Isolation, structure elucidation and enzyme inhibition studies of a new hydroxy ester and other compounds from<i>Berberis jaeschkeana</i>Schneid stem

Alamzeb, Muhammad; Khan, Muhammad Rafiullah; Mamoon-Ur-Rashid,; Ali, Saqib; Khan, Ashfaq Ahmad

doi:10.1080/14786419.2014.1000321

Cited by 9 publications

(3 citation statements)

References 14 publications

(6 reference statements)

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“…Using maceration and methanol techniques for Berberis aetnensis and Berberis libanotica extraction yields were 8.9 and 7.6%, respectively, as specified by Bonesi [83]. Likewise, for Berberis jaeschkeana a 4.5% extraction yield was described when using maceration with methanol [84]. For Berberis darwinii yields were 9.5 and 1.5% by maceration and infusion using methanol and water respectively [85].…”

Section: Extraction and Fractionationmentioning

confidence: 99%

Preliminary Phytochemical Analysis of Berberis goudotii Triana & Planch. ex Wedd. (Berberidaceae) with Anticariogenic and Antiperiodontal Activities

et al. 2019

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Berberis goudotii is an endemic Colombian plant found in the paramo ecosystem. It has been used in food preparation and as a medicinal plant for diverse treatments. Additionally, it is used as a mouthwash to strengthen the gums and combat throat irritations and periodontitis. The present research evaluated Berberis goudotii aerial parts extract and fractions antimicrobial activities. Ultrasonic-assisted extraction was used to attain total ethanol-water extract. Solid-liquid fractionation was used to obtain hexane fraction. The residue was dispersed in water and liquid-liquid fractionation was carried-out to acquire dichloromethane, butanol and water fractions. Preliminary phytochemical analysis was performed on total extract and phenol, polyphenol, flavonoid, and proanthocyanidin, while tannin content was quantified. Antimicrobial activity assessment was performed by agar diffusion method using disks and wells employing Ceftazidime as a positive control against Streptococcus mutans, Streptococcus sobrinus, Lactobacillus acidophilus, Lactobacillus casei, Porphyromonas gingivalis, Prevotella intermedia and Fusobacterium nucleatum. Antimicrobial activity was determined as relative percentage inhibition (RPI), minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC). Phenols (92.5 ± 7.7 mg GA/10 g), polyphenols (87.7 ± 8.1 mg PG/10 g) and tannins (44.1 ± 4.3 mg PG/10 g) were among the highest secondary metabolites observed. Total extract presented an MBC of 1.0 µg/µL against cariogenic bacteria (Streptococcus mutans and Streptococcus sobrinus) and 0.12 µg/µL against bacteria associated with periodontal disease (Porphyromonas gingivalis, Prevotella intermedia and Fusobacterium nucleatum). Butanol and hexane fractions showed antiperiodontal activity with MBC of 0.12 and 1.0 µg/µL, respectively. In conclusion, Berberis goudotii total extract demonstrated antimicrobial activity against cariogenic and periodontal microorganisms, on the other hand, hexane and butanol fractions displayed antiperiodontal activity.

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Section: Extraction and Fractionationmentioning

confidence: 99%

Preliminary Phytochemical Analysis of Berberis goudotii Triana & Planch. ex Wedd. (Berberidaceae) with Anticariogenic and Antiperiodontal Activities

et al. 2019

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“…brucei effectively. 32 Molecular docking analyses showed that bisbenzylisoquinoline alkaloids (BBIQ) possessed certain structural motifs (extensive van der Waals interactions and hydrogen bonding) that could exhibit the best binding properties with multiple T. brucei drug targets (trypanothione reductase, rhodesain, farnesyl diphosphate synthase, and triosephosphate isomerase). 33 Thus, we have evaluated curine derivatives 1−4 against the druggable protein targets of T. brucei from the Protein Data Bank (PDB).…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Effect of Temperature on ¹H NMR Spectra, Antitrypanosomal Activity, Conformational Analysis, and Molecular Docking of Curine Derivatives from Berberis brevissima

et al. 2020

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The ethanolic root extract of Berberis brevissima afforded a new bisbenzylisoquinoline alkaloid, 13-nitrochondrofoline (2), and two known bisbenzylisoquinoline alkaloids, chondrofoline (1) and curine (4). The acetylation of chondrofoline (1) gave O-acetylchondrofoline (3). The dimeric structures of 1 and 2 were studied through variabletemperature 1 H NMR spectroscopy at 25, 40, 60, and 80 °C and conformational analysis, using density functional theory employing the M06-2X functional and the 6-31G* basis set. The in vitro antitrypanosomal activity of compounds 1, 2, 3, and 4 against Trypanosoma brucei showed significant potential with MIC values of 2.6, 2.2, 2.3, and 3.8 μM, respectively. Molecular docking evaluation of alkaloids 1, 2, 3, and 4 against known T. brucei protein targets revealed T. brucei phosphodiesterase B1 to be the preferred target. The docking energies of the alkaloids with Tb6PGL (PDB 3EB9) ranged from −88.8 to −106.0 kJ/mol and was comparable to the cocrystallized ligand, citrate (E dock = −78.3 kJ/mol). It seems reasonable that the curine alkaloids may compete with the natural substrates for these protein targets and serve as leads in designing and developing more potent and selective drugs against T. brucei.

