Sulfur-containing bis-iridoid glucosides and iridoid glucosides from Saprosmas cortechinii.
Six new sulfur-containing bis-iridoid glucosides, saprosmosides A-F (1-6), were isolated from the leaves of Saprosma scortechinii. From the stems of this same plant, two new iridoid glucosides, 3,4-dihydro-3-methoxypaederoside (8) and 10-O-benzoyldeacetylasperulosidic acid (12), were isolated. Their structures were elucidated by means of chemical, NMR, and mass spectroscopic methods. Additionally, 11 known iridoid glucosides were isolated and characterized as deacetylasperuloside, asperuloside, paederoside (7), deacetylasperulosidic acid (9), scandoside, asperulosidic acid, 10-acetylscandoside, paederosidic acid (10), 6-epi-paederosidic acid (11), methylpaederosidate, and monotropein. The structures of the new bis-iridoid glucosides were formed by intermolecular esterification between the glucose and carboxyl groups of three monomeric iridoid glucosides (7, 9, and 10).
Ling
Sui-Kiong
SK
Faculty of Pharmaceutical Sciences, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan.
Komorita
Akiko
A
Tanaka
Takashi
T
Fujioka
Toshihiro
T
Mihashi
Kunihide
K
Kouno
Isao
I
D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification*; D006868:Hydrolysis; D039823:Iridoids; D008296:Malaysia; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry; D010944:Plants / Q000737:chemistry*; D011714:Pyrans / Q000737:chemistry / Q000302:isolation & purification*; D019666:Rubiaceae / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism; D013455:Sulfur / Q000737:chemistry*
D005960:Glucosides; D039823:Iridoids; D011714:Pyrans; D013455:Sulfur