Chemopreventive role of Copaifera reticulata Ducke oleoresin in colon carcinogenesis

Senedese, Juliana Marques; Rinaldi-Neto, Francisco; Furtado, Ricardo Andrade; Nicollela, Heloiza Diniz; Souza, Larissa Daniela Ribeiro de; Ribeiro, Arthur Barcelos; Ferreira, Lucas Souza; Magalhães, Geórgia Modé; Carlos, Iracilda Zeppone; Silva, Jonas Joaquim Mangabeira da; Tavares, Denise Crispim; Bastos, Jairo Kenupp

doi:10.1016/j.biopha.2018.12.091

Cited by 20 publications

(15 citation statements)

References 36 publications

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“…There are cumulative indications which decipher that chances of colon carcinogenesis increase by enhancement in pro-in ammatory cytokines like TNF-α, IL-1α, IL-1β and IL-6 which further increase the secretion of PGE-2, an in ammatory mediator. However, piperine treatment attenuated the levels of above mentioned pro in ammatory cytokines possibly by inhibition of NF-κB and antiin ammatory activity of piperine as reported previously [44,45,43].…”

Section: Discussionsupporting

confidence: 82%

“…Following deconjugation by intestinal microbial enzymes like β-glucuronidase, electrophilic methyldiazonium ion is produced as a by-product of MAM metabolization. Thereafter, methyldiazonium ion produces carbonium ion which methylates DNA and other biomolecules in the epithelial layer of colon tissue, leading to procarcinogenic events resulting from in ammation and tumor promotion [5].…”

Section: Introductionmentioning

confidence: 99%

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Anti-Cancer Activity of Piperine Against Colon Carcinogenesis Via Modulation of NF-κB/Nrf-2/Keap1/HO-1 Signalling Pathways

Rehman¹,

Rashid²,

Arafah³

et al. 2020

Preprint

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Background: Colon cancer is the most common cancer in men and women globally, killing millions of people annually. Though widespread development has been made in the management of colorectal cancer, still there is an urgency to find novel targets for effective treatment of these patients. Piperine is an alkaloid found in black pepper having anticancer, anti-oxidant and anti-inflammatory activities. Nuclear factor-erythroid 2–kelch-like ECH-associated protein 1(Nrf-2/Keap1)/ Heme-oxygenase1 (HO-1) signaling pathway plays a vital part in shielding cells from the injury of intracellular oxidative stress and inflammation. A potential cross-talk between Nrf-2 and NF-κB pathways is recognized during cancerous growth and expansion. We studied this pathway extensively in the present study to discover novel targets in prevention of chemically induced colon cancer with piperine.Results: We found that NF-κB inhibition occurs by the activation of Nrf-2 blocks downstream inflammatory mediators/cytokines (TNF-α, IL-6, IL-1β, Cox-2, PGE2, iNOS, NO, MPO) and triggers antioxidant response machinery (HO-1, NQO-1 GSH, GR, GPx, CAT, SOD), scavenges ROS, decreases lipid peroxidation. Histological findings further validated our defensive effects of piperine on colon carcinogenesis. Piperine down-regulates CEA, MDF and ACF, markers of precancerous lesions in colon.Conclusion: Our results indicate that piperine may be an effective molecule for the prophylactic treatment of colon carcinogenesis by targeting NF-κB/Nrf-2/Keap1/HO-1 pathway as a progressive strategy in preclusion and effective treatment of colorectal cancer.

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Section: Discussionsupporting

confidence: 82%

Section: Introductionmentioning

confidence: 99%

Anti-Cancer Activity of Piperine Against Colon Carcinogenesis Via Modulation of NF-κB/Nrf-2/Keap1/HO-1 Signalling Pathways

Rehman¹,

Rashid²,

Arafah³

et al. 2020

Preprint

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“…Thus, from then onwards, two forms of polyalthic acid existed in the literature. Except for the last 3 years, where (+)-and (−)-or ent-prefixes were used to differentiate between the two enantiomers (Bardají et al 2016;Borges et al 2016;Carneiro et al 2018;Çiçek et al 2018;Pfeifer Barbosa et al 2019;Senedese et al 2019), only one publication in almost four decades adopted such prefixes (Miyazawa et al 1995). The missing stereochemistry did not represent a problem as long as the studies were dealing with Copaifera, because the ent-configuration is abundant in this genus (Leandro et al 2012).…”

Section: Stereochemistry Of Polyalthic Acid Daniellic Acid and Lambementioning

confidence: 99%

Biological Activities of Two Major Copaiba Diterpenoids and Their Semi-synthetic Derivatives

Çiçek

Wenzel‐Storjohann

Girreser

et al. 2020

Rev. Bras. Farmacogn.

