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Abstract

Phytochemical study of the roots of Erythrina senegalensis led to the isolation of a new α-sophoradiol glycoside, erythrinoside (1), together with four known compounds, lupeol (2), α-sophoradiol (3), isoneorautenol (4) and D-mannitol (5). The structures of the compounds were elucidated using spectroscopic data including 1D and 2D NMR, mass spectrometry and by comparison made with some data reported previously; the samples (extracts and compounds) were also subjected to antidiabetic assay. Erythrinoside and isoneorautenol exhibited good α-amylase inhibitory potential of 54.6% and 53.3%, respectively, compared to acarbose (72.5%) at 400 µg/mL. With α-glucosidase, all samples showed promising inhibition percentages above 50% at 200 µg/mL. In the α-glucosidase assay, the ethyl acetate extract (65.5%), methanol extract (72.1%), erythrinoside (63.3%) and isoneorautenol (66.0%) had percentage inhibitions closer to that of acarbose (69.0%) at 200 µg/mL. The methanol extract (IC₅₀ = 81.2 ± 0.9 µg/mL) was more active than acarbose (IC₅₀ = 94.5 ± 0.7 µg.mL) in the α-glucosidase assay. The inhibition of α-amylase and α-glucosidase indicates that E. senegalensis extracts and compounds could be used to manage diabetic conditions.

Keywords

erythrinoside antidiabetic potential

Introduction

The Fabaceae is a large family comprising over 16 000 species, which are grouped into about 480 genera. Erythrina senegalensis DC, a member of this family, is a tree (6 to 7 meters high)¹ found in Cameroon among the savannah woods and shrubs of the Sudano-Guinean woodland of the Adamawa Region and is equally spread in many other tropical and subtropical zones.^1,2 In African countries, E. senegalensis is a medicinal plant used as a general tonic and as remedy for several ailments such as cough, pneumonia, bronchial infection, malaria, snake bites, stomach ache, wound healing, normal fever and yellow fever, toothache, gastrointestinal disorders, jaundice, nose bleed, female infertility, gonorrhea and other venereal diseases, abdominal pain, and microbial and parasitic infections.^2,3-6 Previous scientific studies have shown biological activities possessed by this plant such as antimicrobial, antidiabetic, antioxidant, analgesic, anti-inflammatory, antiviral, antimalarial and antitumor.^2,7-10 The reported constituents of E. senegalensis are mainly phenolic compounds and prenylated flavonoids such as erythrinasinate, octacosyl (E)-fenilate, auriculatin, 2,3-dihydroauriculation, lonchocarpol A, scandenone, erysenegalensein D-M, 4′,5,7-trihydroxy-6,8-diprenylisoflavone, 6,8-diprenylgenistein, alpumisoflavone,^2,3,11,12, and alkaloids such as erysocline, erysopine, erysotrine, erythratidine, 11-hydroxyerysodine, 11-hydroxyerysovine, 11-oxyerysodine and glucoerysodine.^2,13,14

There are many documented medicinal benefits of Erythrina senegalensis, and, thereby, it is necessary to investigate scientifically the chemical compounds contained in this plant, as well as their biological activities. In this study, the roots of Erythrina senegalensis were investigated for their chemical composition, and the extracts, together with the isolated compounds, were evaluated for their antidiabetic potential through α-amylase and α-glucosidase inhibitory activities. To the best of our knowledge, the chemical compounds from the roots of E. senegalensis have not been the subject of any phytochemical and pharmacological studies.

Results and Discussion

Column chromatographic separation on silica gel of the ethyl acetate extract (25 g) of the roots of E. senegalensis led to the isolation of a new α-sophoradiol glycoside, named erythrinoside (1, 10 mg), isolated for the first time from a natural source, and three known compounds, lupeol (2, 1000 mg), α-sophoradiol (3, 14 mg) and isoneorautenol (4, 15 mg). The methanol extract (25 g) yielded one known compound, D-mannitol (5, 3 mg). The structures of the isolated compounds (Figure 1) were established by extensive analysis of their spectroscopic data and comparison with some previously reported data.

Figure 1.

