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Park, Jix2010,Hae,Jung, Yex2010,Jin,Antarx2005,Aziz ,Mohamed, Mohamed,Hoonx2005,Lee, Tae,Lee, Changx2010,Ho,Han, Daeseok,Song, Myungx2010,Chong,Kim, Jiyoung,Baek, Namx2010,In WILEY‐VCH Verlag 2014 Helvetica chimica acta Vol.97 No.3
<P><B>Abstract</B></P><P>Two new bisabolane sesquiterpenoids, <B>1</B> and <B>2</B>, along with five known ones, 13‐hydroxyxanthorrhizol (<B>3</B>), 12,13‐epoxyxanthorrhizol (<B>4</B>), xanthorrhizol (<B>5</B>), <I>β</I>‐curcumene (<B>6</B>), and <I>β</I>‐bisabolol (<B>7</B>), were isolated from the rhizomes of <I>Curcuma xanthorrhiza</I> <SMALL>Roxb</SMALL><I>.</I> The chemical structures of the new compounds were determined to be (7<I>R</I>,10<I>R</I>)‐10,11‐dihydro‐10,11‐dihydroxyxanthorrhizol 3‐<I>O</I>‐<I>β</I>‐<SMALL>D</SMALL>‐glucopyranoside (<B>1</B>) and (−)‐curcuhydroquinone 2,5‐di‐<I>O</I>‐<I>β</I>‐<SMALL>D</SMALL>‐glucopyranoside (<B>2</B>) on the basis of 1D‐ and 2D‐NMR spectroscopic analyses and optical‐rotation characteristics. Compounds <B>2</B> and <B>3</B> decreased MMP‐1 expression in UVB‐treated human keratinocytes by <I>ca.</I> 8.9‐ and 7.6‐fold at the mRNA level, and by <I>ca.</I> 9.2‐ and 6.6‐fold at the protein level, respectively. The results indicate that the isolated compounds may have anti‐aging effects through inhibition of MMP‐1 expression in skin cells.</P>