Novel neurotrophic phenylbutenoids from Indonesian ginger Bangle, Zingiber purpureum.
Two new curcuminoids 1 and 2, and a new phenylbutenoid dimer 3, were isolated from Bangle (Zingiber purpureum). Their structures were determined on the basis of comprehensive spectroscopic data and their biogenetic pathway. Compounds 1 and 2 are the first example of curcumin coupled with phenylbutenoid. Compounds 1 and 2 promoted neurite outgrowth of NGF-mediated PC12 cells at concentrations ranging from 1 to 10 μM. In addition, compound 1 was found to accelerate the prevention of Aβ42 aggregation.
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, 180 Yamashiro-cho, Tokushima 770-8514, Japan. Electronic address: miwa-k@ph.bunri-u.ac.jp.
Miwa
M
Kubo
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, 180 Yamashiro-cho, Tokushima 770-8514, Japan.
Minori
M
Gima
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, 180 Yamashiro-cho, Tokushima 770-8514, Japan.
Kohei
K
Baba
Department of Pharmacy, Kochi Medical Graduate School, 185-1, Okou-cho, Kohasu, Nankoku, Kochi 783-8505, Japan.
Megumi
M
Nakai
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, 180 Yamashiro-cho, Tokushima 770-8514, Japan.
Kenichi
K
Harada
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, 180 Yamashiro-cho, Tokushima 770-8514, Japan.
Midori
M
Suenaga
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, 180 Yamashiro-cho, Tokushima 770-8514, Japan.
Yoichi
Y
Matsunaga
HOSODA SHC Co., Ltd, 3-2-21 Miyuki, Fukui 910-0854, Japan.
Eishin
E
Kato
HOSODA SHC Co., Ltd, 3-2-21 Miyuki, Fukui 910-0854, Japan.
Shinya
S
Hosoda
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, 180 Yamashiro-cho, Tokushima 770-8514, Japan. Electronic address: fukuyama@ph.bunri-u.ac.jp.
Yoshiyasu
Y
Fukuyama
D016229:Amyloid beta-Peptides / Q000378:metabolism; D000818:Animals; D047188:Chalcones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D003474:Curcumin / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D008968:Molecular Conformation; D016716:PC12 Cells; D051381:Rats; D013329:Structure-Activity Relationship; D030521:Zingiberaceae / Q000737:chemistry*
D016229:Amyloid beta-Peptides; D047188:Chalcones; C000603601:neocassumunarin A; D003474:Curcumin
Bangle; Curcuminoid; NGF; Neurite outgrowth-promoting activity; PC12 cells; Phenylbutenoid; Zingiber purpureum