title: The isolation and synthesis of a novel benzofuran compound from Tephrosia purpurea, and the synthesis of several related derivatives, which suppress histamine H1 receptor gene expression.
abstract: A novel naturally occurring compound with a benzofuran skeleton was isolated from a plant, Tephrosia purpurea collected in Bangladesh. The chemical synthesis of this compound confirmed its structure, and preliminary biological results showed its suppressive activity towards histamine H1 gene expression. One isomer and four derivatives were also synthesized, and their suppression activity was investigated. Although only small quantities of this compound can be isolated from its natural source, a 10 g scale synthesis was demonstrated by the newly developed method.
authors.affiliation: Department of Molecular Pharmacology, Institute of Biomedical Sciences, Tokushima University Graduate School, 1-78-1 Sho-machi, Tokushima 770-8505, Japan.
authors.forename: Manik Chandra
authors.initials: MC
authors.lastname: Shill
authors.affiliation: Pharmacy Discipline, Khulna University, Khulna 9208, Bangladesh.
authors.forename: Asish Kumar
authors.initials: AK
authors.lastname: Das
authors.affiliation: Department of Pharmaceutical Chemistry, Institute of Biomedical Sciences, Tokushima University, 1-78-1 Sho-machi, Tokushima 770-8505, Japan.
authors.forename: Tomohiro
authors.initials: T
authors.lastname: Itou
authors.affiliation: School of Natural Product Studies, Department of Pharmaceutical Technology, Jadavpur University, Kolkata 700032, India.
authors.forename: Sanmoy
authors.initials: S
authors.lastname: Karmakar
authors.affiliation: School of Natural Product Studies, Department of Pharmaceutical Technology, Jadavpur University, Kolkata 700032, India.
authors.forename: Pulok K
authors.initials: PK
authors.lastname: Mukherjee
authors.affiliation: Department of Molecular Pharmacology, Institute of Biomedical Sciences, Tokushima University Graduate School, 1-78-1 Sho-machi, Tokushima 770-8505, Japan.
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Mizuguchi
authors.affiliation: Department of Parmacognosy, Institute of Biomedical Sciences, Tokushima University, 1-78-1 Sho-machi, Tokushima 770-8505, Japan.
authors.forename: Yoshiki
authors.initials: Y
authors.lastname: Kashiwada
authors.affiliation: Department of Molecular Studies for Incurable Diseases, Institute of Biomedical Sciences, Tokushima University Graduate School, Fujii Memorial Institute of Medical Sciences, 3-18-15 Kuramoto-cho, Tokushima 770-8503, Japan.
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Fukui
authors.affiliation: Department of Pharmaceutical Chemistry, Institute of Biomedical Sciences, Tokushima University, 1-78-1 Sho-machi, Tokushima 770-8505, Japan. Electronic address: nem@tokushima-u.ac.jp.
authors.forename: Hisao
authors.initials: H
authors.lastname: Nemoto
mesh_terms: D018926:Anti-Allergic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001572:Benzofurans / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D005786:Gene Expression Regulation / Q000187:drug effects; D006367:HeLa Cells; D006801:Humans; D007536:Isomerism; D035261:Plant Components, Aerial / Q000737:chemistry / Q000378:metabolism; D011969:Receptors, Histamine H1 / Q000235:genetics / Q000378:metabolism*; D031304:Tephrosia / Q000737:chemistry* / Q000378:metabolism
chemical_list: C000610442:4-methoxybenzofuran-5-carboxamide; D018926:Anti-Allergic Agents; D001572:Benzofurans; D011969:Receptors, Histamine H1; C105430:benzofuran
keywords: Allergy; Benzofuran; Histamine