Triterpenoids from Anchusa italica and their protective effects on hypoxia/reoxygenation induced cardiomyocytes injury

Hu, Bei-Chen; Zheng, Mengzhu; Zhang, Ruoyu; Li, Mingxue; Bao, Fengyan; Li, Hua; Chen, Lixia

doi:10.1016/j.bioorg.2020.103714

Cited by 9 publications

(7 citation statements)

References 23 publications

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“…The signal of C-28 has shifted 5.83 ppm to a high field, suggesting that the C-28 hydroxyl group was glycosylated. Based on the NMR spectrum and analysis, metabolite 9 was identical to those reported for 28- O -β-D-glucopyranosy-maslinic acid …”

Section: Resultssupporting

confidence: 65%

“…and Potentilla (Potentilla freyniana Bornm. ). , Thus, microbial transformation is a safe, convenient, and rapid method to obtain novel and various structures.…”

Section: Resultsmentioning

confidence: 99%

“…Based on the NMR spectrum and analysis, metabolite 9 was identical to those reported for 28-O-β-Dglucopyranosy-maslinic acid. 30 Dietary components can be metabolized into a variety of derivatives by microorganisms with diverse structures and biological activities. In this research, hydroxylated sites on the skeleton of PTs include C-1, C-7, C-15, C-21, C-23, and C-29.…”

Section: ■ Materials and Methodsmentioning

confidence: 99%

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Microbial Transformation of Maslinic Acid for Potential Food Supplements against Sterile Inflammation

Wang

Shen

Jiang

et al. 2023

ACS Food Sci. Technol.

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The microbial transformation of maslinic acid (MA) was investigated for the screening of potential metabolites as anti-inflammatory food supplements. Six novel and two known metabolites were obtained. In the bioassay of lipopolysaccharide and high mobility group box-1 protein (HMGB1) stimulated nitric oxide production in RAW 264.7 cells, it was surprising to see that most of the metabolites showed selective inhibitory effects on the HMGB1 model. Among them, metabolites 6 (2α,3β,7β,21βtetrahydroxy-olean-12-en-28-oic acid) and 8 (2α,3β,23-trihydroxy-olean-12-en-28,29-dioic acid) exhibited the IC 50 values of 10.77 ± 2.87 and 11.52 ± 1.09 μM, respectively. Molecular docking further revealed the newly introduced hydroxyl groups on C-21/C-23 and a carboxyl group on C-29 via biotransformation may interact with the amino residue of Ser12, Lys39, and Glu43 in HMGB1. Thus, biotransformation of MA or related extracts would provide an applicable routine for obtaining dietary supplements that selectively target damage-associated molecular patterns that stimulate sterile inflammation.

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Section: Resultssupporting

confidence: 65%

“…and Potentilla (Potentilla freyniana Bornm. ). , Thus, microbial transformation is a safe, convenient, and rapid method to obtain novel and various structures.…”

Section: Resultsmentioning

confidence: 99%

Section: ■ Materials and Methodsmentioning

confidence: 99%

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Microbial Transformation of Maslinic Acid for Potential Food Supplements against Sterile Inflammation

Wang

Shen

Jiang

et al. 2023

ACS Food Sci. Technol.

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“…A previous study reported a new oleanolic-type triterpene glycoside, 3β,21β-21-[(β-D-glucopyranosyl-(1→2)β-D-glucopyranosyl)oxy]-3-hydroxyolean-12-en-28-oic acid (24) as well as five analogs: oleanazuroside 1 (25), oleanazuroside 2 (21), 24-hydroxytormentic acid ester glucoside (26), 24-epi-pinfaensin (27), and oleanolic acid 3-O-α-L-arabinoside (28) from the extract of A. italica whole plant [128]. Other triterpenoids isolated from A. italica aerial parts including oleanazuroside 2 (21), anchusosid-5 (29), anchusosid-8 (30), anchusosid-9 (30), anchusosid-11 (32), ursolazuroside 1 (22) and 2 (23), euscaphic acid (33), officinoterpenoside B (34), maslinic acid (35), sweriyunnanoside A (36), sericoside (37), ziyu-glycoside (38), 24-epi-pinfaensin (27), and 24-epi-nigaichigoside F1 (39) [129]. Two separate studies investigating the chemical composition of A. strigosa root resulted in the discovery of several triterpenes.…”

