[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.
Yang
Xiu-Wei
XW
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
Huang
Xin
X
Ahmat
Mamat
M
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