Glyphaeaside C- enriched extract of Glyphaea brevis restored the antioxidant and reproductive integrity of 1,4-Dinitrobenzene-intoxicated rats

Olugbodi, Janet Olayemi; Olaleye, Mary Tolulope; Mostafa‐Hedeab, Gomaa; Alqarni, Mohammed; Ilesanmi, Omotayo B.; Batiha, Gaber El‐Saber; Akinmoladun, Afolabi Clement

doi:10.1016/j.biopha.2021.112359

Cited by 3 publications

(3 citation statements)

References 36 publications

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“…Augmentation of AD through inhibition of ADA and ADK may enhance the clinical results in Covid-19 patients. This can be attained via its immunosuppressive and anti-inflammatory effects, especially in the late phase, to counteract the exaggerated immune response that usually occurs in this phase of the disease [ 19 , 20 ]. However, the immunosuppressive effect mediated by AD may affect viral clearance and increase viral replication in the initial phase of infection as ADA controls the negative impact of AD on the immune cells and immune response [ 21 ].…”

Section: Adenosinergic Pathway and Dip In Covid-19mentioning

confidence: 99%

Dipyridamole and adenosinergic pathway in Covid-19: a juice or holy grail

Al-Kuraishy

Al-Gareeb

Elekhnawy

et al. 2022

Egypt J Med Hum Genet

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Background Coronavirus disease 2019 (Covid-19) is an infectious worldwide pandemic triggered by severe acute respiratory coronavirus 2 (SARS-CoV-2). This pandemic disease can lead to pro-inflammatory activation with associated acute lung injury and acute respiratory distress syndrome. Main body of the abstract SARS-CoV-2 infection is linked with inhibition of adenosine and activation of phosphodiesterase. Dipyridamole (DIP) is a nucleoside transport and phosphodiesterase inhibitor so that it may potentially affect SARS-CoV-2 infection and its accompanying inflammations. Therefore, the primary objective of this mini-review study was to elucidate the potential beneficial impacts of DIP on the adenosinergic pathway in Covid-19. A systemic search was done using online databases with relevant keywords. The findings of the present study illustrated that DIP directly or indirectly, through augmentation of adenosine and inhibition of phosphodiesterase, mitigates Covid-19 outcomes. Conclusion Our study concluded that DIP has a potential therapeutic effect in the management and treatment of Covid-19. This could be attained either directly, through anti-SARS-CoV-2, anti-inflammatory, and anti-platelets properties, or indirectly, through augmentation of extracellular adenosine, which has anti-inflammatory and immune-regulatory effects. However, extensive randomized clinical trials, and clinical and prospective research in this area are required to demonstrate the safety and therapeutic efficacy of DIP and adenosine modulators in the treatment of Covid-19.

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Section: Adenosinergic Pathway and Dip In Covid-19mentioning

confidence: 99%

Dipyridamole and adenosinergic pathway in Covid-19: a juice or holy grail

Al-Kuraishy

Al-Gareeb

Elekhnawy

et al. 2022

Egypt J Med Hum Genet

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“…Our previous phytochemical investigation of the stem bark of the roots of G. brevis resulted in the identification and structural elucidation of the potent glucosidase inhibitors phenyalkyl iminosugars [10] (Gossan et al, 2014). In a recent study, the results of Olugbodi et al (2022) indicated that Glyphaeaside C-enriched extract of Glyphaea brevis leaf enhanced the fertility by the quality of semen and improved the functional capabilities of spermatozoa [11].…”

Section: Introductionmentioning

confidence: 99%

Flavonoid Glycosides from the Leaves of <i>Glyphaea brevis</i>

Yao-Kouassi¹,

Gossan²,

Magid³

et al. 2022

OJAppS

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A new flavonoid, acacetin-7-O-β-D-glucopyranosyl-(1 → 2)-β-D-glucuronopyranoside (1), together with four known flavonoids, apigenin-7-O-β-Dglucopyranosyl-(1 → 2)-β-D-glucuronopyranoside (2), acacetin (3), acacetin-7-O-β-D-glucuronide (4) and genkwanin-5-O-primveroside (5) were isolated from the leaves of Glyphaea brevis. Their structures were elucidated by spectroscopic techniques. The isolated compounds (1 -5) were tested for their antioxidant activity using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging assay. The tested compounds showed slight negative antioxidant activities against DPPH radicals.

