Two new acylated flavonol glycosides from Mimosa pigra L. leaves sub-family Mimosoideae

Okonkwo, Chinedu Joseph; Njoku, O. U.; Okonkwo, Tochukwu J.N.; Afieroho, Ozadheoghene Eriarie; Proksch, Peter

doi:10.1016/j.fjps.2016.08.003

Cited by 18 publications

(24 citation statements)

References 18 publications

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“…The novel acylated flavanol glycosides myricetin (2- O -galloyl)-3- O -α-L-rhamnopyranoside ( 28 ), quercetin(2- O -galloyl)-3- O -α-L-rhamnopyranoside ( 29 ), myricetin 3- O -α-L-rhamno pyranoside ( 30 ), quercetin 3- O -α-L-rhamnopyranoside ( 31 ) and quercetin 3- O - β -L-arabino pyranoside ( 32 ) were isolated from M. pigra leaves [ 112 ]. Englert et al isolated two novel triterpene glycosides called Z/E-methoxycinnamic ( 33 , 34 ) or an E -cinnamic acid ( 35 ) from the BuOH extract of M. pigra stem bark [ 113 ].…”

Section: Chemical Profiling Of Genus Mimosamentioning

confidence: 99%

Phytochemistry and Diverse Pharmacology of Genus Mimosa: A Review

et al. 2022

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The genus Mimosa belongs to the Fabaceae family and comprises almost 400 species of herbs, shrubs and ornamental trees. The genus Mimosa is found all over the tropics and subtropics of Asia, Africa, South America, North America and Australia. Traditionally, this genus has been popular for the treatment of jaundice, diarrhea, fever, toothache, wound healing, asthma, leprosy, vaginal and urinary complaints, skin diseases, piles, gastrointestinal disorders, small pox, hepatitis, tumor, HIV, ulcers and ringworm. The review covered literature available from 1959 to 2020 collected from books, scientific journals and electronic searches, such as Science Direct, Web of Science and Google scholar. Various keywords, such as Mimosa, secondary metabolites, medicines, phytochemicals and pharmacological values, were used for the data search. The Mimosa species are acknowledged to be an essential source of secondary metabolites with a wide-ranging biological functions, and up until now, 145 compounds have been isolated from this genus. Pharmacological studies showed that isolated compounds possess significant potential, such as antiprotozoal, antimicrobial, antiviral, antioxidant, and antiproliferative as well as cytotoxic activities. Alkaloids, chalcones, flavonoids, indoles, terpenes, terpenoids, saponins, steroids, amino acids, glycosides, flavanols, phenols, lignoids, polysaccharides, lignins, salts and fatty esters have been isolated from this genus. This review focused on the medicinal aspects of the Mimosa species and may provide a comprehensive understanding of the prospective of this genus as a foundation of medicine, supplement and nourishment. The plants of this genus could be a potential source of medicines in the near future.

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Section: Chemical Profiling Of Genus Mimosamentioning

confidence: 99%

Phytochemistry and Diverse Pharmacology of Genus Mimosa: A Review

et al. 2022

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“…The antioxidant activity of C_18 might prove beneficial in SARS-CoV-2 infection as COVID-19 is associated with oxidative stress [ 65 ]. In addition to A. pennata , Quercetin-3- O -α-L-rhamnopyranoside is also found in other plants [ 64 , 66 – 71 ]. Kaempferol 3- O -α-L-rhamnopyranosyl-(1 → 4)-β-D-glucopyranoside (C_4) and isovitexin (C_5) were reported to inhibit cyclooxygenase (COX)-1 and COX-2 enzyme in a COX-1/COX-2- catalyzed prostaglandin biosynthesis assay [ 32 ].…”

Section: Discussionmentioning

confidence: 99%

Computational guided identification of potential leads from Acacia pennata (L.) Willd. as inhibitors for cellular entry and viral replication of SARS-CoV-2

