The MeOH extract of agarwood showed inhibitory activity against phosphodiesterase (PDE) 3A. Fractionation of the extract led to the isolation of two new 2-(2-phenylethyl)chromones, 6,8-dihydroxy-2-[2-(4′-methoxyphenyl)ethyl]chromone (6), and 6,7-dihydroxy-2-(2-phenylethyl)chromone (8), together with six known compounds. All isolated compounds were tested for their PDE 3A inhibitory activity using fluorescence polarization method. Compound 7 showed PDE 3 A inhibitory activity with IC50 of 4.83 μM.
LiuSP, MansourMN, DillmanKS, PerezJR, DanleyDE, AeedPA, SimonsSP, LeMottePK, MennitiFS. (2008) Structural basis for the catalytic mechanism of human phosphodiesterase 9. Proceedings of the National Academy of Sciences of the United States of America, 105, 13309–13314.
2.
DuanLM, YuHY, JiaCJ, LiYL. (2015) Design and discovery of 2-(4-(1H-tetrazol-5-yl)-1H-pyrazol-1-yl)-4-(4-phenyl)thiazole derivatives as cardiotonic agents via inihibition of PDE3. Bioorganic & Medicinal Chemistry, 23, 6111–6117.
3.
SmithCJ, HuangR, SunD, RickettsS, HoeglerC, DingJZ, MoggioRA, HintzeTH. (1997) Development of decompensated dilated cardiomyopathy is associated with decreased gene expression and activity of the milrinone-sensitive cAMP phosphodiesterase PDE3A. Circulation, 96, 3116–3123.
4.
NakanishiT, YamagataE, YonedaK, NagashimaT, KawasakiI, YoshidaT, MoriH, MiuraI. (1984) Three fragrant sesquiterpenes of agarwood. Phytochemistry, 23, 2066–2067.
5.
ShimadaY, KonishiT, KiyosawaS, NishiM, MiyaharaK, KawasakiT. (1986) Studies on the agarwood (Jinkō) IV. Structures of 2-(2-phenylethyl)chromone derivatives, agarotetrol and isoagarotetrol. Chemical and Pharmaceutical Bulletin, 34, 2766–2773.
6.
ChenD, XuZR, ChaiXY, ZengKW, JiaYX, BiD, MaZZ, TuPF. (2012) Nine 2-(2-phenylethyl)chromone derivatives from the resinous wood of Aquilaria sinensis and their inhibition of LPS-induced NO production in RAW 264.7 cells. European Journal of Organic Chemistry, 2012, 5389–5397.
7.
ShimadaY, KonishiT, KiyosawaS. (1986) Studies on the agalwood (Jinkō) VI. Structures of three 2-(2-phenylethyl)-5,6,7,8-tetrahydrochromone derivatives, AH1A, AH2a and AH2b. Chemical and Pharmaceutical Bulletin, 34, 3033–3037.
8.
YaguraT, ItoM, KiuchiF, HondaG, ShimadaY. (2003) Four new 2-(2-phenylethyl)chromone derivatives from withered wood of Aquilaria sinensis.Chemical and Pharmaceutical Bulletin, 51, 560–564.
9.
KonishiT, KonoshimaT, ShimadaY, KiyosawaS. (2002) Six new 2-(2-phenylethyl)chromones from agarwood. Chemical and Pharmaceutical Bulletin, 50, 419–422.
10.
YangL, QiaoLR, XieD, YuanYH, ChenNH, DaiJG, GuoSX. (2012) 2-(2-Phenylethyl)chromones from Chinese eaglewood. Phytochemistry, 76, 92–97.
11.
WangSL, HwangTL, ChungMI, SungPJ, ShuCW, ChengMJ, ChenJJ. (2015) New flavones, a 2-(2-phenylethyl)-4#-chromen-4-one-derivative, and anti-inflammatory constituents from the stem barks of Aquilaria sinensis.Molecules, 20, 20912–20925.
12.
LiW, CaiCH, DongWH, GuoZK, WangH, MeiWL, DaiHF. (2014) 2-(2-phenylethyl)chromone derivatives from Chinese agarwood induced by artificial holing. Fitoterapia, 98, 117–123.
13.
YangDL, MeiWL, ZengYB, GuoZK, ZhaoYX, WangH, ZuoWJ, DongWH, WangQH, DaiHF. (2013) 2-(2-phenylethyl)chromone derivatives in Chinese agarwood “Qi-Nan” from Aquilaria sinensis.Planta Medica, 79, 1329–1334.
14.
YangDL, WangH, GuoZK, DongWH, MeiWL, DaiHF. (2014) A new 2-(2-phenylethyl)chromone derivative in Chinese agarwood 'Qi-Nan' from Aquilaria sinensis.Journal of Asian Natural Products Research, 16, 110–116.
15.
LiuJ, WuJ, ZhaoYX, DengYY, MeiWL, DaiHF. (2008) A new cytotoxic 2-(2-phenylethyl)chromone from Chinese eaglewood. Chinese Chemical Letters, 19, 934–936.
16.
DaiHF, LiuJ, ZengYB, HanZ, WangH, MeiWL. (2009) A new 2-(2-phenylethyl)chromone from Chinese eaglewood. Molecules, 14, 5165–5168.
17.
LiaoG, MeiWL, DongWH, LiW, WangP, KongFD, GaiCJ, SongXQ, DaiHF. (2016) 2-(2-Phenylethyl)chromone derivatives in artificial agarwood from Aquilaria sinensis.Fitoterapia, 110, 38–43.