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“…Berberine (WA1), palmatine (WA2), and 8-trichloromethyl dihydroberberine (WA3) used in this investigation were extracted from B. glaucocarpa Stapf, and the spectroscopic results agree with previously published literature. 32 Streptozotocin, Tween-80, α-glucosidase, and substrate (p-nitrophenylα-D-glucopyranoside) were bought from Sigma-Aldrich in Germany. The local pharmaceutical company provided the glibenclamide.…”

Section: Methodsmentioning

confidence: 99%

Beneficial Effects of Natural Alkaloids from Berberis glaucocarpa as Antidiabetic Agents: An In Vitro, In Silico, and In Vivo Approach

Alamzeb,

Shah,

Hussain

et al. 2024

ACS Omega

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Diabetes, also known as diabetes mellitus (DM), is a metabolic disorder characterized by an abnormal rise in blood sugar (glucose) levels brought on by a complete or partial lack of insulin secretion along with corresponding changes in the metabolism of lipids, proteins, and carbohydrates. It has been reported that medicinal plants play a pivotal role in the treatment of various ailments such as diabetes mellitus, dyslipidemia, and hypertension. The current study involved exploring the acute toxicity and in vivo antidiabetic activity of berberine (WA1), palmatine (WA2), and 8trichloromethyl dihydroberberine (WA3) previously isolated from Berberis glaucocarpa Stapf using a streptozotocin (STZ)-induced diabetic rat model. Body weight and blood glucose level were assessed on a day interval for 4 weeks. Biochemical parameters, antioxidant enzymes, and oxidative stress markers were also determined. In an acute toxicity profile, the WA1, WA2, and WA3 were determined to be nontoxic up to 500 mg/kg (b.w). After the second and third weeks of treatment (14 and 21 days), the blood glucose levels in the WA1-, WA2-, and WA3-treated groups were significantly lower than those in the diabetic control group (476.81 ± 8.65 mg/dL, n = 8, P < 0.001). On the 21st day, there was a decrease in the blood glucose level and the results obtained were 176.33 ± 4.69, 197.21 ± 4.80, and 161.99 ± 4.75 mg/dL (n = 8, P < 0.001) for WA1, WA2, and WA3 at 12 mg/kg, respectively, as opposed to the diabetic control group (482.87 ± 7.11 mg/dL, n = 8, P < 0.001). Upon comparison with the diabetic group at the end of the study (28 days), a substantial drop in the glucose level of WA3 at 12 mg/kg (110.56 ± 4.11 mg/dL, n = 8, P < 0.001) was observed that was almost near the values of the normal control group. The treated groups (WA1, WA2, and WA3) treated with the samples displayed a significant decline in the levels of HbA1c. Treatment of the samples dramatically lowered the lipid level profile. In groups treated with samples, plasma levels of triglycerides, total cholesterol, and LDL were significantly lowered [F (5, 42) = 100.6, n = 8, P < 0.001]; these levels were also significantly decreased [F (5, 42) = 129.6 and 91.17, n = 8, P < 0.001]. In contrast to the diabetes group, all treated groups had significantly higher HDL levels [F (5, 42) = 15.46, n = 8, P < 0.001]. As a result, hypolipidemic activity was anticipated in the samples. In addition to that, the activity of the antioxidant enzymes superoxide dismutase (SOD) and catalase (CAT) was considerably elevated in the groups treated with the sample compared to the diabetic control group (n = 8, P < 0.001).

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Isolation, structure elucidation and enzyme inhibition studies of a new hydroxy ester and other compounds fromBerberis jaeschkeanaSchneid stem

Cited by 9 publications

References 14 publications

Preliminary Phytochemical Analysis of Berberis goudotii Triana & Planch. ex Wedd. (Berberidaceae) with Anticariogenic and Antiperiodontal Activities

Preliminary Phytochemical Analysis of Berberis goudotii Triana & Planch. ex Wedd. (Berberidaceae) with Anticariogenic and Antiperiodontal Activities

Effect of Temperature on ¹H NMR Spectra, Antitrypanosomal Activity, Conformational Analysis, and Molecular Docking of Curine Derivatives from Berberis brevissima

Beneficial Effects of Natural Alkaloids from Berberis glaucocarpa as Antidiabetic Agents: An In Vitro, In Silico, and In Vivo Approach

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Isolation, structure elucidation and enzyme inhibition studies of a new hydroxy ester and other compounds fromBerberis jaeschkeanaSchneid stem

Cited by 9 publications

References 14 publications

Preliminary Phytochemical Analysis of Berberis goudotii Triana & Planch. ex Wedd. (Berberidaceae) with Anticariogenic and Antiperiodontal Activities

Preliminary Phytochemical Analysis of Berberis goudotii Triana & Planch. ex Wedd. (Berberidaceae) with Anticariogenic and Antiperiodontal Activities

Effect of Temperature on 1H NMR Spectra, Antitrypanosomal Activity, Conformational Analysis, and Molecular Docking of Curine Derivatives from Berberis brevissima

Beneficial Effects of Natural Alkaloids from Berberis glaucocarpa as Antidiabetic Agents: An In Vitro, In Silico, and In Vivo Approach

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Effect of Temperature on ¹H NMR Spectra, Antitrypanosomal Activity, Conformational Analysis, and Molecular Docking of Curine Derivatives from Berberis brevissima