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Polyoxygenated seco-cyclohexenes derivatives from flower and leaf extracts of Desmos cochinchinensis and their ?-glucosidase inhibitory activity.

ABSTRACT: Phytochemical investigations from the flower and leaf extracts of D. cochinchinensis resulted in the isolation and structural elucidation of five new polyoxygenated seco-cyclohexene derivatives, desmoscochinchinenes A-E (1-5), together with 11 known compounds (6-16). The structures on the new compounds were elucidated from their spectroscopic data, including UV, IR, NMR, and HRESITOFMS. Some of the isolated compounds were evaluated for their ?-glucosidase inhibitory activities. Chrysin (9), pinocembrin 7-O-benzoate (12), and (-)-(5R)-desmoscochinoxepinone B (16) inhibited ?-glucosidase better than the standard control (acarbose, IC₅₀ = 83.5 ?M) with IC₅₀ values of 5.7, 33.8, 53.3 ?M, respectively.

SUBMITTER: Suthiphasilp V

PROVIDER: S-EPMC7772550 | biostudies-literature | 2020 Dec

REPOSITORIES: biostudies-literature

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Polyoxygenated seco-cyclohexenes derivatives from flower and leaf extracts of Desmos cochinchinensis and their α-glucosidase inhibitory activity.

Suthiphasilp Virayu V Maneerat Tharakorn T Duangyod Thidarat T Charoensup Rawiwan R Andersen Raymond J RJ Pyne Stephen G SG Laphookhieo Surat S

Heliyon 20201223 12

Phytochemical investigations from the flower and leaf extracts of D. cochinchinensis resulted in the isolation and structural elucidation of five new polyoxygenated seco-cyclohexene derivatives, desmoscochinchinenes A-E (1-5), together with 11 known compounds (6-16). The structures on the new compounds were elucidated from their spectroscopic data, including UV, IR, NMR, and HRESITOFMS. Some of the isolated compounds were evaluated for their α-glu ...[more]

PMID: 33385090

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Project description:BackgroundDiabetes mellitus type II (DMT-2) is a widely spread metabolic disorder both in developed and developing countries. The role of oxidative stress is well established in DMT-2 pathogenesis. The synthetic drugs for DMT-2 are associated with serious side complications. Antioxidant and α-glucosidase inhibitory actions of phytochemicals from various plant species are considered as an alternative to synthetic drugs for DMT-2 management. The present study aimed to evaluate the antioxidant activity, α-glucosidase inhibitory potential and phytochemical profiling of Hyophorbe lagenicaulis.MethodsThe total phenolic and flavonoid contents, in vitro antioxidant activity (α, α-diphenyl-β-picrylhydrazyl (DPPH) free radical scavenging and phosphomolybdenum method) and α-glucosidase inhibition of ultrasonicated hydroethanolic H. lagenicaulis leaf extracts were determined spectrophotometrically. The results of DPPH assay and α-glucosidase inhibition were reported in terms of IC50 value. The phytochemical profiling was accomplished by UHPLC-Q-TOF/MS/MS technique.Results and discussionFindings leaped 60% ethanolic extract as rich fraction regarding total phenolic and flavonoid contents. The 60% ethanolic fraction was a promising source of natural antioxidants and α-glucosidase inhibitory agents as indicated by anti-radical and enzyme inibitory activities. Kaempferol, rutin, hesperetin 5-O-glucoside, kaempferol-coumaroyl-glucoside, luteolin 3-glucoside, Isorhamnetin-3-O-rutinoside, trimethoxyflavone derivatives and citric acid were identified by UHPLC-Q-TOF-MS/MS. These compounds were believed to be responsible for the strong antioxidant and enzyme inhibitory activity of plant extracts. The extensive metabolite profiling of H. lagenicaulis was carried out the first time as never reported previously. The H. lagenicaulis might be an appropriate choice to manage diabetes mellitus in an alternate way. The findings may be further exploited extensively for toxicity evaluation to proceed with functional food development having antidiabetic attributes.

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Polyoxygenated seco-cyclohexenes derivatives from flower and leaf extracts of Desmos cochinchinensis and their ?-glucosidase inhibitory activity.

Publications

Polyoxygenated <i>seco</i>-cyclohexenes derivatives from flower and leaf extracts of <i>Desmos cochinchinensis</i> and their <i>α</i>-glucosidase inhibitory activity.

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