Two new lignans and melanogenesis inhibitors from Schisandra nigra.

Abstract

An acetone extract from the stems of Schisandra nigra MAX. (Schisandraceae) exhibited significant inhibition of 3-isobutyl-1-methylxanthine (IBMX)-stimulated melanogenesis in murine B16 melanoma F10 cells. Fractionation and purification of the extract led to the isolation of two new tetrahydrofuran-type lignans, (+)-5-methoxyzuonin A (2) and kadlongirin C (3), along with eight known compounds (1, 4-10). The structures of the new compounds were determined by spectroscopic analyses. Of the isolated compounds (1, 3 -10), (+)-zuonin A (1) showed remarkable inhibition of melanogenesis at concentrations without cytotoxicity in B16 melanoma F10 cells. (+)-Zuonin A (1) did not inhibit tyrosinase; however, Western blot analysis revealed that it decreased protein levels of tyrosinase and tyrosinase-related proteins (TRP)-1 and TRP-2 without changing phosphorylation level of cAMP response element-binding protein.

• Authors: Yuji Narukawa, Chihiro Komatsu, Rina Yamauchi, Sakiko Shibayama, Mayuko Hachisuka, Fumiyuki Kiuchi
• Journal: Journal of natural medicines (J Nat Med) Vol. 70 Issue 3 Pg. 460-6 (Jul 2016) ISSN: 1861-0293 [Electronic] Japan
• PMID: 27142263 (Publication Type: Journal Article)

Chemical References

• Lignans
• Melanins

Topics

• Animals
• Cell Line, Tumor
• Lignans (metabolism)
• Melanins (metabolism)
• Mice
• Molecular Structure
• Schisandra (chemistry)