Structures of compounds (1-5) isolated from E. senegalensis

Compound 1 was obtained as an amorphous beige solid soluble in methanol. Its HR-ESI-TOF MS + mass spectrum (see supplemental material) showed a pseudomolecular ion peak [M + Na]⁺ at m/z 597.4129 (Calcd. for 597.4131) corresponding to the molecular formula C₃₅H₅₈O₆, accounting for seven degrees of unsaturation. The compound responded positively to the Liebermann-Büchard test characteristic of a triterpenoid skeleton. The ¹H-NMR spectrum of 1 showed signals attributable to eight methyl groups at δ_H ppm 0.81 (3H, s), 0.90 (3H, s), 0.93 (3H, s), 1.00 (3H, s), 1.00 (3H, s), 1.02 (3H, s), 1.05 (3H, s), 1.15 (3H, s); one olefinic proton as a triplet at δ_H 5.26 ppm (1H, t, J = 7.6 Hz) characteristic of H-12 of the olean-12-ene triterpene type¹⁵; two oxymethine protons at δ_H ppm 3.42 (1H, dd, J = 8.0, 3.1 Hz) corresponding to H-3, and 3.18 ppm (1H, dd, J = 13.6, 4.2 Hz) corresponding to H-22. The proton spectrum of 1 presents some similarities to that of sophoradiol, which was previously isolated and described from the same plant.¹⁶ However, this spectrum showed additional signals corresponding to the presence of a sugar moiety. Several signals were observed between δ_H 3.15 and 4.20 ppm. The signal at δ_H 4.20 ppm (1H, d, J = 7.4 Hz) corresponds to an anomeric proton (H-1′) of the sugar moiety. The coupling constant (J = 7.4 Hz) of the anomeric proton indicates that the sugar moiety adopts the β-configuration on the aglycon. We also observed three oxymethine proton signals appearing at δ_H 3.17, 3.31 and 3.49 ppm, as well as two diastereotopic protons of an oxymethylene at δ_H 3.85 and 3.14 ppm, all belonging to the sugar moiety. The sugar residue was identified as D-xylose by comparison with reported data, which is the form that usually occurs endogenously in living things.¹⁷ The ¹³C-NMR spectrum of 1 showed signals at δ_C 122.4 and 143.8 ppm corresponding to C-12 and C-13 of an olean-12-ene triterpene type.¹⁵ A joint analysis of the ¹³C NMR spectrum with DEPT and HSQC spectra indicated two oxymethine carbons at δ_C 81.9 ppm (C-3) and 78.3 ppm (C-22); one anomeric carbon from the sugar moiety at δ_C 101.3 ppm (C-1′), three oxymethine carbons of the sugar moiety at δ_C ppm 69.9 (C-4′), 73.5 (C-2′) and 76.5 (C-3′) and one oxymethylene carbon at δ_C 65.3 ppm (C-5′). The COSY spectrum of 1 showed cross peaks between H-3 at δ_H 3.42 ppm and two diastereotopic protons at δ_H 1.52 and 1.36 ppm corresponding to Ha-2 and Hb-2, respectively. The spectrum also showed important correlation between the proton at δ_H 3.18 ppm (H-22) (which overlaps with two other proton signals) and two diastereotopic protons at δ_H 1.63 ppm and 1.57 ppm corresponding to Ha-21 and Hb-21, respectively. The HMBC correlation spectrum of 1 enabled us to locate the sugar moiety on the aglycon. The spectrum showed correlation between the anomeric proton at δ_H 4.20 ppm (H-1′) and C-3 at δ_C 81.9 ppm of the aglycon moiety, suggesting that the sugar moiety is attached to the aglycon on C-3. All of these spectral data led to the identification of compound 1 as 3-O-β-D-xylopyranosylolean-12-en-22-ol to which the trivial name erythrinoside was given. To the best of our knowledge, this compound is isolated for the first time from a natural source.

The known compounds have been previously described in many other plants, lupeol (2),¹⁸ α-sophoradiol (3),¹⁶ isoneorautenol (4),¹⁹ and D-mannitol (5).²⁰ Their structures were determined by comparison with the data from the literature referenced above respectively.

