Flavonol Glycosides from Muehlenbeckia platyclada and Their Anti-inflammatory Activity

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  • Yen Chiao-Ting
    Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University
  • Hsieh Pei-Wen
    Graduate Institute of Natural Products, Chang Gung University
  • Hwang Tsong-Long
    Graduate Institute of Natural Products, Chang Gung University
  • Lan Yu-Hsuan
    College of Pharmacy, China Medical University
  • Chang Fang-Rong
    Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University Center of Excellence for Environmental Medicine, Kaohsiung Medical University
  • Wu Yang-Chang
    Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University Center of Excellence for Environmental Medicine, Kaohsiung Medical University National Sun Yat-Sen University-Kaohsiung Medical University Joint Research Center

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A new flavonol, morin-3-O-α-rhamnopyranoside (1), along with four known flavonols, kaempferol 3-O-α-rhamnopyranoside (2), kaempferol 3-O-β-glucopyranoside (3), quercetin 3-O-α-rhamnopyranoside (4) and (+)-catechin (5), were isolated from the methanolic extract of Muehlenbeckia platyclada. The structures of these compounds were determined on the basis of chemical and spectroscopic evidence, as well as acid hydrolysis of the original glycoside. Isolates were evaluated for inhibition of generation of superoxide anion, and inhibition of release of neutrophil elastase. Compound 2 showed moderate inhibition of superoxide anion generation with an IC50 value of 6.11±0.86 μg/ml; 1, 3 and 5 inhibited neutrophil elastase release with IC50 values of 3.82±0.80, 8.61±1.38 and 4.37±0.72 μg/ml, respectively, and were 15-fold more potent than phenylmethylsulfonyl fluoride (PMSF), the positive control, in this anti-inflammatory assay.

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