Five New Pregnane Glycosides from Gymnema sylvestre and Their α-Glucosidase and α-Amylase Inhibitory Activities

Kiệm, Phan Văn; Yến, Dương Thị Hải; Hùng, Nguyễn Văn; Nhiệm, Nguyễn Xuân; Tài, Bùi Hữu; Trang, Đỗ Thị; Yến, Phạm Hải; Ngoc, Tran Minh; Minh, Châu Văn; Park, Seon Ju; Lee, Jae Hyuk; Kim, Sun Yeou; Kim, Seung Hyun

doi:10.3390/molecules25112525

Cited by 16 publications

(12 citation statements)

References 18 publications

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“…This compound also showed anti-obesity action on high fat diet fed rats due to its favorable effect on energy expenditure [24]. In addition, a recent study revealed that, five novel pregnane glycosides, derived from the ethanol extract of the stem of Gymnema sylvestre, and named gymsylosides A-E exhibited α-amylase and α-glucosidase inhibitory activities [42].…”

Section: Discussionmentioning

confidence: 99%

Marsectohexol and other pregnane phytochemicals derived from Gongronema latifolium as α-amylase and α-glucosidase inhibitors: in vitro and molecular docking studies

et al. 2020

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This study employed in vitro and in silico techniques to screen isolated pregnane phytochemicals (P1-P4), as well as their source pregnane-rich chromatographic fractions, which were derived from Gongronema latifolium Benth (GLB), for their inhibitory potentials against α-amylase, α-glucosidase, and sucrase enzyme activities. The results show that, most pregnane-rich chromatographic fractions and isolated compounds exhibited good inhibitory activities against α-amylase, and α-glucosidase enzymes. Among the isolated compounds, marsectohexol (P2) is the most favourable structure that showed inhibition against α-amylase (IC 50 = 3.712 µg/mL) when compared with the reference inhibitor, acarbose ((IC 50 = 15.418 µg/mL). Based on negative and low value of ∆G (Gibb's free energy), docking scores revealed that, marsectohexol has the highest binding affinity (− 8.8 kcal/mol) to human pancreatic α-amylase (HPA) as compared to the standard acarbose (− 8.1 kcal/mol). Marsectohexol and the other phytocompounds were also found to dock into the active site of HPA; interacting with key catalytic amino acid residues (ASP197, GLU233 and ASP300), which are known to involve in the nucleophilic, and the acid/base catalysis of the enzyme. Although, the pregnane phytocompounds have considerable high affinity binding to the human lysosomal α-glucosidase, they interacted with pockets other than the active site. In conclusion, at least, marsectohexol and three other constituent pregnane phytochemicals of GLB are potential inhibitors of the carbohydrate-hydrolyzing enzymes. These compounds may account for the anti-hyperglyceamic and antidiabetic potentials of this food herb.

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Section: Discussionmentioning

confidence: 99%

Marsectohexol and other pregnane phytochemicals derived from Gongronema latifolium as α-amylase and α-glucosidase inhibitors: in vitro and molecular docking studies

et al. 2020

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“…The used characterization techniques are the same as described elsewhere. [14] corresponding soluble fractions and water layer. Ethyl acetate extract (34 g) was separated on a silica gel column, eluting with gradient solvent system of dichloromethane/MeOH (0-100 % volume of methanol) to give 6 fractions, PSE1-PSE6.…”

Section: General Experimental Proceduresmentioning

confidence: 99%

Isolation of lignans and neolignans from Pouzolzia sanguinea with their cytotoxic activity

Nhung

Anh²,

Tài³

et al. 2021

Vietnam Journal of Chemistry

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One lignan (7′S,8′R,8S)‐4,4′‐dihydroxy‐3,3′,5,5′‐tetramethoxy‐7′,9‐epoxylignan‐9′‐ol‐7‐one (1) together with four neolignans (7α,8α)‐dihydrodehydrodiconiferyl alcohol 9‐O‐β‐D‐glucopyranoside (2), (7α,8α)‐dihydrodehydro‐diconiferyl alcohol 9′‐O‐β‐D‐glucopyranoside (3), icariside E3 (4), and icariside E5 (5) were isolated from Pouzolzia sanguinea. Their chemical structures were elucidated by ESI‐MS, NMR spectra, as well as in comparison with the data reported in literature. At concentration of 30 μM, compounds 1‐5 exhibited weak cytotoxic activity with cell viability percentages ranging from 59.9±0.98 % to 84.2±0.98 % and from 77.7±0.81 % to 100.3±0.78 % on CAL27 (oral adenosquamous carcinoma cell) and MDA‐MB‐321 (breast cancer cell) cell lines, respectively.

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“…The used characterization equipments and detailed experimental procedures are the same as described in our published work. [15]…”

Section: General Experimental Proceduresmentioning

confidence: 99%

Iridoids and anthraquinones from the roots of Morinda officinalis

Anh

Minh

Tuan

et al. 2021

Vietnam Journal of Chemistry

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Three iridoids, asperulosidic acid (1), geniposidic acid (2), and galioside (3) and three anthraquinones, 2‐hydroxymethyl‐3‐hydroxyanthraquinone (4), rubiadin‐1‐methyl ether (5), and anthragallol‐2‐methyl ether (6) were isolated from the methanol extract of the Morinda officinalis leaves. Their chemical structures were elucidated by ESI‐MS, 1D‐ and 2D‐NMR spectra and comparison with the data reported in the literature. Galioside (3) was reported from Morinda genus for the first time.

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Five New Pregnane Glycosides from Gymnema sylvestre and Their α-Glucosidase and α-Amylase Inhibitory Activities

Cited by 16 publications

References 18 publications

Marsectohexol and other pregnane phytochemicals derived from Gongronema latifolium as α-amylase and α-glucosidase inhibitors: in vitro and molecular docking studies

Marsectohexol and other pregnane phytochemicals derived from Gongronema latifolium as α-amylase and α-glucosidase inhibitors: in vitro and molecular docking studies

Isolation of lignans and neolignans from Pouzolzia sanguinea with their cytotoxic activity

Iridoids and anthraquinones from the roots of Morinda officinalis

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