Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on the Constituents of Aloe saponaria HAW. II. The Structures of Tetrahydroanthracene Derivatives, Aloesaponol III and -IV
AKIRA YAGIKENJI MAKINOITSUO NISHIOKA
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1977 Volume 25 Issue 7 Pages 1764-1770

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Abstract
Phenolic constituents of young subterranean stems of Aloe saponaria HAW. were investigated to give aloesaponol III, -IV, chrysophanol, helminthosporin and 1, 4, 8-trihydroxy-2-methoxy-6-methyl-anthraquinone (isoxanthorin). The structures of aloesaponol III and -IV were established to be 1-oxo-4 (S, equatorial), 8, 9-trihydroxy-6-methyl-1, 2, 3, 4-tetrahydroanthracene and 1-oxo-4 (quasi-equatorial), 8, 9-trihydroxy-2-methoxy (equatorial)-6-methyl-1, 2, 3, 4-tetrahydroanthracene on the basis of chemical and spectral evidences. The application of the extended benzoate chirality rule was attempted to determine the absolute configuration of hydroxyl group in aloesaponol I and -III.
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© The Pharmaceutical Society of Japan
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