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Nat Prod Res. 2018 Jan;32(2):154-161. doi: 10.1080/14786419.2017.1342084. Epub 2017 Jun 18.

New water soluble glycosides of 11-keto-β-boswellic acid: A paradigm.

Author information

1
a Chemical Sciences Division , Vittal Mallya Scientific Research Foundation , Bangalore , India.

Abstract

Though several glycosides of various triterpenes are known, but surprisingly no boswellic acid glycosides are reported so far. With a view to make water soluble boswellic acids, prepared glycosides of 11-keto boswellic acid for the first time. Naturally occurring boswellic acids which are anti-inflammatory agents are lipophylic in nature and thus, become a limiting factor in terms of their bioavailability. Among boswellic acids, 11-keto-β-boswellic acid is found to exhibit superior biological activity and hence successfully prepared its glucosyl and maltosyl derivatives viz., 11-keto-β-boswellic acid-24-O-β-D-glucopyranoside (9) and 11-keto-β-boswellic acid-24-O-α-D-glucopyranosyl-(1 → 4)-β-D-glucopyranoside (15) which are water soluble. Both these compounds are soluble in water to the extent of 10% (w/w) which is very significant.

KEYWORDS:

Boswellia seratta; bioavailability; boswellic acids; glycosylation

PMID:
28627258
DOI:
10.1080/14786419.2017.1342084
[Indexed for MEDLINE]

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