Lignan derivatives and a norditerpene from the seeds of Vitex negundo.
A new phenyldihydronaphthalene-type lignan, vitedoin A (1), a new phenylnaphthalene-type lignan alkaloid, vitedoamine A (2), and a new trinorlabdane-type diterpene, vitedoin B (3), were isolated from the seeds of Vitex negundo along with five known lignan derivatives (4-8). Their chemical structures were determined mainly on the basis of NMR and MS data. Compounds 1, 2, and 4-7 showed stronger antioxidative activity than alpha-tocopherol using the ferric thiocyanate method. Compounds 1, 2, and 4-7 showed higher radical-scavenging effect on the stable free radical, 1,1-diphenyl-2-picrylhydrazyl, than L-cysteine.
Ono
Masateru
M
School of Agriculture, Kyushu Tokai University, Choyo 5435, Aso, Kumamoto 869-1404, Japan. mono@ktmail.ktokai-u.ac.jp
Nishida
Yoichiro
Y
Masuoka
Chikako
C
Li
Jian-Chen
JC
Okawa
Masafumi
M
Ikeda
Tsuyoshi
T
Nohara
Toshihiro
T
D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001713:Biphenyl Compounds; D003545:Cysteine / Q000494:pharmacology; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D019906:Nuclear Magnetic Resonance, Biomolecular; D010851:Picrates / Q000494:pharmacology; D010946:Plants, Medicinal / Q000737:chemistry*; D012639:Seeds / Q000737:chemistry; D020950:Vitex / Q000737:chemistry*; D024502:alpha-Tocopherol / Q000494:pharmacology
D000975:Antioxidants; D001713:Biphenyl Compounds; D004224:Diterpenes; D004365:Drugs, Chinese Herbal; D017705:Lignans; D009281:Naphthalenes; D010851:Picrates; C497095:vitedoamine A; C497094:vitedoin A; C497096:vitedoin B; C004931:1,1-diphenyl-2-picrylhydrazyl; D024502:alpha-Tocopherol; D003545:Cysteine