Phenylacylphenol derivatives with anti-melanogenic activity from Stewartia pseudocamellia.
Three new phenylacylphenol derivatives, stewartianol (1), deoxystewartianol-4'-O-arabinoglucoside (2), and stewartianol-3-O-glucoside (3), along with nine known compounds, methylesculin (4), fraxoside (5), fraxetin (6), scopletin (7), (+)-dihydromyricetin (8), (+)-taxifolin-7-O-β-D-glucose (9), (+)-taxifolin (10), (+)-dihydrokaempferol-7-O-β-D-glucose (11), and 3-acetyl-ursolic acid (12), were isolated from the twigs of Stewartia pseudocamellia; commonly used as folk medicine in Korea. The structures of the isolated compounds were identified using spectroscopic analysis, including 1D, 2D NMR, MS and compared with published data. The compounds were tested for their anti-melanogenic activity in cultured murine B16 melanoma cells. Stewartianol (1) and stewartianol-3-O-glucoside (3) showed an inhibitory effect significantly on melanogenesis in a concentration-dependent manner.
Natural Medicine Research Center, Korea Research Institute of Bioscience & Biotechnology, yeongudanji-ro 30, Ochang-eup, Cheongwon-gu, Cheongju-si, 363-883, Korea.|University of Science & Technology, 217 Gajeong-ro Yuseong-gu, Daejeon, Korea.
Zuh-Kyung
ZK
Seong
Division of AIDS, Center for Immunology and Pathology, Korea National Institute of Health, 187 Osongsaengmyeong2-ro, Cheongwon, 363-951, Korea.
Hui-Seong
HS
Kim
Natural Medicine Research Center, Korea Research Institute of Bioscience & Biotechnology, yeongudanji-ro 30, Ochang-eup, Cheongwon-gu, Cheongju-si, 363-883, Korea.|University of Science & Technology, 217 Gajeong-ro Yuseong-gu, Daejeon, Korea.
Yu-Mi
YM
Won
Natural Medicine Research Center, Korea Research Institute of Bioscience & Biotechnology, yeongudanji-ro 30, Ochang-eup, Cheongwon-gu, Cheongju-si, 363-883, Korea.|University of Science & Technology, 217 Gajeong-ro Yuseong-gu, Daejeon, Korea.
Jae-Lim
JL
Kim
Natural Medicine Research Center, Korea Research Institute of Bioscience & Biotechnology, yeongudanji-ro 30, Ochang-eup, Cheongwon-gu, Cheongju-si, 363-883, Korea.
Hyuk-Hwan
HH
Song
Natural Medicine Research Center, Korea Research Institute of Bioscience & Biotechnology, yeongudanji-ro 30, Ochang-eup, Cheongwon-gu, Cheongju-si, 363-883, Korea.
Doo-Young
DY
Kim
Natural Medicine Research Center, Korea Research Institute of Bioscience & Biotechnology, yeongudanji-ro 30, Ochang-eup, Cheongwon-gu, Cheongju-si, 363-883, Korea.|University of Science & Technology, 217 Gajeong-ro Yuseong-gu, Daejeon, Korea.
Sei-Ryang
SR
Oh
Joennam Development Institute for Korean Traditional Medicines, 288 Woodland-gil Anyang-myeon Jangheung-Gun, Jeonnam, Korea.
Hyun-Woo
HW
Cho
Joennam Development Institute for Korean Traditional Medicines, 288 Woodland-gil Anyang-myeon Jangheung-Gun, Jeonnam, Korea.
Jung-Hee
JH
Cho
Natural Medicine Research Center, Korea Research Institute of Bioscience & Biotechnology, yeongudanji-ro 30, Ochang-eup, Cheongwon-gu, Cheongju-si, 363-883, Korea. hykylee@kribb.re.kr.|University of Science & Technology, 217 Gajeong-ro Yuseong-gu, Daejeon, Korea. hykylee@kribb.re.kr.
Hyeong-Kyu
HK
Lee
D000818:Animals; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D005960:Glucosides / Q000302:isolation & purification* / Q000494:pharmacology; D008543:Melanins / Q000037:antagonists & inhibitors* / Q000378:metabolism; D008546:Melanoma, Experimental / Q000378:metabolism / Q000473:pathology; D051379:Mice; D035261:Plant Components, Aerial / Q000737:chemistry*; D012118:Resorcinols / Q000302:isolation & purification* / Q000494:pharmacology; D028242:Theaceae / Q000737:chemistry*
D005960:Glucosides; D008543:Melanins; D012118:Resorcinols; C000613903:stewartianol; C000613904:stewartianol-3-O-glucoside
Anti-melanogenic activity; Melanogenesis; Murine B16 melanoma cells; Phenylacylphenol; Stewartia pseudocamellica