes of secondary metabolites produced by plants and can be divided based on the number of isoprene units (C5) in monoterpenes (2 units—C10), sesquiterpenes (3 units—C15), diterpenes (4 units—C20), triterpenes (6 units—C30), etc. Chemically, triterpenes are classified based on their structural skeleton including lanostanes, euphanes, cycloartanes, ursanes, oleananes, lupanes, tirucallanes, cucurbitanes, dammaranes, baccharanes, friedelanes, hopanes, serratanes etc. Additionally, glycosylated (saponins) or highly oxidated/degraded (limonoids) triterpenes could be found in nature. The antiinflammatory effect and action as immunomodulators of these secondary metabolites have been demonstrated in different studies. This review reports an overview of articles published in the last 15 years (from 2006 to 2021 using PubMed and SciFinder database) describing the antiinflammatory effects of different triterpenes with their presumed mechanism of action, suggesting that triterpenes could be appointed as natural products with future pharmaceutical applicability.

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Section: Cycloartanes-compounds 29-41mentioning

confidence: 99%

Antiinflammatory activity of natural triterpenes—An overview from 2006 to 2021

Miranda

Jesus

Luiz

et al. 2022

Phytotherapy Research

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“…In addition, some other terpenes/terpenoids (astragaloside IV, avicin D, ginsenosides Re, Rg1 and compound K; boswellic acids, β-iscin; β-ionone) and other plant metabolites (berberine, extract from Salsola komarovii) were able to bind to GR. Moreover, many plant compounds including sstragaloside IV, avicin D, boswellic acids, berberine were able to induce significant nuclear translocation of GR ( [85,[97][98][99] and Supplementary Table 1). However, in most cases these plant metabolites were not able to induce GR transactivation, and some compounds and plant extracts (curcumin, 4-hydroxyderricin and xanthoangelol, Peony Rubra Radix extract) inhibited GR TA ( [100][101][102] and Supplementary Table 1).…”

Section: Natural Compounds With Segram Propertiesmentioning

confidence: 99%

“…The SEGRAM activity of these biomolecules was assessed not only in human cell lines, but in some cases in vivo in zebrafish larvae model and in rodents ( [87,95,98,100,[102][103][104][105][106] and [99,101,107,108], respectively).…”

Section: Natural Compounds With Segram Propertiesmentioning

confidence: 99%

“…At the same time, many discussed above compounds demonstrated SEGRAM or dissociating GR ligand activity. For example, boswellic acids suppressed GR TA and induced NF-kB TR via GR [ 98 ]; α-boswellic acid selectively inhibited CBG/Corticosteroid-binding globulin gene (marker for GR TR), but did not induce TAT/Tyrosine aminotransferase expression (key enzyme for glucocneogenesis and a marker for GR TA) [ 97 ]. Ginsenoside compound Rg1 and avicin D have also demonstrated GR TR but not TA activity [ 104 ].…”

Section: Introductionmentioning

confidence: 99%

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The long winding road to the safer glucocorticoid receptor (GR) targeting therapies

et al. 2022

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Glucocorticoids (Gcs) are widely used to treat inflammatory diseases and hematological malignancies, and despite the introduction of novel anti-inflammatory and anti-cancer biologics, the use of inexpensive and effective Gcs is expected to grow. Unfortunately, chronic treatment with Gcs results in multiple atrophic and metabolic side effects. Thus, the search for safer glucocorticoid receptor (GR)-targeted therapies that preserve therapeutic potential of Gcs but result in fewer adverse effects remains highly relevant. Development of selective GR agonists/modulators (SEGRAM) with reduced side effects, based on the concept of dissociation of GR transactivation and transrepression functions, resulted in limited success, and currently focus has shifted towards partial GR agonists. Additional approach is the identification and inhibition of genes associated with Gcs specific side effects. Others and we recently identified GR target genes REDD1 and FKBP51 as key mediators of Gcs-induced atrophy, and selected and validated candidate molecules for REDD1 blockage including PI3K/Akt/mTOR inhibitors. In this review, we summarized classic and contemporary approaches to safer GR-mediated therapies including unique concept of Gcs combination with REDD1 inhibitors. We discussed protective effects of REDD1 inhibitors against Gcs–induced atrophy in skin and bone and underlined the translational potential of this combination for further development of safer and effective Gcs-based therapies.

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“…Futhermore some boswellic acids inhibited 5-lipoxygenase, COX-1, and COX-2 (Ammon et al 1991 ). Apart from the other effects, the glucocorticoid receptor regulatory actions of certain boswellic acids also contribute to their immunoregulatory and anti-inflammatory potentials (Karra et al 2020 ).…”

Section: Oleanane Type Triterpenesmentioning

confidence: 99%