title: Andirolides W-Y from the flower oil of andiroba (Carapa guianensis, Meliaceae).
abstract: Three new limonoids, andirolides W-Y (1-3), were isolated from the flower oil of Carapa guianasis AUBLET (Meliaceae). Their structures were elucidated on the basis of spectroscopic analyses using 1D and 2D NMR spectra and FABMS. Seven known limonoids: 7-deacetoxy-7-oxogedunin (4), 6α-acetoxygedunin (5), methylangolensate (6), 6α-hydroxygedunin (7), 6α-acetoxy-7α-deacetoxy-7α-hydroxygedunin (8), gedunin (9), and 7-deacetoxy-7-hydroxygedunin (10) from this flower oil were evaluated for the effects on the production of NO in LPS-activated mouse peritoneal macrophages.
authors.affiliation: Laboratory of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.
authors.forename: Asami
authors.initials: A
authors.lastname: Sakamoto
authors.affiliation: Laboratory of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.
authors.forename: Yuji
authors.initials: Y
authors.lastname: Tanaka
authors.affiliation: Laboratory of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.
authors.forename: Takeshi
authors.initials: T
authors.lastname: Yamada
authors.affiliation: Laboratory of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.
authors.forename: Takashi
authors.initials: T
authors.lastname: Kikuchi
authors.affiliation: Laboratory of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, Kinki University, 3-4-1 Kowakae, Higashi-osaka, Osaka 577-8502, Japan.
authors.forename: Osamu
authors.initials: O
authors.lastname: Muraoka
authors.affiliation: Pharmaceutical Research and Technology Institute, Kinki University, 3-4-1 Kowakae, Higashi-osaka, Osaka 577-8502, Japan.
authors.forename: Kiyofumi
authors.initials: K
authors.lastname: Ninomiya
authors.affiliation: Pharmaceutical Research and Technology Institute, Kinki University, 3-4-1 Kowakae, Higashi-osaka, Osaka 577-8502, Japan. Electronic address: morikawa@kindai.ac.jp.
authors.forename: Toshio
authors.initials: T
authors.lastname: Morikawa
authors.affiliation: Laboratory of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan. Electronic address: tanakar@gly.oups.ac.jp.
authors.forename: Reiko
authors.initials: R
authors.lastname: Tanaka
mesh_terms: D000818:Animals; D035264:Flowers / Q000737:chemistry; D036701:Limonins / Q000737:chemistry* / Q000302:isolation & purification; D017737:Macrophages, Peritoneal / Q000187:drug effects*; D008297:Male; D029582:Meliaceae / Q000737:chemistry*; D051379:Mice; D015394:Molecular Structure; D009569:Nitric Oxide / Q000096:biosynthesis; D010938:Plant Oils / Q000737:chemistry*
chemical_list: D036701:Limonins; D010938:Plant Oils; C000597771:andirolide W; C000597772:andirolide X; C000597773:andirolide Y; D009569:Nitric Oxide
keywords: Andirolides W–Y; Carapa guianensis; Flower; Limonoid; Meliaceae; NO production