The ethyl acetate and methanol extracts and the isolated compounds from Erythrina senegalensis were evaluated for their antidiabetic capacity by measuring their α-amylase and α-glucosidase inhibition (Table 1); the results are reported as inhibition percentages and IC₅₀ values of α-amylase and α-glucosidase inhibition. The methanol extract showed higher inhibition (46.3%) of α-amylase at the dose of 400 mg/mL than the ethyl acetate extract (39.9%) at the same dose. Both extracts showed moderate activity on the inhibition of α-amylase. Likewise, among the tested compounds, erythrinoside (1) showed the best percentage inhibition (54.6%) of α-amylase at the dose of 400 µg/mL, followed by isoneorautenol (4) (53.3%) and sophoradiol (3) (48.2%) at the same dose. Lupeol (2) exhibited weak inhibition (19.2%) of α-amylase. For α-glucosidase, all samples showed promising inhibition above 50% at 200 µg/mL. The ethyl acetate extract (65.5%), erythrinoside (63.3%) and isoneorautenol (66.0%) had percentage inhibitions closer to that of acarbose at 200 µg/mL, while the methanol extract (72.1%) showed the highest inhibition among all tested samples, and acarbose as well. The methanol extract of E. senegalensis was more active than acarbose with an IC₅₀ of 81.2 ± 0.9 µg/mL compared to 94.5 ± 0.7 µg.mL for acarbose in the α-glucosidase assay. Erythrinoside and sophoradiol have the same aglycon. However, erythrinoside was more active than sophoradiol, which could be due to the presence of a sugar moiety in its structure which correlated positively with the antidiabetic activity. D-mannitol was not tested because it was obtained in small amount. All samples tested were less active than acarbose (72.5% inhibition) used as a reference drug. Compounds 1 and 4 and the extracts showed good inhibition percentages on α-amylase and α-glucosidase and could be applied in the management of diabetic conditions.

Table 1.

α-Amylase and α-Glucosidase Inhibition by Extracts and Tested Compounds.

Samples	α-amylase		α-glucosidase
Samples	%inh. (400 µg/mL)	IC₅₀ (µg/mL)	% inh. (200 µg/mL)	IC₅₀ (µg/mL)
Ethyl acetate extract	39.9	>400	65.5	127.3 ± 1.4
Methanol extract	46.3	>400	72.1	81.2 ± 0.9
Erythrinoside (1)	54.6	291.4 ± 0.5	63.3	103.3 ± 0.5
Lupeol (2)	19.2	>400	53.0	176.1 ± 1.2
α-Sophoradiol (3)	48.2	>400	57.0	144.8 ± 0.3
Isoneorautenol (4)	53.3	325.8 ± 1.0	66.0	111.6 ± 1.1
Acarbose	72.5	263.3 ± 2.5	69.0	94.5 ± 0.7

Material and Methods

General Experimental Procedure

Column chromatography (CC) was performed on silica gel 60 (70-230 mesh, Merck), and thin layer chromatography (TLC) on silica gel pre-coated plates F-254 Merck (20 × 20 cm). Compounds were visualized under UV light (254 and 365 nm), then sprayed with dilute sulfuric acid, and heated. The ¹H and ¹³C NMR data were recorded on Bruker Avance AV-500 and 600 spectrometers, with trimethylsilane (TMS) as standard. Chemical shifts are given in ppm (δ) and coupling constants (J) in Hz. HR-TOF-MS LD⁺ spectra were registered on a QTOF Spectrometer (Bruker, Germany).

Plant Material

The roots wood of Erythrina senegalensis was collected in Ngaoundere in the Adamawa Region during July 2020. The plant was identified at the National Herbarium of Cameroon (NHC) with the voucher number: N° 50119 NHC.

