product information
(2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5 -trihydroxyoxane-2-carboxylic acid
CAS number: 31564-28-0
Groups: All Chemicals, Biochemicals
Information:
IUPAC Name: (2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5
-trihydroxyoxane-2-carboxylic acid

CAS Number: 31564-28-0

Chemical Formula: C21H18O11

Synonyms: 100647-26-5, 21967-41-9, 27462-75-5, (2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-keto-2-phenyl-chromen-7-yl)oxy-3,4
,5-trihydroxy-tetrahydropyran-2-carboxylic acid, (2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenyl-chromen-7-yl)oxy-3,4,
5-trihydroxy-oxane-2-carboxylic acid, (2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5
-trihydroxyoxane-2-carboxylic acid, (2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenyl-chromen-7-yl)oxy-3,4,
5-trihydroxy-tetrahydropyran-2-carboxylic acid, 31564-28-0, 5,6,7-Trihydroxyflavone-7-O-.beta.-D-glucopyranosideuronic acid, 5,6-dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl beta-D-glucopyranosi
duronic acid, 5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl beta-D-glucopyranosiduron
ic acid, 572667_ALDRICH, 7-D-Glucuronic acid-5,6-dihydroxyflavone, AIDS001402, AIDS-001402, Baicalein-7-D-glucuronide, Baicalein 7-O-glucuronide, Baicalin, beta-D-Glucopyranosiduronic acid, 5,6-dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl, C10025, C21H18O11, CHEBI:2981, CID64982, LS-71490, STOCK1N-21299, TJN-151

Product Info: The pharmacological activities of vasicine and vasicinone are well known. Recent investigations on vasicine showed bronchodilatory activity comparable to theophylline, both in vitro and in vivo. Both the alkaloids in combination showed pronounced bronchodilatory activity. Vasicine also exhibits strong respiratory stimulant activity. There has also been a report of thrombopoetic4 (platelet-increasing) activity with vasicine. Uterine stimulant activity and moderate hypotensive activity of the alkaloids have been observed.

Adulsa(Adhathoda vasica), also known as vasaka, is distributed all over the plains of India & in lower Himalayan ranges, ascending to a height of 1.5 m. The plant has been recommended by Ayurvedic physicians for the management of various types of respiratory disorders. It possesses potent bronchodilatory, expectorant, anti-spasmodic and anti-septic properties. It also possesses significant antimicrobial activity against gingival inflammation and pyorrhea. It has also shown Uterine stimulant activity, moderate hypotensive activity and thrombopoeitic activity. The leaves of the plant contain two major alkaloids called vasicine and vasicinone which are responsible for its medicinal properties. The bronchodilatory & expectorant properties of the leaves are attributed to vasicine. Recent investigations on vasicine showed bronchodilatory activity comparable to theophylline, which is a methylxanthine drug used in therapy for respiratory diseases such as COPD or asthma.

The pharmacological action of the alkaloids in Adhatoda vasica were studied as early as 1959. Amin and Mehta studied vasicinone for its action on guinea pig trachea and perfused lung and on intact guinea pigs. Vasicinone antagonized histamineinduced constriction, but was less effective than adrenaline. A quinazol4one ring is found in vasicine and vasicinone and may be responsible for the action of Adhatoda. Vasicinone is the autooxidation product of vasicine.Cambridge et al. stated that in vitro tests showed relaxation of guinea pig trachea rings by vasicinone and quinazol4one at about 1/2000 the activity of adrenaline.Vasicinone was 1/700 and quinazol4one was 1/3800 as active as adrenaline against histamineinduced contraction. In in vivo studies of anesthetized guinea pigs, vasicine produced bronchoconstriction at high doses. Vasicine and vasicinone were found to have a weak antihistaminic effect which was of short duration. Vasicinone had less antihistaminic activity than vasicine and the effect decreased at higher doses.
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