title: Medicinal flowers. XXXV. Nor-oleanane-type and acylated oleanane-type triterpene saponins from the flower buds of Chinese Camellia japonica and their inhibitory effects on melanogenesis.
abstract: The methanolic extract and its 1-butanol-soluble fraction from the flower buds of Camellia japonica, cultivated in Yunnan Province, China, showed inhibitory effects on melanogenesis in theophylline-stimulated B16 melanoma 4A5 cells. From the 1-butanol-soluble fraction, a new 28-nor-oleanane-type and three new oleanane-type triterpene saponins, sanchakasaponins A-D, were isolated together with four known triterpene saponins. Their chemical structures were elucidated on the basis of chemical and physicochemical evidence. The inhibitory effects on melanogenesis in theophylline-stimulated B16 melanoma 4A5 cells and structure-activity relationships of the saponins were investigated.
authors.affiliation: Kyoto Pharmaceutical University, Misasagi, Kyoto 607-8412, Japan.
authors.forename: Katsuyoshi
authors.initials: K
authors.lastname: Fujimoto
authors.forename: Seikou
authors.initials: S
authors.lastname: Nakamura
authors.forename: Souichi
authors.initials: S
authors.lastname: Nakashima
authors.forename: Takahiro
authors.initials: T
authors.lastname: Matsumoto
authors.forename: Kaoru
authors.initials: K
authors.lastname: Uno
authors.forename: Tomoe
authors.initials: T
authors.lastname: Ohta
authors.forename: Tomoko
authors.initials: T
authors.lastname: Miura
authors.forename: Hisashi
authors.initials: H
authors.lastname: Matsuda
authors.forename: Masayuki
authors.initials: M
authors.lastname: Yoshikawa
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D028244:Camellia / Q000737:chemistry*; D045744:Cell Line, Tumor; D035264:Flowers / Q000737:chemistry; D008543:Melanins / Q000037:antagonists & inhibitors* / Q000378:metabolism; D008546:Melanoma, Experimental / Q000188:drug therapy* / Q000378:metabolism; D051379:Mice; D009828:Oleanolic Acid / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D008543:Melanins; D009828:Oleanolic Acid