Extraction and Isolation Procedure

The roots of Erythrina senegalensis were collected, dried at room temperature then ground into powder. Two Kg of the plant material was successively extracted by maceration at room temperature with 10 L of ethyl acetate and 8 L of methanol. For each solvent, extraction was made three times at the rate of one extraction every 72 h before moving on to the next solvent. The resulting solutions were evaporated using a rotary evaporator to obtain 30 g of ethyl acetate crude extract and 33 g of methanol crude extract. Twenty-five g of each extract was separated through column chromatography on silica gel using a gradient system of n-hexane/ethyl acetate (0 → 100%) and ethyl acetate/methanol (0 → 100%). From the ethyl acetate extract, 352 fractions were obtained and grouped into sixteen sub-fractions (A-P), according to their TLC profile. Sub-fractions B, C, D and G crystallized and were filtered and washed to obtain compounds 2 (1000 mg), 4 (15 mg), 3 (14 mg) and 1 (10 mg), respectively. Likewise, from the methanol extract, 200 fractions were collected and grouped into ten sub-fractions (A–J), out of which only sub-fraction E could be studied; this afforded compound 5 (3 mg) by purification using column chromatography.

General NMR Data of Compounds 1 to 5

Erythrinoside (1)<PE: Please Check Heading Level.>

Amorphous beige solid; HR-ESI-MS( + ) m/z = 597.4129 [M + Na]⁺ (Calcd. for C₃₅H₅₈O₆ + Na, 597.4131); ¹H NMR (CD₃OD, 600 MHz) δ_H ppm : 5.26 (H-12, t, J = 7.6 Hz), 4.20 (H-1′, d, J = 7.6 Hz), 3.49 (H-4′, m), 3.42 (H-3, dd, J = 8.0, 3.1 Hz), 3.32 (H-3′, m), 3.18 (H-22, dd, J = 13.6, 4.2 Hz), 3.17 (H-2′, m), 3.14 (H-5′a, m), 3.85 (H-5′b, m), 2.11 (H-9, m), 2.03 (H-18, m), 1.90 (H-16a, m), 1.93 (H-16b, m), 1.80 (H-11a, m), 1.03 (H-11b, m), 1.78 (H-15a, m), 1.04 (H-15b, m), 1,76 (H-19, m), 1.63 (Ha-21, m), 1.57 (Hb-21, m), 1,58 (H-6a, m), 1,45 (H-6b, m), 1,53 (H-1a, m), 1,36 (H-1b, m), 1.52 (H-2a, m), 1.36 (H-2b, m), 1,39 (H-7, m), 1.15 (H-27, s), 1.05 (H-23, s), 1.02 (H-26, s), 1.00 (H-25, s), 1.00 (H-28, s),0.93 (H-29, s), 0.90 (H-30, s), 0.81 (H-24, s), 0.77 (H-5, m).

¹³C NMR (CD₃OD, 150 MHz) δ_C ppm: 36.4 (C-1), 26.5 (C-2), 81.9 (C-3), 38.4 (C-4), 55.3 (C-5), 18.1 (C-6), 32.7 (C-7), 39.4 (C-8), 44.8 (C-9), 36.6 (C-10), 23.2 (C-11), 122.4 (C-12), 143.8 (C-13), 41.8 (C-14), 25.4 (C-15), 27.3 (C-16), 25.4 (C-17), 45.4 (C-18), 46.1 (C-19), 29.8 (C-20), 38.6 (C-21), 78.2 (C-22), 27.5 (C-23), 14.7 (C-24), 14.9 (C-25), 16.2 (C-26), 24.2 (C-27), 27.3 (C-28), 31.2 (C-29), 19.7 (C-30), 101.3 (C-1′), 73.5 (C-2′), 76.5 (C-3′), 69.9 (C-4′), 65.3 (C-5′).

Lupeol (2)