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The oleoresin of Copaifera reticulata Ducke, Fabaceae, is a traditional Brazilian remedy used for a wide range of applications. Commonly named copaiba, the oleoresin has been found to exhibit strong antimicrobial effects in our previous study, which could be attributed to some of its diterpenoid constituents. In order to find new biological activities and to eventually enhance the before observed effects, (−)-polyalthic acid (1) and kaurenoic acid (2), together with eight prepared semi-synthetic derivatives (1a-1c and 2a-2e) were evaluated for their cytotoxic, antibacterial and antifungal properties. Regarding the gram-positive bacteria Enterococcus faecium and methicillin-resistant Staphylococcus aureus, we found that both the exocylic methylene group and the carboxyl group were crucial for the activity against these two clinically relevant bacterial strains. Investigation of the antifungal activity, in contrast, showed that the carboxyl group is unnecessary for the effect against the dermatophytes Trichophyton rubrum and Cryptococcus neoformans, indicated by low micromolar IC 50 values for both (−)-polyalthic acid diethylamide (1a) as well as (−)-polyalthic acid methyl ester (1b). Apart from studying the biological activity, the structure of one semi-synthetic derivative, compound 1c, is being reported for the first time. During the course of the structure elucidation of the new compound, we discovered inconsistencies regarding the stereochemistry of polyalthic acid and its stereoisomers, which we clarified in the present work.

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“…Inflammation is the fixed mode of the body's defense against foreign harmful substances. However, chronic inflammation is recognized as a potential risk factor [4], resulting in continuous and repeated inflammatory reactions that can cause other diseases such as cancer, cardiovascular disease, obesity and rheumatoid arthritis [5,6]. One strategy includes natural or synthetic products that are non-toxic to normal cells that can suppress or prevent initial carcinogenesis or the progression of premalignant cells in invasive diseases [7][8][9].…”

Section: Introductionmentioning

confidence: 99%

Acorus gramineusand and Euodia ruticarpa Steam Distilled Essential Oils Exert Anti-Inflammatory Effects Through Decreasing Th1/Th2 and Pro-/Anti-Inflammatory Cytokine Secretion Ratios In Vitro

Yeh

Lin

2020

Biomolecules

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To clarify the effects of steam distilled essential oils (SDEO) from herbs used in traditional Chinese medicine on immune functions, two potential herbs, Acorus gramineusand (AG) and Euodia ruticarpa (ER) cultivated in Taiwan, were selected to assess their immunomodulatory effects using mouse primary splenocytes and peritoneal macrophages. T helper type 1 lymphocytes (Th1) (IL-2), Th2 (IL-5), pro-inflammatory (TNF-α) and anti-inflammatory (IL-10) cytokines secreted by correspondent immune cells treated with SDEO samples were determined using enzyme-linked immunosorbent assay. The total amounts of potential phytochemicals, including total flavonoids, polyphenols and saponins, in these two selected SDEOs were measured and correlated with cytokine levels secreted by immune cells. Our results evidenced that ER SDEO is rich in total flavonoids, polyphenols and saponins. Treatments with AG and ER SDEO significantly (p < 0.05) increased IL-5/IL-2 (Th2/Th1) cytokine secretion ratios by splenocytes, suggesting that both AG and ER SDEO have the Th2-polarization property and anti-inflammatory potential. In addition, AG and ER SDEO, particularly ER SDEO, markedly decreased TNF-α/IL-10 secretion ratios by macrophages in the absence or presence of lipopolysaccharide (LPS), exhibiting substantial effects on spontaneous and LPS-induced inflammation. Significant correlations were found between the total polyphenols, flavonoids or saponins content in the two selected SDEOs and Th1/Th2 immune balance or anti-inflammatory ability in linear, non-linear or biphasic manners, respectively. In conclusion, our results suggest that AG and ER, particularly ER, SDEO have immunomodulatory potential in shifting the Th1/Th2 balance toward Th2 polarization in splenocytes and inhibiting inflammation in macrophages in the absence or presence of LPS.

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Chemopreventive role of Copaifera reticulata Ducke oleoresin in colon carcinogenesis

Cited by 20 publications

References 36 publications

Anti-Cancer Activity of Piperine Against Colon Carcinogenesis Via Modulation of NF-κB/Nrf-2/Keap1/HO-1 Signalling Pathways

Anti-Cancer Activity of Piperine Against Colon Carcinogenesis Via Modulation of NF-κB/Nrf-2/Keap1/HO-1 Signalling Pathways

Biological Activities of Two Major Copaiba Diterpenoids and Their Semi-synthetic Derivatives

Acorus gramineusand and Euodia ruticarpa Steam Distilled Essential Oils Exert Anti-Inflammatory Effects Through Decreasing Th1/Th2 and Pro-/Anti-Inflammatory Cytokine Secretion Ratios In Vitro

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