title: Compositions of royal jelly II. Organic acid glycosides and sterols of the royal jelly of honeybees (Apis mellifera).
abstract: Two organic acid glycosides (1, 2) and 16 sterols were isolated from the royal jelly of honeybees (Apis mellifera). The former two were monoglucosides of 10-hydroxy-2E-decenoic and 10-hydroxydecanoic acids. They are the first examples of glycosides isolated from royal jelly. The latter 16 were sterols mainly composed of 28 or 29 carbons. Among them, four compounds were new isofucosterol derivatives, and their structures were characterized as (24Z)-stigmasta-5,24(28)-dien-3beta-ol-7-one (3), (24Z)-stigmasta-5,24(28)-diene-3beta,7beta-diol (4), (24Z)-stigmasta-5,24(28)-diene-3beta,7alpha-diol (5), and (24Z)-stigmast-24(28)-ene-3beta,5alpha,6beta-triol (6) on the basis of various NMR spectroscopic data.
authors.affiliation: Faculty of Pharmaceutical Sciences, Setsunan University, Hirakata, Osaka, Japan.
authors.forename: Tetsuya
authors.initials: T
authors.lastname: Kodai
authors.forename: Kazue
authors.initials: K
authors.lastname: Umebayashi
authors.forename: Takafumi
authors.initials: T
authors.lastname: Nakatani
authors.forename: Kaori
authors.initials: K
authors.lastname: Ishiyama
authors.forename: Naoki
authors.initials: N
authors.lastname: Noda
mesh_terms: D000818:Animals; D001516:Bees / Q000737:chemistry*; D002783:Cholestenones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D005227:Fatty Acids / Q000737:chemistry* / Q000494:pharmacology; D005229:Fatty Acids, Monounsaturated / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010840:Phytosterols / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D012855:Sitosterols / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000099219:Royal Jelly
chemical_list: D002783:Cholestenones; D005227:Fatty Acids; D005229:Fatty Acids, Monounsaturated; D006027:Glycosides; D010840:Phytosterols; D012855:Sitosterols; D000099219:Royal Jelly; C055543:10-hydroxy-2-decenoic acid