White solid; ESI-MS (+) m/z = 449.9 [M + Na]⁺ for C₃₀H₅₀O; ¹H NMR (CDCl₃, 500 MHz) δ_H ppm: 4.55 (H-29, d, J = 1,6 Hz), 3.21 (H-3, m), 2.45 (H-19, m), 1.93 (H-21a, m), 1.32 (H-21b, m), 1.67 (H-30, s), 1.66 (H-13, m), 1,52 (H-6a, m), 1.63 (H-1a, m), 0.92 (H-1b, m), 1.51 (2H, m, H-2a and 2b), 1.38 (H-6b, m), 1,37 (2H, m, H-7a and 7b),1.47 (Ha-21, m), 1.35 (H-16a, m), 1,45 (H-16b, m), 1.25 (H-9, m), 1.37 (H-22a, m), 1,18 (H-22b, m), 1.03 (H-26, s) 0,95 (H-27, s), 0.90 (H-23, s), 0.85 (H-25, s), 0.79 (H-28, s); 0.77 (H-24, s). ¹³C NMR (CDCl₃, 125 MHz) δ_C ppm: 38.7 (C-1), 27.5 (C-2), 78.9 (C-3), 38.8 (C-4), 55.2 (C-5), 18.4 (C-6), 34.3 (C-7), 41.0 (C-8), 50.5 (C-9), 37.2 (C-10), 20.9 (C-11), 25.3 (C-12), 38.1 (C-13), 42.8 (C-14), 27.4 (C-15), 35.3 (C-16), 42.4 (C-17), 48.4 (C-18), 47.9 (C-19), 151.1 (C-20), 29.6 (C-21), 39.9 (C-22), 27.9 (C-23), 15.7 (C-24), 16.2 (C-25), 15.9 (C-26), 14.7 (C-27), 17.8 (C-28), 109.5 (C-29), 19.4 (C-30).

α-Sophoradiol (3)

White powder; ESI-MS ( + ) m/z = 465.8 [M + Na]⁺ for C₃₀H₅₀O₂; ¹H NMR (CD₃OD, 500 MHz) δ_H ppm: 5.27 (H-12, t, J = 7.5 Hz), 3.41 (H-3, dd, J = 8.0, 3.1 Hz), 3.17 (H-22, dd, J = 13.6, 4.2 Hz), 1.55 (H-9, m), 1.02 (H-16a, m), 0.99 (H-16b, m), 1.91 (2H, m, H-11a and 11b), 1.78 (H-15a, m), 1.04 (H-15b, m), 1,76 (2H, m, H-19a and 19b), 1.47 (Ha-21, m), 1.35 (Hb-21, m), 1,58 (H-6a, m), 1,45 (H-6b, m), 1,66 (H-1a, m), 1,00 (H-1b, m), 1.64 (H-2a, m), 1.57 (H-2b, m), 1,41 (2H, m, H-7a and 7b), 2.03 (H-18, m), 1.14 (H-27, s), 1.05 (H-23, s), 1.02 (H-26, s), 0.80 (H-25, s), 1.31 (H-28, s), 0.92 (H-29, s), 0.85 (H-30, s), 0.99 (H-24, s), 0.75 (H-5, m). ¹³C NMR (CD₃OD, 150 MHz) δ_C ppm: 38.4 (C-1), 26.5 (C-2), 75.5 (C-3), 38.6 (C-4), 55.3 (C-5), 18.1 (C-6), 32.8 (C-7), 39.4 (C-8), 48.2 (C-9), 36.6 (C-10), 23.1 (C-11), 122.3 (C-12), 143.8 (C-13), 41.9 (C-14), 25.5 (C-15), 27.3 (C-16), 25.4 (C-17), 45.3 (C-18), 46.1 (C-19), 29.9 (C-20), 40.8 (C-21), 78.2 (C-22), 27.6 (C-23), 14.7 (C-24), 14.9 (C-25), 16.2 (C-26), 24.0 (C-27), 28.4 (C-28), 31.1 (C-29), 19.0 (C-30).

Isoneorautenol (4)

