Alkaloids and Styryl lactones from Goniothalamus ridleyi King and Their α-Glucosidase Inhibitory Activity-Reference-Cited by-同舟云学术

Alkaloids and Styryl lactones from Goniothalamus ridleyi King and Their α-Glucosidase Inhibitory Activity

Published:2023-01-24 Issue:3 Volume:28 Page:1158
ISSN:1420-3049
Container-title:Molecules
language:en
Short-container-title:Molecules

Author:

Polbuppha Isaraporn¹,Teerapongpisan Passakorn¹,Phukhatmuen Piyaporn¹,Suthiphasilp Virayu²^ORCID,Maneerat Tharakorn¹³^ORCID,Charoensup Rawiwan³⁴^ORCID,Andersen Raymond J.⁵,Laphookhieo Surat¹³^ORCID

Affiliation:

1. Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand

2. Department of Industrial Technology and Innovation Management, Faculty of Science and Technology, Pathumwan Institute of Technology, Bangkok 10330, Thailand

3. Medicinal Plant Innovation Center, Mae Fah Luang University, Chiang Rai 57100, Thailand

4. School of Integrative Medicine, Mae Fah Luang University, Chiang Rai 57100, Thailand

5. Department of Chemistry and Department of Earth, Ocean & Atmospheric Sciences, University of British Columbia, 2036, Main Mall, Vancouver, BC V6T 1Z1, Canada

Abstract

Gonioridleylactam (1), a new compound, is a unique dimeric aristolactam isolated from the EtOAc extract of the twigs of Goniothalamus ridleyi King. The structure of gonioridleylactam (1) consists of two different aristolactams linked together with two methylenedioxy bridges at C–3/C–3′ and C–4/C–4′, generating a ten-membered ring of [1,3,6,8]tetraoxecine. A new natural product, gonioridleyindole (3-hydroxymethyl-1-methyl-1H-benz[f]indole-4,9-dione, 2), together with eight known compounds (3–10) were also isolated from this plant. Their structures were extensively characterized by spectroscopic methods and comparisons were made with the literature. Compounds 1–4, 7, and 9 were evaluated for their α-glucosidase inhibitory activity. Of these, 3,5-demethoxypiperolide (7) displayed the highest α-glucosidase inhibitory activity, with an IC50 value of 1.25 µM.

Funder

National Research Council of Thailand

Mae Fah Luang University

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

Link

https://www.mdpi.com/1420-3049/28/3/1158/pdf

Reference25 articles.

1. Styryl-lactones from Goniothalamus species–A review;Bermejo;Phytochem. Anal.,1999

2. Goniothalamus: Phytochemical and ethnobotanical review;Aslam;Recent Adv. Biol. Med.,2016

3. Alkaloids and styryllactones from Goniothalamus cheliensis;Jaidee;Phytochemistry,2019

4. Styryllactones from Goniothalamus tamirensis;Meesakul;Phytochemistry,2020

5. Larvicidal activity of Malaysian Goniothalamus species;Lee;Nat. Prod. Lett.,1999