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Highly oxygenated cyclohexenes from Uvaria dac Pierre ex Finet & Gagnep. and their α-glucosidase inhibitory activity.
Champakam, Sorraya; Teerapongpisan, Passakorn; Suthiphasilp, Virayu; Kumboonma, Pakit; Maneerat, Tharakorn; Patrick, Brian O; Duangyod, Thidarat; Charoensup, Rawiwan; Promnart, Phunrawie; Tontapha, Sarawut; Andersen, Raymond J; Laphookhieo, Surat.
Afiliación
  • Champakam S; Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand.
  • Teerapongpisan P; Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand.
  • Suthiphasilp V; Department of Industrial Technology and Innovation Management, Faculty of Science and Technology, Pathumwan Institute of Technology, Bangkok 10330, Thailand.
  • Kumboonma P; Department of Applied Chemistry, Faculty of Science and Liberal Arts, Rajamangala University of Technology Isan, Nakhon Ratchasima 30000, Thailand.
  • Maneerat T; Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand; Medicinal Plant Innovation Center of Mae Fah, Luang University, Chiang Rai 57100, Thailand.
  • Patrick BO; Departments of Chemistry and Earth, Ocean & Atmospheric Sciences, University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada.
  • Duangyod T; Medicinal Plant Innovation Center of Mae Fah, Luang University, Chiang Rai 57100, Thailand; School of Integrative Medicine, Mae Fah Luang University, Chiang Rai 57100, Thailand.
  • Charoensup R; Medicinal Plant Innovation Center of Mae Fah, Luang University, Chiang Rai 57100, Thailand; School of Integrative Medicine, Mae Fah Luang University, Chiang Rai 57100, Thailand.
  • Promnart P; School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand.
  • Tontapha S; Institute of Nanomaterials Research and Innovation for Energy, Khon Kaen University, Khon Kaen 40002, Thailand.
  • Andersen RJ; Departments of Chemistry and Earth, Ocean & Atmospheric Sciences, University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada. Electronic address: raymond.andersen@ubc.ca.
  • Laphookhieo S; Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand; Medicinal Plant Innovation Center of Mae Fah, Luang University, Chiang Rai 57100, Thailand. Electronic address: surat.lap@mfu.ac.th.
Fitoterapia ; 176: 106044, 2024 Jul.
Article en En | MEDLINE | ID: mdl-38801895
ABSTRACT
Phytochemical investigations of the twig and leaf extracts of Uvaria dac Pierre ex Finet & Gagnep. resulted in the isolation and identification of five new highly oxygenated cyclohexenes, uvaridacols M - Q (1-3, 5, and 6), and six known compounds (4 and 7-11). All new structures were elucidated by spectroscopic methods and HRESITOFMS data. The absolute configuration of 1, 5, and 6 was confirmed by single X-ray diffraction analysis with Cu Kα radiation. In contrast, other compounds were established by comparing their specific rotation and ECD spectra with those of known compounds. Some of the isolated compounds with sufficient quantity were evaluated for their α-glucosidase inhibitory activity. Of these, (-)-1,6-desoxypipoxide (10) showed α-glucosidase inhibitory activity with an IC50 value of 28.6 µM. The in silico molecular docking of active compounds was also studied.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Hojas de la Planta / Uvaria / Ciclohexenos / Simulación del Acoplamiento Molecular / Fitoquímicos / Inhibidores de Glicósido Hidrolasas País/Región como asunto: Asia Idioma: En Revista: Fitoterapia Año: 2024 Tipo del documento: Article País de afiliación: Tailandia Pais de publicación: Países Bajos
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Hojas de la Planta / Uvaria / Ciclohexenos / Simulación del Acoplamiento Molecular / Fitoquímicos / Inhibidores de Glicósido Hidrolasas País/Región como asunto: Asia Idioma: En Revista: Fitoterapia Año: 2024 Tipo del documento: Article País de afiliación: Tailandia Pais de publicación: Países Bajos