TAILIEUCHUNG - A furanolabdane Diterpene Alcohol from Alpinia tonkinensis gagnep

A furanolabdane diterpene alcohol was isolated from the rhizomes of the endemic Vietnamese medicinal plant Alpinia tonkinensis Gagnep. (Zingiberaceae). Its absolute stereostructure was established to be (12S)-15,16-epoxy-8(17),13(16),14-labdatrien-12-ol from spectroscopic data and by applying the modified Mosher’s method. It is first report on the natural occurrence and absolute stereochemistry of the diterpene which was previously known as a synthetic intermediate. | Journal of Chemistry Vol. 43 3 P. 375 - 378 2005 A FURANOLABDANE DITERPENE ALCOHOL FROM ALPINIA TONKINENSIS Gagnep. Received 24th-June-2004 PHAN MINH GIANG1 HIDEAKI QTSUKA2 PHAN TONG SON1 1Faculty of Chemistry College of Natural Science Vietnam National University 2Graduate School of Biomedical Sciences Hiroshima University Japan SUMMARY A furanolabdane diterpene alcohol was isolated from the rhizomes of the endemic Vietnamese medicinal plant Alpinia tonkinensis Gagnep. Zingiberaceae . Its absolute stereostructure was established to be 12S -15 16-epoxy-8 17 13 16 14-labdatrien-12-ol from spectroscopic data and by applying the modified Mosher s method. It is first report on the natural occurrence and absolute stereochemistry of the diterpene which was previously known as a synthetic intermediate. Keywords Alpinia tonkinensis Zingiberaceae furanolabdane diterpenoid absolute stereostructure modified Mosher s method. Alpinia tonkinensis Gagnep. Zingiber-aceae is an endemic medicinal plant to Vietnam and has been only found in some provinces Nam Ha Ninh Binh Vinh Phuc in North Vietnam 1 2 The plant was also introduced to Guangxi and Hainan of China 3 . The rhizomes of the plant were known to contain a large amount of essential oil 4 . Therefore the plant possesses antifungal and antibacterial properties and is used as a natural antibiotic and a condiment in Vietnam. Previously we investigated the chemical constituents of the hydrodistilled essential oil from the rhizomes of A. tonkinensis myrcene 1 8-cineol and camphor were found as the major components 4 . This paper describes the isolation and structural elucidation of the absolute configuration of a furanolabdane di terpene alcohol 1 Fig. 1 which has not previously reported as natural products. Compound 1 obtained as a white amorphous powder with a positive optical Fig. 1 Chemical Structure of Compound 1 rotation a 23D c in CHCl3 gave the molecular formula C20H30O2 negative-ion high-resolution HR FAB-MS see

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• Công nghệ hóa
• Furanolabdane Diterpene Alcohol
• Alpinia tonkinensis gagnep
• Hóa hữu cơ
• Furanolabdane diterpenoid
• Modified Mosher’s method
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• Hệ thống công nghệ hóa học
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