Diterpenoids from the roots of Euphorbia ebracteolata and their anti-tuberculosis effects

Yu, Zhenlong; Wei, Yuanyuan; Tian, Xiangge; Yan, Qiulong; Yan, Qingsong; Huo, Xiaokui; Wang, Chao; Sun, Cheng‐Peng; Zhang, Baojing; Ma, Xiaochi

doi:10.1016/j.bioorg.2018.02.007

Cited by 26 publications

(17 citation statements)

References 27 publications

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“…GlmU protein is a bifunctional enzyme with both acetyltransferase and uridylyltransferase (pyrophosphorylase) activities, which are mainly responsible for catalyzing the formation of UDP- N -acetylglucosamine (UDP-GlcNAc) from glucosamine-1-P (GlcN-1-P), UTP, and acetyl-CoA (Ac-CoA), and the final product UDP-GlcNAc is essential for two important biosynthetic pathways of the cell wall, lipopolysaccharide and peptidoglycan synthesis, which makes GlmU protein a universal target of antibacterial therapy. In consideration of the inhibitory effect of 85 on both M. tuberculosis and GlmU protein, the mechanism of antitubercular activity of the compound could be suggested by this pathway ( Yu Z. et al, 2018 ).…”

Section: Resultsmentioning

confidence: 99%

Antimicrobial Diterpenes: Recent Development From Natural Sources

et al. 2022

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Antimicrobial resistance has been posing an alarming threat to the treatment of infectious diseases over the years. Ineffectiveness of the currently available synthetic and semisynthetic antibiotics has led the researchers to discover new molecules with potent antimicrobial activities. To overcome the emerging antimicrobial resistance, new antimicrobial compounds from natural sources might be appropriate. Secondary metabolites from natural sources could be prospective candidates in the development of new antimicrobial agents with high efficacy and less side effects. Among the natural secondary metabolites, diterpenoids are of crucial importance because of their broad spectrum of antimicrobial activity, which has put it in the center of research interest in recent years. The present work is aimed at reviewing recent literature regarding different classes of natural diterpenes and diterpenoids with significant antibacterial, antifungal, antiviral, and antiprotozoal activities along with their reported structure–activity relationships. This review has been carried out with a focus on relevant literature published in the last 5 years following the Preferred Reporting Items for Systematic Reviews and Meta-Analyses (PRISMA) guidelines. A total of 229 diterpenoids from various sources like plants, marine species, and fungi are summarized in this systematic review, including their chemical structures, classification, and significant antimicrobial activities together with their reported mechanism of action and structure–activity relationships. The outcomes herein would provide researchers with new insights to find new credible leads and to work on their synthetic and semisynthetic derivatives to develop new antimicrobial agents.

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Section: Resultsmentioning

confidence: 99%

Antimicrobial Diterpenes: Recent Development From Natural Sources

et al. 2022

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“…Previous phytochemical investigations of this plant led to the isolation of diterpenoids [2], triterpenoids [3], sesquiterpenoids [4], flavonols [5], acetophenones [6], and steroids [7]. Especially, diterpenoids as the major constituents of E. ebracteolata displayed a wide spectrum of bioactivities, including anti-tumor [8][9], anti-inflammatory [10], anti-HIV [11], and anti-tuberculosis [12]. In our previous work, 40 new and 45 known compounds were isolated from the ethanoic extracts of the roots of E. ebracteolata [12][13][14][15][16][17][18][19][20].…”

Section: Previous Studiesmentioning

confidence: 99%

“…Especially, diterpenoids as the major constituents of E. ebracteolata displayed a wide spectrum of bioactivities, including anti-tumor [8][9], anti-inflammatory [10], anti-HIV [11], and anti-tuberculosis [12]. In our previous work, 40 new and 45 known compounds were isolated from the ethanoic extracts of the roots of E. ebracteolata [12][13][14][15][16][17][18][19][20].…”

