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Chemistry and crystal structures of some constituents of Zingiber cassumunar

Amatayakul, T., Cannon, J., Dampawan, P., Dechatiwongse, T., Giles, R.G.F., Huntrakul, C., Kusamran, K., Mokkhasamit, M., Raston, C., Reutrakul, V. and White, A. (1979) Chemistry and crystal structures of some constituents of Zingiber cassumunar. Australian Journal of Chemistry, 32 (1). p. 71.

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The novel aromatic compounds cis-3-(2',4',5'-trimethoxyphenyl)-4-[(E)-2''',4''',5'''-trimethoxy-styryl]cyclohex-1-ene(1), cis-3-(3',4'-dimethoxyphenyl)-4-[(E)-3''',4'''-dimethoxystyryl]cyclohex-1-ene (2), a substance assigned the tentative structure cis-3-(3',4'-dimethoxyphenyl)-4-[(E)-2''',4''',5'''- trimethoxystyryl]cyclohex-1-ene (3),(E)-4-(3',4'-dimethoxypheny1)but-3-en-1-ol (5), (E)-4-(3',4'-dimethoxypheny1)but-3-en-1-yl acetate (6), and 8-(3',4'-dimethoxyphenyl)-2-methoxynaphtho-1,4- quinone (7) have been isolated from the rhizomes of Zingiber cassurnunav Roxb. (Zingiberaceae).

The crystal structures of the cyclohexene derivative (1) and the quinone (7) have been determined from X-ray diffractometer data at 295 K and refined by block diagonal least squares to residuals of 0.046 (2099 'observed' reflections) and 0.093 (1246), respectively. Crystals of compound (1) are triclinic, P1, a 18.027(12), b 10.037(9), c 6.530(5) α, 84.22 (7), β 81.87 (6), γ 85.72 (6)º, Z 2. Crystals of the quinone (7) are monoclinic, P21/a, a 22.89 (1), b 8.022 (5), c 8.458 (5) Å, β 91.98 (5)º, Z 4. Although the latter crystal structure determination is imprecise, due largely to the very small size of the crystal available, the solution is unambiguous.

Publication Type: Journal Article
Publisher: Commonwealth Scientific and Industrial Research Organization Publishing
Copyright: © 1979 CSIRO
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