Gray powder; ESI-MS (+) m/z = 345.5 [M + Na]⁺ for C₂₀H₁₈O₄; ¹H NMR (CD₃OD, 500 MHz) δ_H ppm: 7.29 (H-1, d, J = 8.4 Hz), 6.92 (H-7, s), 6.51 (H-2, dd, J = 8.4, 2.4 Hz), 6.32 (H-4, d, J = 2.4 Hz), 6.30 (H-4′, d, J = 9.8 Hz), 5.51 (H-3′, d, J = 9.8 Hz), 5.43 (H-11a, d, J = 6.8 Hz), 4.22 (H-6eq, dd, J = 10.7, 4.8 Hz), 3.53 (H-6ax, m), 3.43 (H-6a, m), 1.39 (H-5′, s), 1.37 (H-6′, s). ¹³C NMR (CD₃OD, 125 MHz) δ_C ppm: 111.3 (C-1a), 131.7 (C-1), 109.3 (C-2), 158.7 (C-3), 102.7 (C-4), 156.6 (C-4a), 66.1 (C-6), 39.4 (C-6a), 119.5 (C-7a), 121.9 (C-7), 114.8 (C-8), 154.2 (C-9), 98.3 (C-10), 160.1 (C-10a), 78.6 (C-11a), 76.0 (C-2′), 127.0 (C-3′), 121.9 (C-4′), 26.8 (C-5′), 26.7 (C-6′).

D-Mannitol (5)

White solid; ESI-MS (+) m/z = 205.06 [M + Na]⁺ for C₆H₁₄O₆; ¹H NMR (DMSO-d_6, 600 MHz) δ_H ppm: 4.50 (2H, d, J = 5.8 Hz, HO-2 and 5), 4.40 (2H, t, J = 6.0 Hz, HO-1 and 6), 4.25 (2H, d, J = 7,3 Hz, HO-3 and 4), 3.60 (2H, m, H-1a and 6a), 3,55 (2H, t, J = 7,1 Hz, H-3 and 4), 3.45 (2H, m, H-2 and 5), 3,40 (2H, m, H-1b and 6b). ¹³C NMR (DMSO-d₆, 150 MHz) δ_C ppm: 64.3 (C-1 and 6), 71.7 (C-2 and 5), 70.0 (C-3 and 4).

In Vitro α-Amylase Inhibition Assay

The α-amylase inhibition assay was performed using the 3,5-dinitrosalicylic acid (DNSA) method.²¹ Extracts and compounds (1, 2, 3 and 4) isolated from Erythrina senegalensis were dissolved in a minimum amount of 10% DMSO and further dissolved in buffer [(Na₂HPO₄/NaH₂PO₄ (0.02 M), NaCl (0.006 M) at pH 6.9] to give concentrations of 100, 200 and 400 µg/mL. Two hundred μL of α-amylase solution (2 units/mL) was mixed with 200 μL of the extract and incubated for10 min at 30 °C. Thereafter 200 μL of starch solution (1% in water (w/v)) was added to each tube and incubated for 3 min. The reaction was terminated by the addition of 200 μL DNSA reagent (12 g of sodium potassium tartratetetrahydrate in 8.0 mL of 2 M NaOH and 20 mL of 96 mM 3.5-dinitrosalicylic acid solution) and was boiled for 10 min in a water bath at 85-90 °C. The mixture was cooled to ambient temperature and diluted with 5 mL of distilled water; the absorbance was measured at 540 nm using a UV-Visible spectrophotometer. The blank with 100% enzyme activity was prepared by replacing the plant extract or/compound with 200 μL of buffer. A positive control sample was prepared using acarbose and the reaction was performed similarly to the reaction with plant extract, as mentioned above. The α-amylase inhibitory activity was expressed as percentage inhibition and was calculated using the equation given below:

% inhibition of α - amylase = \frac{Abs control - Abs sample}{Abs control} \times 100

In Vitro α -Glucosidase Inhibition Assay

β-Glucosidase inhibitory activity was determined as described elsewhere.²² Briefly, mixtures of 20 μL sodium phosphate buffer (pH 5.0), 20 μL p-nitrophenyl-β-D-glucopyranoside (Sigma Chemical Co., 1 mg/mL) and 10 μL of the sample at different concentrations (dissolved in DMSO) were incubated in a 96-well plate at 37 °C for 10 min, followed by the addition of 10 μL β-glucosidase solution from almonds (Sigma Chemical Co., 5 mg/mL) to each well, and incubation at 37 °C for 30 min. The reaction was terminated by adding 140 μL of sodium carbonate buffer, pH = 10. Absorbance was determined at 410 nm using a microplate reader (iTecan Microplate). To the control and blank were added 10 μL DMSO instead of the sample solution. The system without β -glucosidase was used as blank, and acarbose was used as positive control. The β-glucosidase inhibitory activity was expressed as the percentage of inhibition and calculated by the following equation: % inhibition of

