Medicinal foodstuffs. II. On the bioactive constituents of the tuber of Sagittaria trifolia L. (Kuwai, Alismataceae): absolute stereostructures of trifoliones A, B, C, and D, sagittariosides a and b, and arabinothalictoside.
From the medicinal foodstuff "kuwai", the tuber of Sagittaria trifolia L., four bioactive diterpene ketones, trifoliones A, B, C, and D, two diterpene glucosides, sagittariosides a and b, and a nitroethylphenol glycoside, arabinothalictoside, were isolated, together with six known diterpenes. Their absolute stereostructures were determined on the basis of chemical and physicochemical evidence which included the application of a modified Mosher's method and an exciton chirality method. Among the diterpene constituents, trifoliones A, B, C, and D exhibited inhibitory effects on the histamine release from rat mast cells induced by compound 48/80 and calcium ionophore A-23187.
Yoshikawa
M
M
Kyoto Pharmaceutical University, Japan.
Yoshizumi
S
S
Murakami
T
T
Matsuda
H
H
Yamahara
J
J
Murakami
N
N
D000818:Animals; D000001:Calcimycin / Q000037:antagonists & inhibitors / Q000494:pharmacology; D002851:Chromatography, High Pressure Liquid; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006633:Histamine Antagonists / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006636:Histamine Release / Q000187:drug effects; D066298:In Vitro Techniques; D007476:Ionophores / Q000494:pharmacology; D007659:Ketones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D008297:Male; D008407:Mast Cells / Q000187:drug effects / Q000378:metabolism; D008516:Medicine, Chinese Traditional; D018517:Plant Roots / Q000737:chemistry*; D010945:Plants, Edible / Q000737:chemistry*; D010946:Plants, Medicinal / Q000737:chemistry*; D051381:Rats; D017208:Rats, Wistar; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism; D003189:p-Methoxy-N-methylphenethylamine / Q000494:pharmacology
D004224:Diterpenes; D005960:Glucosides; D006027:Glycosides; D006633:Histamine Antagonists; D007476:Ionophores; D007659:Ketones; C102250:arabinothalictoside; C102248:sagittarioside a; C102249:sagittarioside b; D000001:Calcimycin; D003189:p-Methoxy-N-methylphenethylamine