Synthesis and evaluation of pharmacological activities of some 3-O-benzyl-4-C-(hydroxymethyl)-1, 2-O-isopropylidene-α-D-ribofuranose derivatives as potential anti-inflammatory agents and analgesics

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Rahman Fahad Imtiaz; Hussain Fahad; Saqueeb Nazmus; Abdur Rahman S.M.

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Journal: RESEARCH IN PHARMACEUTICAL SCIENCES (RPS) Year:2020 | Volume:15 | Issue:3 Page(s): 209-217

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Title

Synthesis and evaluation of pharmacological activities of some 3-O-benzyl-4-C-(hydroxymethyl)-1, 2-O-isopropylidene-α-D-ribofuranose derivatives as potential anti-inflammatory agents and analgesics

Author(s)

Rahman Fahad Imtiaz | Hussain Fahad | Saqueeb Nazmus | Abdur Rahman S.M. | Issue Writer Certificate

Keywords

-D-ribofuranose

Anti-inflammatory

Anti-nociception

Cytotoxicity

Modified derivatives

Abstract

Background and purpose: α;-D-ribofuranose analogues are reported to have multifarious biological properties such as analgesic, Anti-inflammatory, and antiviral activities. The present study aims to synthesize some α;-D-ribofuranose derivatives and investigate their biological properties. Experimental approach: Four derivatives (2a, 2b, 3, and 4) were synthesized from the starting material 3-O-benzyl-4-C-(hydroxymethyl)-1, 2-O-isopropylidene-α;-D-ribofuranose via subsequent benzylation, tosylation, and acetylation reactions in good yields. The compounds were confirmed by spectroscopic methods such as Fourier-transform infrared (FTIR) and proton nuclear magnetic resonance (1HNMR), and then evaluated for various pharmacological activities using standard in vitro and in vivo procedures. Findings / Results: Compound 2a (50 mg/kg) exhibited both central and peripheral analgesic activity in the tail immersion test (2. 52 ± 0. 14 min tail flicking reaction time after 30 min from administration, P < 0. 001) and the acetic acid-induced writhing test (65. 33 ± 2. 06% reduction in abdominal writhing, P < 0. 001) respectively. In the Anti-inflammatory assay, percent paw edema inhibition of carrageenan-induced rats for compounds 2a and 4 (100 mg/kg) after 4 h of administration were 82. 6% (P < 0. 001) and 87. 6% (P < 0. 001), respectively. The compounds were also tested for antioxidant activity in 2, 2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay, antimicrobial property in disk diffusion assay, and Cytotoxicity in HeLa cell line; however, no significant results were observed in any of those tests. Conclusion and Implications: Our study indicated that some of the synthesized compounds exhibited promising analgesic and Anti-inflammatory effects and may serve as potential lead compounds.

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APA: Copy

Rahman, Fahad Imtiaz, Hussain, Fahad, Saqueeb, Nazmus, & Abdur Rahman, S.M.. (2020). Synthesis and evaluation of pharmacological activities of some 3-O-benzyl-4-C-(hydroxymethyl)-1, 2-O-isopropylidene-α-D-ribofuranose derivatives as potential anti-inflammatory agents and analgesics. RESEARCH IN PHARMACEUTICAL SCIENCES (RPS), 15(3), 209-217. SID. https://sid.ir/paper/318514/en

Vancouver: Copy

Rahman Fahad Imtiaz, Hussain Fahad, Saqueeb Nazmus, Abdur Rahman S.M.. Synthesis and evaluation of pharmacological activities of some 3-O-benzyl-4-C-(hydroxymethyl)-1, 2-O-isopropylidene-α-D-ribofuranose derivatives as potential anti-inflammatory agents and analgesics. RESEARCH IN PHARMACEUTICAL SCIENCES (RPS)[Internet]. 2020;15(3):209-217. Available from: https://sid.ir/paper/318514/en

IEEE: Copy

Fahad Imtiaz Rahman, Fahad Hussain, Nazmus Saqueeb, and S.M. Abdur Rahman, “Synthesis and evaluation of pharmacological activities of some 3-O-benzyl-4-C-(hydroxymethyl)-1, 2-O-isopropylidene-α-D-ribofuranose derivatives as potential anti-inflammatory agents and analgesics,” RESEARCH IN PHARMACEUTICAL SCIENCES (RPS), vol. 15, no. 3, pp. 209–217, 2020, [Online]. Available: https://sid.ir/paper/318514/en

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