Phytochemical Investigation of the Leaves of Tetracera scandens Linn. and In Vitro Antidiabetic Activity of Hypoletin

Ahmed, Qamar Uddin; Umar, Abdulrashid; Taher, Muhammad; Susanti, Deny; Amiroudine, Mohamed Zaffar Ali Mohamed; Latip, Jalifah

doi:10.1007/978-981-287-077-3_71

Cited by 3 publications

(6 citation statements)

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“…Hypolaetin (3 ′ ,4 ′ ,5,7,8-Pentahydroxyflavone (8-Hydroxyluteolin)) . 1 H-NMR (600 MHz, Acetone-d 6 , δ (ppm)): 6.27 (1H, s, H-6), 6.59 (1H, s, H-3), 6.90 (1H, d, J = 2.4 Hz, H-2′), 7.43 (1H, d, J = 2.4 Hz, H-5′), 7.46 (1H, dd, J = 2.4, 2.4 Hz, H-6′), 8.77 (1H, s, OH-4′), 9.52 (1H, s, OH-3′), 10.64 (1H, s, OH-7), 9.98 (1H, s, OH-8), 12.37 (1H, s, OH-5) [ 24 ].…”

Section: Resultsmentioning

confidence: 99%

“…Kaempferol (4 ′ ,3,5,7-Tetrahydroxyflavone) . 1 H-NMR (600 MHz, Acetone-d 6 , δ (ppm)): 6.27 (1H, d, J = 1.8 Hz, H6), 6.54 (1H, d, J = 1.8 Hz, H-8), 7.02 (2H, dd, J = 2.4, 9 Hz, H-3′, 5′), 8.16 (2H, dd, J = 1.8, 8.4 Hz, H-2′,6′), 12.17 (1H, s, OH-5) [ 24 ].…”

Section: Resultsmentioning

confidence: 99%

“…Quercetin (3,3 ′ ,4 ′ ,5,7-Pentahydroxyflavone) . 1 H-NMR [600 MHz, Acetone-d 6 , δ (ppm)]: 6.28 (d, J = 2.4 Hz, 1H, H-6), 6.53 (d, J = 1.8, 1H, H-8), 7.01 (d, J = 8.6 Hz, 1H, H-5′), 7.71 (dd, J = 2.0, 8.4 Hz, 1H, H-6′), 7.84 (d, J = 2.2 Hz, 1H, H-2′), 12.16 (1H, s, OH-5) [ 24 ].…”

Section: Resultsmentioning

confidence: 99%

“…Ethyl acetate fraction of T. indica leaves MeOH extract using repeated silica gel and sephadex LH 20 column chromatographies afforded three different flavones, namely, wogonin, norwogonin, and techtochrysin. Similar aforesaid method was strictly followed to isolate some desirable already reported flavonoids from the T. scandens leaves MeOH extract that afforded two flavones (hypolaetin and isoscutellarein) and two flavonols (kaempferol and quercetin) after repeated silica gel and sephadex LH 20 column chromatographies and recrystallization techniques [ 24 ]. These compounds structures were characterized by spectroscopic analysis (NMR, IR, UV, and mass spectrometry).…”

Section: Methodsmentioning

confidence: 99%

“…(family Dilleniaceae) have been reported to contain rich amount of flavonoids [ 8 , 21 – 23 ]. T. indica commonly known as akar mempelas paya and T. scandens commonly known as mempelas kasar are traditionally used to manage diabetes mellitus in different parts of Malaysia [ 21 – 24 ]. In this research work, different bioassays were applied to evaluate the antioxidant and antidiabetic activities of flavonoids isolated from T. indica and T. scandens and their semisynthetic and structural analogs.…”

Section: Introductionmentioning

confidence: 99%

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Antioxidant and Antidiabetic Effects of Flavonoids: A Structure-Activity Relationship Based Study

Sarian

Ahmed

So’ad

et al. 2017

BioMed Research International

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257

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The best described pharmacological property of flavonoids is their capacity to act as potent antioxidant that has been reported to play an important role in the alleviation of diabetes mellitus. Flavonoids biochemical properties are structure dependent; however, they are yet to be thoroughly understood. Hence, the main aim of this work was to investigate the antioxidant and antidiabetic properties of some structurally related flavonoids to identify key positions responsible, their correlation, and the effect of methylation and acetylation on the same properties. Antioxidant potential was evaluated through dot blot, 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging, ABTS+ radical scavenging, ferric reducing antioxidant power (FRAP), and xanthine oxidase inhibitory (XOI) assays. Antidiabetic effect was investigated through α-glucosidase and dipeptidyl peptidase-4 (DPP-4) assays. Results showed that the total number and the configuration of hydroxyl groups played an important role in regulating antioxidant and antidiabetic properties in scavenging DPPH radical, ABTS+ radical, and FRAP assays and improved both α-glucosidase and DPP-4 activities. Presence of C-2-C-3 double bond and C-4 ketonic group are two essential structural features in the bioactivity of flavonoids especially for antidiabetic property. Methylation and acetylation of hydroxyl groups were found to diminish the in vitro antioxidant and antidiabetic properties of the flavonoids.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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