title: Isoprenylated flavonoids from the root bark of Morus alba and their hepatoprotective and neuroprotective activities.
abstract: A new isoprenylated flavonoid, 2S-5,7,2',4'-tetrahydroxy-3',5'-di-(γ,γ-dimethylallyl)flavanone, sanggenol Q (1), along with seven known isoprenylated flavonoids, sanggenol A (2), sanggenol L (3), kuwanon T (4), cyclomorusin (5), sanggenon F (6), sanggenol O (7), and sanggenon N (8), three known Diels-Alder type adducts, sanggenon G (9), mulberrofuran G (10), and mulberrofuran C (11), and a known benzofuran, moracin E (12), were isolated from the root bark of Morus alba using silica gel, ODS, and Sephadex LH-20 column chromatography. Chemical structures were determined based on spectroscopic data analyses including NMR, MS, CD, and IR. For the first time, compounds 1 and 7 were isolated from the root bark of M. alba. All compounds were evaluated for hepatoprotective activity on t-BHP-induced oxidative stress in HepG2 cells and neuroprotective activity on glutamate-induced cell death in HT22 cells. Compounds 1, 4, 8, 10, and 11 showed protective effects on t-BHP-induced oxidative stress with EC50 values of 6.94 ± 0.38, 30.32 ± 6.82, 23.45 ± 4.72, 15.31 ± 2.21, and 0.41 ± 0.48 μM, respectively, and compounds 1, 2, 10, 11, and 12 showed protective effects on glutamate-induced cell death with EC50 values of 5.54 ± 0.86, 34.03 ± 7.71, 19.71 ± 0.71, 16.50 ± 7.82, and 1.02 ± 0.13 μM, respectively.
authors.affiliation: Graduate School of Biotechnology and Department of Oriental Medicine Biotechnology, Kyung Hee University, Yongin, 446-701, Republic of Korea.
authors.forename: Jae-Woo
authors.initials: JW
authors.lastname: Jung
authors.affiliation: Institute of Pharmaceutical Research and Development, College of Pharmacy, Wonkwang University, Iksan, 570-749, Republic of Korea.
authors.forename: Won-Min
authors.initials: WM
authors.lastname: Ko
authors.affiliation: Graduate School of Biotechnology and Department of Oriental Medicine Biotechnology, Kyung Hee University, Yongin, 446-701, Republic of Korea.
authors.forename: Ji-Hae
authors.initials: JH
authors.lastname: Park
authors.affiliation: Graduate School of Biotechnology and Department of Oriental Medicine Biotechnology, Kyung Hee University, Yongin, 446-701, Republic of Korea.
authors.forename: Kyeong-Hwa
authors.initials: KH
authors.lastname: Seo
authors.affiliation: Graduate School of Biotechnology and Department of Oriental Medicine Biotechnology, Kyung Hee University, Yongin, 446-701, Republic of Korea.
authors.forename: Eun-Ji
authors.initials: EJ
authors.lastname: Oh
authors.affiliation: Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA, Eumseong, 369-873, Republic of Korea.
authors.forename: Dae-Young
authors.initials: DY
authors.lastname: Lee
authors.affiliation: Inha Research Institute for Medical Sciences, Inha University School of Medicine, Incheon, 400-712, Republic of Korea.
authors.forename: Dong-Sung
authors.initials: DS
authors.lastname: Lee
authors.affiliation: Institute of Pharmaceutical Research and Development, College of Pharmacy, Wonkwang University, Iksan, 570-749, Republic of Korea.
authors.forename: Youn-Chul
authors.initials: YC
authors.lastname: Kim
authors.affiliation: Division of Matabolism and Functionality Research, Korea Food Research Institute, Sungnam, 463-746, Republic of Korea.
authors.forename: Dong-Wook
authors.initials: DW
authors.lastname: Lim
authors.affiliation: Division of Matabolism and Functionality Research, Korea Food Research Institute, Sungnam, 463-746, Republic of Korea.
authors.forename: Daeseok
authors.initials: D
authors.lastname: Han
authors.affiliation: Graduate School of Biotechnology and Department of Oriental Medicine Biotechnology, Kyung Hee University, Yongin, 446-701, Republic of Korea. nibaek@khu.ac.kr.
authors.forename: Nam-In
authors.initials: NI
authors.lastname: Baek
mesh_terms: D000818:Animals; D016923:Cell Death / Q000187:drug effects; D002460:Cell Line; D005419:Flavonoids / Q000302:isolation & purification / Q000494:pharmacology*; D018698:Glutamic Acid / Q000633:toxicity; D056945:Hep G2 Cells; D006801:Humans; D051379:Mice; D031625:Morus / Q000737:chemistry*; D018696:Neuroprotective Agents / Q000302:isolation & purification / Q000494:pharmacology*; D018384:Oxidative Stress / Q000187:drug effects*; D024301:Plant Bark; D018517:Plant Roots; D013057:Spectrum Analysis; D020122:tert-Butylhydroperoxide / Q000633:toxicity
chemical_list: D005419:Flavonoids; D018696:Neuroprotective Agents; D018698:Glutamic Acid; D020122:tert-Butylhydroperoxide
keywords: HT22; HepG2; Hepatoprotective activity; Isoprenylated flavonoid; Morus alba L.; Neuroprotective activity