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Thursday 25 June 2015

A new bioactive monoterpene-flavonoid from Satureja khuzistanica.

Fitoterapia. 2015 Jun 15. pii: S0367-326X(15)30028-9. doi: 10.1016/j.fitote.2015.06.012. [Epub ahead of print]

A new bioactive monoterpene-flavonoid from Satureja khuzistanica.

Author information

  • 1iMed.ULisboa, Faculty of Pharmacy, Universidade de Lisboa, Av. Prof. Gama Pinto 1649-003 Lisbon, Portugal; Medicinal Plants Research Center, Tehran University of Medical Sciences, P.O. Box 14155-6451, Tehran 14176 14411, Iran.
  • 2iMed.ULisboa, Faculty of Pharmacy, Universidade de Lisboa, Av. Prof. Gama Pinto 1649-003 Lisbon, Portugal.
  • 3Medicinal Plants Research Center, Tehran University of Medical Sciences, P.O. Box 14155-6451, Tehran 14176 14411, Iran. Electronic address: odsilva@ff.ulisboa.pt.

Abstract

A new monoterpene-flavonoid, saturejin (3'-(2,5-dihydroxy-p-cymene) 5,7,4'-trihydroxy flavone) (4), together with twelve known flavonoids consist of two flavanonols (aromadendrin (8) and taxifolin (12)), two flavanones (naringenin (3) and 5,7,3',5'-tetrahydroxy flavanone (9)) and eight flavones (xanthomicrol (1), acacetin (2), cirsimaritin (5), 7-methoxy luteolin (6), apigenin (7), cirsilineol (10), diosmetin (11) and 6-hydroxyluteolin 7,3'-dimethyl ether (13)), were isolated from an ethyl acetate extract and identified for the first time in the dried aerial parts of Satureja khuzistanica Jamzad, an endemic medicinal plant traditionally used as dental anesthetic, oral antiseptic and anti-inflammatory among the nomadic inhabitants of southwestern Iran. The structures of these compounds were determined using the usual spectroscopic methods including 2D-NMR and MS analyses. Saturejin showed a significant β-glucosidase inhibitory activity at concentration of 10μg as well as positive antioxidant activity at the amount of 1μg. These results could be correlated with the in vitro and in vivo anti-inflammatory, anti-oxidant and anti-diabetic properties reported from this medicinal plant. Similar activities were also described for some of the other isolated compounds.
Copyright © 2015. Published by Elsevier B.V.

KEYWORDS:

3'-(2,5-dihydroxy-p-cymene)5,7,4'-trihydroxyflavone; 6-hydroxyluteolin 7 3'-dimethyl ether (PubChem CID: 10359254); Acacetin (PubChem CID:5280442); Antioxidant activity; Apigenin (PubChem CID: 5280443); Aromadendrin (PubChem CID: 122850); Cirsilineol (PubChem CID: 162464); Cirsimaritin (PubChem CID: 188323); Diosmetin (PubChem CID: 5281612); Monoterpene-flavonoid; Naringenin (PubChem CID: 932); Satureja khuzistanica; Saturejin; Taxifolin (PubChem CID: 439533); Xanthomicrol (PubChem CID:73207); β-glucosidase inhibitory activity
PMID:
26086672
[PubMed - as supplied by publisher]