Kim, Taejung Lee, Woojung Jeong, Kyu Hyuk Song, Jung Ho Park, Soon-Hye Choi, Pilju Kim, Su-Nam Lee, Seokjoon Ham, Jungyeob 2024-01-20T14:32:46Z 2024-01-20T14:32:46Z 2022-01-10 2012-06-15 0960-894X https://pubs.kist.re.kr/handle/201004/129145 Amorphastilbol (APH-1), isolated from a Robinia pseudoacacia var. umbraculifer seed extract, is a biologically interesting natural trans-stilbene compound with dual peroxisome proliferator-activated receptor (PPAR) alpha/gamma agonist activity. After total synthesis of APH-1 and its derivatives by Pd-catalyzed Suzuki-Miyaura cross-coupling of a common (E)-styryl bromide intermediate and various aromatic trifluoroborate compounds, we biologically evaluated APH-2-APH-12 for PPAR agonist activity. APH-4 and APH-11 were effective PPAR alpha/gamma transcriptional activators, compared with APH-1. Therefore, we suggest that APH-4 and APH-11 are novel dual PPAR alpha/gamma agonists and are potentially useful for treating type 2 diabetes by enhancing glucose and lipid metabolism. (C) 2012 Elsevier Ltd. All rights reserved. English Pergamon Press Ltd. POMEGRANATE FLOWER INSULIN-RESISTANCE MULTIMODAL DRUGS ACTIVATION GAMMA TRIGLYCERIDES HYPERGLYCEMIA MODULATORS PREVENTS EXTRACT Total synthesis and dual PPAR alpha/gamma agonist effects of Amorphastilbol and its synthetic derivatives Article 10.1016/j.bmcl.2012.04.062 1 Bioorganic & Medicinal Chemistry Letters, v.22, no.12, pp.4122 - 4126 Bioorganic & Medicinal Chemistry Letters 22 12 4122 4126 scie scopus 000304484600055 2-s2.0-84861572684 Chemistry, Medicinal Chemistry, Organic Pharmacology & Pharmacy Chemistry Article POMEGRANATE FLOWER INSULIN-RESISTANCE MULTIMODAL DRUGS ACTIVATION GAMMA TRIGLYCERIDES HYPERGLYCEMIA MODULATORS PREVENTS EXTRACT Natural product Amorphastilbol Type 2 diabetes Dual PPAR alpha/gamma agonists Suzuki-Miyaura cross-coupling