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“…In a previous publication, we corrected the structure of glyphaeaside C via the synthesis of the 6- C -alkylated DMDP derivative 11 , consequently rationalizing the inhibitory activity of the natural product against almond β-glucosidase and snail β-mannosidase as being consistent with that of several DMDP-based broussonetine alkaloids, − although the absolute configuration of the natural product could not be conclusively determined. In this work, we report the synthesis and glycosidase inhibitory activities of the originally purported structure of glyphaeaside C ( 10 ) and related α-1- C -alkylated DNJ derivatives to investigate their glycosidase inhibitory activities and to document their spectroscopic data, making future isolation studies, structure elucidations, and biological assays and SAR analysis more reliable . We also put forward the most likely absolute configuration of natural glyphaeaside C based on glycosidase inhibitory activity data recently reported of similar synthetic derivatives and propose revisions to the structures of the A- and B-type glyphaeasides based on analysis of their reported NMR spectroscopic data in light of the structural corrections made to glyphaeaside C.…”

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Synthesis of the Purported Structure of Glyphaeaside C and Proposed Revisions to the Structures of the Glyphaeaside Alkaloids

2023

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The 10 glyphaeaside alkaloids isolated from the roots of Glyphaea brevis were originally purported as piperidine-based 1-C-alkylated iminosugars, with the A-, B-, and C-type glyphaeasides bearing l-DFJ, DGJ, and DNJ ring configurations, respectively. Subsequent investigations have revealed glyphaeaside C as being a pyrrolidine-based iminosugar with a DMDP ring configuration via total synthesis of the revised structure. In this work, side chain diastereomers of the originally purported structure of glyphaeaside C (10) and two related α-1-C-alkylated DNJ derivatives were synthesized from a common precursor, which was prepared in turn via stereoselective Grignard addition to a protected d-glycosylamine, followed by a reductive amination–cyclization sequence. Glycosidase inhibitory activity studies revealed general structure 10 as having potent inhibition against various α-glucosidases and weak inhibition against almond β-glucosidase in agreement with similar DNJ-based iminosugars and in contrast to natural glyphaeaside C, suggesting that the (1,2-dihydroxy-3-phenyl)propyl moiety does not play a particularly vital role in the inhibitory modes of action of either compound. Furthermore, the absolute configuration of natural glyphaeaside C was proposed as that of d-DMDP, and the structures of the A- and B-type glyphaeasides were revised as 1-deoxy-DALDP and DALDP derivatives, respectively, based on interpretation of their reported NMR spectroscopic data.

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Glyphaeaside C- enriched extract of Glyphaea brevis restored the antioxidant and reproductive integrity of 1,4-Dinitrobenzene-intoxicated rats

Cited by 3 publications

References 36 publications

Dipyridamole and adenosinergic pathway in Covid-19: a juice or holy grail

Dipyridamole and adenosinergic pathway in Covid-19: a juice or holy grail

Flavonoid Glycosides from the Leaves of <i>Glyphaea brevis</i>

Synthesis of the Purported Structure of Glyphaeaside C and Proposed Revisions to the Structures of the Glyphaeaside Alkaloids

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Glyphaeaside C- enriched extract of Glyphaea brevis restored the antioxidant and reproductive integrity of 1,4-Dinitrobenzene-intoxicated rats

Cited by 3 publications

References 36 publications

Dipyridamole and adenosinergic pathway in Covid-19: a juice or holy grail

Dipyridamole and adenosinergic pathway in Covid-19: a juice or holy grail

Flavonoid Glycosides from the Leaves of &lt;i&gt;Glyphaea brevis&lt;/i&gt;

Synthesis of the Purported Structure of Glyphaeaside C and Proposed Revisions to the Structures of the Glyphaeaside Alkaloids

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Flavonoid Glycosides from the Leaves of <i>Glyphaea brevis</i>