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Chemical constituents of the root ofDystaenia takeshimana and their anti-inflammatory activity

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Abstract

In our ongoing search for bioactive compounds originating from the endemic species in Korea, we found that the hexane and EtOAc fractions of the MeOH extract from the root ofDystaenia takeshimana (Nakai) Kitagawa (Umbelliferae) showed cyclooxygenase-2 (COX-2) and 5-lipoxygenase (5-LOX) dual inhibitory activity by assessing their effects on the production of prostaglandin D2 (PGD2) and leukotriene C4 (LTC4) in mouse bone marrow-derived mast cells. By activity-guided fractionation, five coumarins, viz. psoralen (2), xanthotoxin (3), scopoletin (4), umbelliferone (5), and (+)-marmesin (6), together with β-sitosterol (1), were isolated from the hexane fraction, and two phenethyl alcohol derivatives, viz. 2-methoxy-2-(4′-hydroxyphenyl)ethanol (7) and 2-hydroxy-2-(4′-hydroxyphenyl)ethanol (8), three flavonoids, viz. apigenin (9), luteolin (10), and cynaroside (11), as well as daucosterol (12) were isolated from the EtOAc fraction using silica gel column chromatography. In addition, D-mannitol (13) was isolated from the BuOH fraction by recrystallization. Two of the coumarins, scopoletin (4) and (+)-marmesin (6), the two phenethyl alcohol derivatives (7, 8) and the three flavonoids (9–11) were isolated for the first time from this plant. Among the compounds isolated from this plant, the five coumarins as well as the three flavonoids showed COX-2/5-LOX dual inhibitory activity. These results suggest that the anti-inflammatory activity ofD. takeshimana might in part occurvia the inhibition of the generation of eicosanoids.

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Correspondence to Sam Sik Kang or Hyeun Wook Chang.

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Kim, J.S., Kim, J.C., Shim, S.H. et al. Chemical constituents of the root ofDystaenia takeshimana and their anti-inflammatory activity. Arch Pharm Res 29, 617–623 (2006). https://doi.org/10.1007/BF02968244

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