title: Acylphloroglucinol, biyouyanagiol, biyouyanagin B, and related spiro-lactones from Hypericum chinense.
abstract: Biyouyanagiol (1), an acylphloroglucinol-related compound having a unique cyclopenta-1,3-dione moiety, was isolated from a Japanese traditional medicinal plant, Hypericum chinense, together with three new spiro-lactone-related derivatives, biyouyanagin B (2), 5,6-dihydrohyperolactone D (3), and 4-hydroxyhyperolactone D (4). Their structures were established on the basis of spectroscopic evidence. In a cytotoxicity assay against human cancer cell lines including multidrug-resistant (MDR) cancer cell lines, several compounds demonstrated enhanced cytotoxicity against MDR KB cells in the presence of colchicine.
authors.affiliation: Graduate School of Pharmaceutical Sciences, University of Tokushima, Shomachi 1-78, Tokushima 770-8505, Japan.
authors.forename: Naonobu
authors.initials: N
authors.lastname: Tanaka
authors.forename: Yoshiki
authors.initials: Y
authors.lastname: Kashiwada
authors.forename: Sang Yong
authors.initials: SY
authors.lastname: Kim
authors.forename: Waka
authors.initials: W
authors.lastname: Hashida
authors.forename: Michiko
authors.initials: M
authors.lastname: Sekiya
authors.forename: Yasumasa
authors.initials: Y
authors.lastname: Ikeshiro
authors.forename: Yoshihisa
authors.initials: Y
authors.lastname: Takaishi
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000494:pharmacology; D003078:Colchicine / Q000494:pharmacology; D018432:Drug Resistance, Multiple / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020902:Hypericum / Q000737:chemistry*; D007564:Japan; D007624:KB Cells; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015394:Molecular Structure; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013141:Spiro Compounds / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D007783:Lactones; D012717:Sesquiterpenes; D013141:Spiro Compounds; C544053:biyouyanagin B; C544054:biyouyanagiol; D003078:Colchicine