Section: Previous Studiesmentioning

confidence: 99%

“…Previous phytochemical investigations of E. ebracteolata have revealed the existences of diterpenoids as the major bioactive constituents. As shown in Figure S2 (Supporting information), the isolated diterpenoids were determined to be tricyclic diterpenoids, which displayed structural diversity, including rosanes (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18), abietanes (19)(20)(21)(22)(23)(24)(25)(26)(27)(28)(29)(30)(31), and atisanes (32-37) [16][17][18]20]. The abietanes possessing α,β-unsaturated lactone ring together with atisanes have been isolated from euphorbiaceae as the major constituents previously.…”

Section: Chemotaxonomic Significancementioning

confidence: 99%

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Aromatic Rosane-type Diterpenoid with Lipase Inhibitory Effect from Euphorbia ebracteolata and Chemotaxonomic Significance of Diterpenoids

Zhou¹,

Wen²,

Huang³

et al. 2021

Rec.Nat.Prod.

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The phytochemical investigation has been performed for Euphorbia ebracteolata, the roots of which are usually used natural medicine in traditional Chinese medicine for the treatments of tuberculosis and bacterial infection. A diterpenoid has been obtained using silica gel and ODS column chromatography. Furthermore, on the basis of widely spectroscopic data analyses, including 1D-, 2D-NMR, HR-ESIMS and ECD, the isolated compound was determined to be a rosane type diterpenoid, which possessed a rare aromatic ring. The isolated diterpenoid as a new compound was named ebraphenol E (1). The bioactivity of isolated diterpenoid (1) has been evaluated and moderate inhibitory effect on lipase (IC50 = 12.5 μM) was observed. In combination with our previous phytochemical investigations about E. ebracteolata, the chemotaxonomic significance of diterpenoids was summarized for E. ebracteolata.

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“…The root of EEH (EER) contains various terpenoids, which are considered to be effective components. Recent studies on terpenoids have been conducted to determine their anti-inflammatory, antiviral, anti-tuberculosis, and other effects in vitro [2][3][4][5]. However, basic research investigations on the traditional effects of EER in the treatment of abdominal distension and edema are limited.…”

Section: Introductionmentioning

confidence: 99%

Anti-Malignant Ascites Effect of Total Diterpenoids from Euphorbiae ebracteolatae Radix Is Attributable to Alterations of Aquaporins via Inhibiting PKC Activity in the Kidney

et al. 2021

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This study evaluated the anti-ascites effect of total diterpenoids extracted from Euphorbiae Ebracteolatae Radix (TDEE) on malignant ascitic mice and elucidated its underlying mechanism. TDEE was extracted by dichloromethane and subjected to column chromatography. The purity of six diterpenoids isolated from TDEE was determined to be 77.18% by HPLC. TDEE (3 and 0.6 g raw herbs/kg, p.o.) reduced ascites and increased urine output. Meanwhile, analysis of tumor cell viability, cycle and apoptosis indicated that TDEE had no antitumor activity. In addition, the expression levels of aquaporins (AQPs) and the membrane translocation levels of protein kinase C (PKC) α and PKCβ in kidney and cells were measured. TDEE reduced the levels of AQP1–4, and inhibited PKCβ expression in membrane fraction. Four main diterpenoids, except compound 2, reduced AQP1 level in human kidney-2 cells. Compounds 4 and 5 inhibited AQP2–4 expression in murine inner medullary collecting duct cells. The diterpenoid-induced inhibition of AQP1–4 expression was blocked by phorbol-12-myristate-13-acetate (PMA; agonist of PKC). The diterpenoids from TDEE are the main anti-ascites components. The anti-ascites effect of diterpenoids may be associated with alterations in AQPs in the kidneys to promote diuresis. The inhibition of AQP1–4 expression by TDEE is related to the inhibition of PKCβ activation.

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Diterpenoids from the roots of Euphorbia ebracteolata and their anti-tuberculosis effects

Cited by 26 publications

References 27 publications

Antimicrobial Diterpenes: Recent Development From Natural Sources

Antimicrobial Diterpenes: Recent Development From Natural Sources

Aromatic Rosane-type Diterpenoid with Lipase Inhibitory Effect from Euphorbia ebracteolata and Chemotaxonomic Significance of Diterpenoids

Anti-Malignant Ascites Effect of Total Diterpenoids from Euphorbiae ebracteolatae Radix Is Attributable to Alterations of Aquaporins via Inhibiting PKC Activity in the Kidney

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