α - glucosidase = 100 \times (1 - \frac{ODsample - ODblanksample}{ODcontrol - ODblank})

Conclusion

Investigation of the chemical constituents from the roots of Erythrina senegalensis resulted in the isolation and characterization of five compounds, including one new oleanane-type triterpenoid glycoside (erythrinoside) and four known compounds. The antidiabetic potential of the extracts and the isolated compounds were evaluated by measuring the inhibition of α-amylase. Compounds 1 and 4 exhibited good α-amylase inhibitory potential, while the extracts exhibited moderate activities by showing appreciable percentage inhibition of the enzyme. Since α-amylase is a key enzyme involved in the breakdown of starch into glucose, inhibiting this enzyme can delay starch hydrolysis and reduce the amount of glucose in the system. This is a favorable phenomenon in diabetic conditions thus indicating that Erythrina senegalensis and its constituents could be potent candidates for the development of antidiabetic therapies.

Supplemental Material

sj-docx-1-npx-10.1177_1934578X211044564 - Supplemental material for An α-Sophoradiol Glycoside from the Root Wood of Erythrina senegalensis DC. (Fabaceae) with α-Amylase and α-Glucosidase Inhibitory Potential

Supplemental material, sj-docx-1-npx-10.1177_1934578X211044564 for An α-Sophoradiol Glycoside from the Root Wood of Erythrina senegalensis DC. (Fabaceae) with α-Amylase and α-Glucosidase Inhibitory Potential by Cyrille Tchuente Djoko, Isaac Silvère Gade, Alex De Theodore Atchade, Alfred Ngenge Tamfu, Rodica Mihaela Dinica, Eliezer Sangu, Madeleine Tchoffo Djankou, Celine Henoumont, Sophie Laurent and Emmanuel Talla in Natural Product Communications

Footnotes

Acknowledgments

The authors are grateful to the Laboratory of NMR and Molecular Imaging of the University of Mons for conducting NMR analysis of the isolated compounds. We are also grateful to the Department of Chemistry, Physics and Environment of ‘Dunarea de Jos’ University, Galati for the material support.

Declaration of Conflicting Interests

The author(s) declared no potential conflicts of interest with respect to the research, authorship, and/or publication of this article.

Funding

The author(s) received no financial support for the research, authorship and/or publication of this article.

Ethical Approval

Ethical Approval is not applicable for this article.

Statement of Human and Animal Rights

This article does not contain any studies with human or animal subjects.

Statement of Informed Consent

There are no human subjects in this article and informed consent is not applicable.

Trial Registration

Not applicable, because this article does not contain any clinical trials.

ORCID iD

Alfred Ngenge Tamfu

Supplemental Material

Supplemental material for this article is available online.

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Supplementary Material

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An α -Sophoradiol Glycoside from the Root Wood of Erythrina senegalensis DC. (Fabaceae) with α -Amylase and α -Glucosidase Inhibitory Potential

Abstract

Keywords

Introduction

Results and Discussion

Material and Methods

General Experimental Procedure

Plant Material

Extraction and Isolation Procedure

General NMR Data of Compounds 1 to 5

Erythrinoside (1)<PE: Please Check Heading Level.>

Lupeol (2)

α-Sophoradiol (3)

Isoneorautenol (4)

D-Mannitol (5)

In Vitro α-Amylase Inhibition Assay

In Vitro α -Glucosidase Inhibition Assay

Conclusion

Supplemental Material

sj-docx-1-npx-10.1177_1934578X211044564 - Supplemental material for An α-Sophoradiol Glycoside from the Root Wood of Erythrina senegalensis DC. (Fabaceae) with α-Amylase and α-Glucosidase Inhibitory Potential

Footnotes

Acknowledgments

Declaration of Conflicting Interests

Funding

Ethical Approval

Statement of Human and Animal Rights

Statement of Informed Consent

Trial Registration

ORCID iD

Supplemental Material

References

Supplementary Material