Section: Terpenoidsmentioning

confidence: 99%

“…In particular, seven caffeoylquinic acid (CQA) compounds were identified in Ch. coronarium and identified as 5-O-caffeoylquinic acid (123), 3-Ocaffeoylquinic acid (124), 3,4-di-O-caffeoylquinic acid (125), 4-O-caffeoylquinic acid (126), 1,5-di-O-caffeoylquinic acid (127), 3,5-di-O-caffeoylquinic acid (128), and 4,5-di-Ocaffeoylquinic acid (129) [158]. Additionally, Ch.…”

Section: Phenolic Acids Lignans and Coumarinsmentioning

confidence: 99%

Exploring the Biological and Phytochemical Potential of Jordan’s Flora: A Review and Update of Eight Selected Genera from Mediterranean Region

Alruwad,

Salah El Dine,

Gendy

et al. 2024

Molecules

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Jordan’s flora is known for its rich diversity, with a grand sum of 2978 plant species that span 142 families and 868 genera across four different zones. Eight genera belonging to four different plant families have been recognized for their potential natural medicinal properties within the Mediterranean region. These genera include Chrysanthemum L., Onopordum Vaill. Ex. L., Phagnalon Cass., and Senecio L. from the Asteraceae family, in addition to Clematis L. and Ranunculus L. from the Ranunculaceae family, Anchusa L. from the Boraginaceae family, and Eryngium L. from the Apiaceae family. The selected genera show a wide variety of secondary metabolites with encouraging pharmacological characteristics including antioxidant, antibacterial, cytotoxic, anti-inflammatory, antidiabetic, anti-ulcer, and neuroprotective actions. Further research on these genera and their extracts will potentially result in the formulation of novel and potent natural pharmaceuticals. Overall, Jordan’s rich flora provides a valuable resource for exploring and discovering new plant-based medicines.

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Phytochemical Profiling, Acute Toxicity, and Hepatoprotective Effects of Anchusa Limbata in Thioacetamide‐Induced Liver Cirrhosis in Rats

Abdul‐Aziz Ahmed,

Jabbar,

Raouf

et al. 2024

Food Science & Nutrition

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Evaluation of Anchusa species of the family Boraginaceae during previous investigations determined numerous therapeutic potentials against inflammatory‐related diseases. The present study evaluates the phytochemical, acute toxicity, and hepatoprotective effects of methanolic extracts of Anchusa limbata (MEAL) against thioacetamide (TAA)‐induced liver injury in rats. The phytochemical profiling of MEAL followed a Folin–Ciocalteu and 10% AlCl3 procedure using a spectrophotometer. Thirty rats were divided into 5 groups: Normal (A) and TAA control rats (B) treated orally with daily 10% tween 20; reference rats (C) received daily oral dose of 50 mg/kg silymarin; (D and E) rats received daily doses of 250 and 500 mg/kg MEAL, respectively. In addition, group B‐E received 3 injections of 200 mg/kg TAA weekly for 60 days. The phytochemical profiling showed increased polyphenolic (129.2 mg gallic acid equivalent/g) and flavonoid (105.3 mg quercetin equivalent/g extract) contents in MEAL. The TAA intraperitoneal injection caused significant hepatic dysfunctionality (lowered total protein, 54.7 g/L; albumin levels, 7.8 g/L), hepatotoxicity, and necrotized cell proliferation. TAA hepatotoxicity resulted in an increased expression of proliferating cell nuclear antigen (PCNA), TGF‐β1 tissue expression, liver enzymatic leakage, and oxidative stress biomarkers, while it reduced pro‐apoptotic Bcl‐2–associated X protein (Bax) proteins and inflammatory mediators (TNF‐α and IL‐6) and increased IL‐10. Conversely, MEAL treatment ameliorated the TAA‐induced hepatotoxicity and restored liver functions. The present hepatoprotectives of MEAL could be attributed to its increased polyphenolic and flavonoid contents, which require further isolation and identification of molecules underlying such therapeutic actions.

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Triterpenoids from Anchusa italica and their protective effects on hypoxia/reoxygenation induced cardiomyocytes injury

Cited by 9 publications

References 23 publications

Microbial Transformation of Maslinic Acid for Potential Food Supplements against Sterile Inflammation

Microbial Transformation of Maslinic Acid for Potential Food Supplements against Sterile Inflammation

Exploring the Biological and Phytochemical Potential of Jordan’s Flora: A Review and Update of Eight Selected Genera from Mediterranean Region

Phytochemical Profiling, Acute Toxicity, and Hepatoprotective Effects of Anchusa Limbata in Thioacetamide‐Induced Liver Cirrhosis in Rats

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