et al. 2021

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Background Coronavirus disease 2019 (COVID-19) caused by severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) started in 2019 and is still an on-going pandemic. SARS-CoV-2 uses a human protease called furin to aid in cellular entry and its main protease (Mpro) to achieve viral replication. By targeting these proteins, scientists are trying to identify phytoconstituents of medicinal plants as potential therapeutics for COVID-19. Therefore, our study was aimed to identify promising leads as potential inhibitors of SARS-CoV-2 Mpro and furin using the phytocompounds reported to be isolated from Acacia pennata (L.) Willd. Results A total of 29 phytocompounds were reported to be isolated from A. pennata. Molecular docking simulation studies revealed 9 phytocompounds as having the top 5 binding affinities towards SARS-CoV-2 Mpro and furin. Among these phytocompounds, quercetin-3-O-α-L-rhamnopyranoside (C_18), kaempferol 3-O-α-L-rhamnopyranosyl-(1 → 4)-β-D-glucopyranoside (C_4), and isovitexin (C_5) have the highest drug score. However, C_18 and C_4 were not selected for further studies due to bioavailability issues and low synthetic accessibility. Based on binding affinity, molecular properties, drug-likeness, toxicity parameters, ligand interactions, bioavailability, synthetic accessibility, structure–activity relationship, and comparative analysis of our experimental findings with other studies, C_5 was identified as the most promising phytocompound. C_5 interacted with the active site residues of SARS-CoV-2 Mpro (GLU166, ARG188, GLN189) and furin (ASN295, ARG298, HIS364, THR365). Many phytocompounds that interacted with these amino acid residues were reported by other studies as potential inhibitors of SARS-CoV-2 Mpro and furin. The oxygen atom at position 18, the –OH group at position 19, and the 6-C-glucoside were identified as the pharmacophores in isovitexin (also known as apigenin-6-C-glucoside). Other in-silico studies reported apigenin as a potential inhibitor of SARS-CoV-2 Mpro and apigenin-o-7-glucuronide was reported to show stable conformation during MD simulations with SARS-CoV-2 Mpro. Conclusion The present study found isovitexin as the most promising phytocompound to potentially inhibit the cellular entry and viral replication of SARS-CoV-2. We also conclude that compounds having oxygen atom at position 18 (C-ring), –OH group at position 19 (A-ring), and 6-C-glucoside attached to the A-ring at position 3 on a C6–C3–C6 flavonoid scaffold could offer the best alternative to develop new leads against SARS-CoV-2.

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“…Mimosa pigra L. (commonly known as giant sensitive plant, bush plant, catclaw mimosa or black mimosa) belongs to the subfamily Mimosoideae, in the lager family Fabaceae of legumes (Leguminosae) [18]. It is native to tropical America and naturalized in tropical Asia.…”

Section: Introductionmentioning

confidence: 99%

“…M. pigra is closely related to Mimosa pudica (common sensitive plant). It can be distinguished from Mimosa pudica by its large size, large pods (6 to 8 cm long as opposed to 2.5 cm long) and leaves, which have 6 to 16 pairs of pinnae as opposed to 1 to 2 pairs on M. pudica leaves [18]. M. pigra L. is a traditional treatment for asthma, diarrhea, typhoid fever, genitourinary tract infections, snakebite, weak heart or weak pulse, hyperglycemia and also for its antimicrobial activity [18][19][20].…”

Section: Introductionmentioning

confidence: 99%

The Methanolic Extract of Mimosa Pigra Leaves Reduces the Severity of Diarrhea as Well as Inhibits the Growth of Diarrhea-Causing Bacteria

Khatun

Barmon

Lopa

et al. 2022

Int J Pharm Pharm Sci

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Objective: Diarrhea is a major global health issue that has become increasingly prevalent in developing countries. In Bangladesh, Mimosa pigra L. is used traditionally for the treatment of diarrhea and also to control infection. Our main objective was to evaluate whether the methanolic extract of Mimosa pigra (MEMP) leaves has the antidiarrheal effect as well as the antibacterial effect against diarrhea-causing bacteria. Methods: The antibacterial potentialities of MEMP leaves were investigated by the disc diffusion method against six Gram-positive and six Gram-negative bacteria at 500 μg/disc. Kanamycin (30 μg/disc) was used as the standard drug. Antidiarrheal activities of leaf extracts were determined at two doses (200 and 400 mg/kg) in a castor oil and magnesium sulfate-induced diarrheal model in mice. The results were evaluated by One-Way Analysis of Variance (ANOVA) followed by Dunnet’s test. **P<0.01 and ***P<0.001 were considered significant compared to control. Results: The MEMP leaves exhibited moderate to potent antimicrobial activity with the zone of inhibition range 11 to 17 mm against diarrhea causing bacteria such as Salmonella paratyphi (16.33 mm), Salmonella typhi (17 mm), Shigella boydii (12 mm), Shigella dysenteriae (12.67 mm) and Escherichia coli (11 mm). Furthermore the severity of diarrhea was significantly reduced (P<0.001) by MEMP leaves at a dose of 400 mg/kg (13±2.16) compared to control (30.25±2.87) by castor oil-induced method. The same dose of the extract also significantly inhibited (P<0.01) the severity of diarrhea (14.75±1.71) compared to control (24±2.16) by magnesium sulfate-induced diarrheal model. The percent inhibition of diarrhea in 3h by MEMP leaves at a dose of 400 mg/kg was 57.02% and 38.54% in castor oil and magnesium sulfate-induced diarrheal model, respectively. Conclusion: Confirmed findings in this study naturally suggested that MEMP leaves could be an effective antibacterial and antidiarrheal formulation.

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Two new acylated flavonol glycosides from Mimosa pigra L. leaves sub-family Mimosoideae

Cited by 18 publications

References 18 publications

Phytochemistry and Diverse Pharmacology of Genus Mimosa: A Review

Phytochemistry and Diverse Pharmacology of Genus Mimosa: A Review

Computational guided identification of potential leads from Acacia pennata (L.) Willd. as inhibitors for cellular entry and viral replication of SARS-CoV-2

The Methanolic Extract of Mimosa Pigra Leaves Reduces the Severity of Diarrhea as Well as Inhibits the Growth of Diarrhea-Causing Bacteria

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