[New neolignan from seed of Myristica fragrans].
OBJECTIVE
To study the chemical constituents in the nutmeg (seed of Myristica fragrans).


METHODS
The chemical constituents were isolated by various column chromatographic methods and structurally elucidated by IR, NMR and MS evidences.


RESULTS
Fifteen compounds were obtained and identified as myristicin (1), methyleugenol (2), safrole (3), 2, 3-dihydro-7-methoxy-2(3, 4-methylenedioxyphenyl)-3-methyl-5-(E) -propenyl-benzofuran (4), dehydrodiisoeugenol (5), 2, 3-dihydro-7-methoxy-2-(3-methoxy-4, 5-methylenedioxyphenyl) -3-methyl-5-(E)-propenyl-benzofuran (6), erythro-2-(4-allyl-2, 6-dimethoxyphenoxy)-1-(3, 4-dimetho- xyphenyl) propane (7), erythro-2-(4-allyl-2, 6-dimethoxyphenoxy)-1-(3, 4, 5-trimethoxyphenyl) propane (8), erythro-2-(4-allyl-2, 6-dimethoxyphenoxy)-1-(3, 4-dimethoxyphenyl) propan-1-ol acetate (9), erythro-2-(4-allyl-2, 6-dimethoxyphenoxy)-1-(3, 4-dimethoxyphenyl) propan-1-ol (10), erythro-2-(4-allyl-2, 6-dimethoxyphenoxy)-1-(3, 4, 5-trimethoxyphenyl) propan-1-ol (11), 5-methoxy-dehydrodiisoeugenol (12), erythro-2-(4-allyl-2, 6-dimethoxyphenoxy)-1-(4-hydroxy-3-methoxyphenyl)-propan-1-ol (13), guaiacin (14) and threo-2-(4-allyl-2, 6-dimethoxyphenoxy)-1-(3-methoxy-5-hydroxy-phenyl) propan-1-ol (15).


CONCLUSIONS
Compound 15 is a new compound and named myrisisolignan. Compound 7 is isolated from the genus Myristica for the first time.
State Key Laboratory of Natural and Biomimetic Drugs, Department of Natural Medicines, School of Pharmaceutical Sciences, Peking University, Beijing 100083, China. xwyang@bjmu.edu.cn
Xiu-Wei
XW
Yang
Xin
X
Huang
Mamat
M
Ahmat
D000081248:Allylbenzene Derivatives; D001572:Benzofurans / Q000737:chemistry / Q000302:isolation & purification; D001593:Benzyl Compounds / Q000737:chemistry / Q000302:isolation & purification; D004148:Dioxolanes / Q000737:chemistry / Q000302:isolation & purification; D005054:Eugenol / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification; D017705:Lignans / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D026323:Myristica / Q000737:chemistry*; D011748:Pyrogallol / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification; D012451:Safrole / Q000737:chemistry / Q000302:isolation & purification; D012639:Seeds / Q000737:chemistry*
D000081248:Allylbenzene Derivatives; D001572:Benzofurans; D001593:Benzyl Compounds; D004148:Dioxolanes; D017705:Lignans; C496603:dehydrodiisoeugenol; D011748:Pyrogallol; C005246:myristicin; C005223:methyleugenol; D005054:Eugenol; C105430:benzofuran; D012451:Safrole