A New Non-Cyanogenic Cyanoglycoside with Promising α-Glycosidase Inhibitory Activity from the Roots of Cordia trichotoma

Three undescribed non-cyanogenic cyanoglycosides, designated as trichotomoside A (1), B (2), and C (3) along with three known ones (4-6) were isolated from the roots of Cordia trichotoma. In addition, miscellaneous compounds such as acid (1’R,3’S,5’R,8’S,2Z,4E)-dihydrophaseic 3’-O-β-D-glycopyranoside (7), N-(2E)-3-[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)- 3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran5-yl]acryloylglycine (8), syringaldehyde (9), scoparone (10), 12,16-epoxyglobiferin (11), α-cadinol (12), trichotomol (13), and 1-(3’-methoxypropanoyl)-2,4,5-trimethoxybenzene (14) were also isolated. The structures of all compounds were elucidated by an extensive analysis of spectroscopic data (infrared (IR), nuclear magnetic resonance (NMR), and high-resolution electrospray ionization mass spectrometry (HRESIMS)). The non-cyanogenic cyanoglycosides (1-6) were screened for their α-glucosidase inhibitory activities. None of the compounds exhibited antioxidant or xanthine oxidase activity. Compound 3 exhibited considerable inhibitory ability on α-glucosidase, showing a halfmaximal inhibitory concentration (IC50) = 646 ± 69 µmol L-1 close to the standard acarbose (IC50 = 521 ± 23 µmol L-1), demonstrating its promising antidiabetic action.

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Publication Details

Journal
Journal of the Brazilian Chemical Society
Published
2025-01-01
DOI
https://doi.org/10.21577/0103-5053.20250007
Primary Topic
Traditional and Medicinal Uses of Annonaceae
Type
article
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article

A New Non-Cyanogenic Cyanoglycoside with Promising α-Glycosidase Inhibitory Activity from the Roots of Cordia trichotoma

Samuel Pedro Dantas Marques, Francis M. Lopes, M. Trevisan, Otília Deusdênia Loiola Pessoa et al.
Journal of the Brazilian Chemical Society
Traditional and Medicinal Uses of Annonaceae
article

A New Non-Cyanogenic Cyanoglycoside with Promising α-Glycosidase Inhibitory Activity from the Roots of Cordia trichotoma

Samuel Pedro Dantas Marques, Francis M. Lopes, M. Trevisan, Otília Deusdênia Loiola Pessoa, Francisco Mateus Gomes do Nascimento, Késya Amanda Dantas Rocha, Gilvandete M. P. Santiago, Francisco das Chagas Lima Pinto, Edilberto R. Silveira
article en

Abstract

Three undescribed non-cyanogenic cyanoglycosides, designated as trichotomoside A (1), B (2), and C (3) along with three known ones (4-6) were isolated from the roots of Cordia trichotoma. In addition, miscellaneous compounds such as acid (1’R,3’S,5’R,8’S,2Z,4E)-dihydrophaseic 3’-O-β-D-glycopyranoside (7), N-(2E)-3-[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)- 3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran5-yl]acryloylglycine (8), syringaldehyde (9), scoparone (10), 12,16-epoxyglobiferin (11), α-cadinol (12), trichotomol (13), and 1-(3’-methoxypropanoyl)-2,4,5-trimethoxybenzene (14) were also isolated. The structures of all compounds were elucidated by an extensive analysis of spectroscopic data (infrared (IR), nuclear magnetic resonance (NMR), and high-resolution electrospray ionization mass spectrometry (HRESIMS)). The non-cyanogenic cyanoglycosides (1-6) were screened for their α-glucosidase inhibitory activities. None of the compounds exhibited antioxidant or xanthine oxidase activity. Compound 3 exhibited considerable inhibitory ability on α-glucosidase, showing a halfmaximal inhibitory concentration (IC50) = 646 ± 69 µmol L-1 close to the standard acarbose (IC50 = 521 ± 23 µmol L-1), demonstrating its promising antidiabetic action.

Journal of the Brazilian Chemical Society
Openalex Percentile: Top 100%
Traditional and Medicinal Uses of Annonaceae
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A New Non-Cyanogenic Cyanoglycoside with Promising α-Glycosidase Inhibitory Activity from the Roots of Cordia trichotoma — Samuel Pedro Dantas Marques, Francis M. Lopes, et al. · Journal of the Brazilian Chemical Society (2025) | TGRS Research Map | TGRS