title: Structure of cymbidine A, a monomeric peptidoglycan-related compound with hypotensive and diuretic activities, isolated from a higher plant, Cymbidium goeringii (Orchidaceae).
abstract: The structure of a new monomeric peptidoglycan-related compound with hypotensive and diuretic activities, cymbidine A (1) isolated from the orchid Cymbidium goeringii, was elucidated mainly by spectroscopic analysis. The structure of 1 was shown to involve four amino acids (D-alanin, meso-diaminopimelic acid, D-gultamic acid, and L-valine) and two amino sugars (N-acetylglucosamine and 1,6-anhydro-N-acetylmuramic acid). The sequence of the amino acids and amino sugars was determined by the analysis of 2D NMR data. The absolute stereochemistries of the three amino acids (D-Ala, D-Glu and L-Val) were determined by the modified Marfey's method, and the (6S,10R) configurations of meso-diaminopimelic acid in 1 were indicated on the basis of the CD analysis. The absolute stereochemistry of 1,6-anhydro-N-acetylmuramic acid was also determined by CD data.
authors.affiliation: School of Life Sciences, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan .
authors.forename: Kinzo
authors.initials: K
authors.lastname: Watanabe
authors.forename: Rina
authors.initials: R
authors.lastname: Tanaka
authors.forename: Hitomi
authors.initials: H
authors.lastname: Sakurai
authors.forename: Kazuo
authors.initials: K
authors.lastname: Iguchi
authors.forename: Yasuji
authors.initials: Y
authors.lastname: Yamada
authors.forename: Chau-Shin
authors.initials: CS
authors.lastname: Hsu
authors.forename: Chiseko
authors.initials: C
authors.lastname: Sakuma
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Kikuchi
authors.forename: Humio
authors.initials: H
authors.lastname: Shibayama
authors.forename: Tadahide
authors.initials: T
authors.lastname: Kawai
mesh_terms: D000818:Animals; D000959:Antihypertensive Agents / Q000302:isolation & purification* / Q000494:pharmacology*; D002240:Carbohydrate Sequence; D004232:Diuretics / Q000302:isolation & purification* / Q000494:pharmacology*; D006020:Glycopeptides / Q000302:isolation & purification* / Q000494:pharmacology*; D006868:Hydrolysis; D006973:Hypertension / Q000139:chemically induced / Q000188:drug therapy / Q000503:physiopathology; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D008969:Molecular Sequence Data; D029595:Orchidaceae / Q000737:chemistry*; D051381:Rats; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D000959:Antihypertensive Agents; D004232:Diuretics; D006020:Glycopeptides; C520863:cymbidine A