Serotonergic activity-guided phytochemical investigation of the roots of Angelica sinensis.

Journal of Natural Products
Shixin DengGuido F Pauli

Abstract

Serotonin receptor (5-HT(7)) binding assay-directed fractionation of a methanol extract of the dried roots of Angelica sinensis led to the isolation and identification of 21 compounds including a new phenolic ester, angeliferulate (1), and three new phthalides, 10-angeloylbutylphthalide (2), sinaspirolide (3), and ansaspirolide (4), along with 17 known compounds, p-hydroxyphenethyl trans-ferulate (5), Z-ligustilide (6), Z-butylidenephthalide (7), senkyunolide I (8), Z-6-hydroxy-7-methoxydihydroligustilide (9), N-butylbenzenesulfonamide (10), 11(S),16(R)-dihydroxyoctadeca-9Z,17-diene-12,14-diyn-1-yl acetate (11), (3R,8S)-falcarindiol (12), heptadeca-1-en-9,10-epoxy-4,6-diyne-3,8-diol (13), oplopandiol (14), 8-hydroxy-1-methoxy-, Z-9-heptadecene-4,6-diyn-3-one (15), imperatorin, ferulic acid, vanillin, stigmasterol, sucrose, and 1,3-dilinolenin. This is the first report of a sulfonamide (10) identified from a higher plant source, although its presence needs further investigation. Biosynthetic pathways for dimeric phthalides 3 and 4 are proposed. Compounds 5, 7, 11, 12, 15, and imperatorin exhibited affinity toward 5-HT(7) receptors in a competitive binding assay.

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Citations

Jul 10, 2007·Archives of Pharmacal Research·Quan Cheng ChenKiHwan Bae
Mar 22, 2012·Journal of Natural Products·Paulina WyrembekJerzy Wladyslaw Mozrzymas
Sep 11, 2008·Journal of Natural Products·Andreas SchinkovitzGuido F Pauli
Jul 23, 2013·Phytomedicine : International Journal of Phytotherapy and Phytopharmacology·Dmitry V KuklevValery M Dembitsky
Feb 15, 2013·Planta medica·Atieh HajirahimkhanJudy L Bolton
May 8, 2015·Chemical & Pharmaceutical Bulletin·Su Yang JeongRack Seon Seong
Nov 16, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Rongjie ZhuoYi Wang
Jan 10, 2017·The Korean Journal of Physiology & Pharmacology : Official Journal of the Korean Physiological Society and the Korean Society of Pharmacology·Jae Hoon WooKi-Wan Oh
Nov 10, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Yuanyan LiuBin Liu
Jun 21, 2008·Phytotherapy Research : PTR·Shixin DengGuido F Pauli
Aug 24, 2018·The Australian & New Zealand Journal of Obstetrics & Gynaecology·Carole Y FisherDavid W Sibbritt
Dec 6, 2006·Phytochemical Analysis : PCA·Shixin DengGuido F Pauli
Aug 7, 2010·Journal of the Chinese Medical Association : JCMA·Maw-Shiou JongFang-Pey Chen
Nov 28, 2007·Drug Metabolism and Disposition : the Biological Fate of Chemicals·Ru YanGe Lin
Apr 20, 2010·Journal of Environmental Science and Health. Part. B, Pesticides, Food Contaminants, and Agricultural Wastes·Yi Q WanAi P Yan
Jun 15, 2011·Natural Product Reports·Massimo E MaffeiGiovanni Appendino
Oct 16, 2015·Phytotherapy Research : PTR·Takuhiro UtoYukihiro Shoyama
Jul 3, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Alice Nguvoko KiyongaKiwon Jung
May 28, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Kai-Fu ChangNu-Man Tsai
May 5, 2007·Journal of Natural Products·John J Beck, Shen-Chieh Chou
Feb 28, 2009·Journal of Natural Products·Giovanni AppendinoOrazio Taglialatela-Scafati
Mar 12, 2010·Journal of Natural Products·Taichi InuiGuido F Pauli

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