Bioactive saponins and glycosides. XII. Horse chestnut. (2): Structures of escins IIIb, IV, V, and VI and isoescins Ia, Ib, and V, acylated polyhydroxyoleanene triterpene oligoglycosides, from the seeds of horse chestnut tree (Aesculus hippocastanum L., Hippocastanaceae)

Chemical and Pharmaceutical Bulletin

Volumn 46, Issue 11, 1998, Pages 1764-1769

  Yoshikawa, Masayuki ^a   Murakami, Toshiyuki ^a   Yamahara, Johji ^a   Matsuda, Hisashi ^a  

^a KYOTO PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

Aesculus hippocastanum; Escin; Hippocastanaceae; Horse chestnut; Isoescin; Saponin

Indexed keywords

ESCIN; ESCIN 3B; ESCIN 4; ESCIN 5; ESCIN 6; GLYCOSIDE; ISOESCIN; SAPONIN; TRITERPENE DERIVATIVE; UNCLASSIFIED DRUG;

ACYLATION; AESCULUS HIPPOCASTANUM; ANTIINFLAMMATORY ACTIVITY; ARTICLE; DRUG ISOLATION; NONHUMAN; PLANT SEED; PROTON NUCLEAR MAGNETIC RESONANCE; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS;

EID: 0031729904     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.46.1764     Document Type: Article

References (14)

1. Part XI: Yoshikawa M., Murakami T., Yashiro K., Yamahara J., Matsuda H., Saijoh R., Tanaka O., Chem. Pharm. Bull., 46, 647-654 (1998).
2. a) Yoshikawa M., Murakami T., Komatsu H., Yamahara J., Matsuda H., Heterocycles, 47, 397-405 (1998);
3. b) Yoshikawa M., Murakami T., Komatsu H., Matsuda H., Chem. Pharm. Bull., 46, 812-816 (1998);
4. c) Yoshikawa M., Murakami T., Shimada H., Fukada N., Matsuda H., Sashida Y., Yamahara J., Heterocycles, 48, 869-873 (1998).
5. a) Matsuda H., Murakami T., Ninomiya K., Inadzuki M., Yoshikawa M., Bioorg. Med. Chem. Lett., 7, 2193-2198 (1997);
6. b) Yoshikawa M., Murakami T., Hirano K., Inadzuki M., Ninomiya K., Matsuda H., Tetrahedron Lett., 38, 7395-7398 (1997);
7. c) Matsuda H., Li Y., Murakami T., Matsumura N., Yamahara J., Yoshikawa M., Chem. Pharm. Bull., 46, 1339-1403 (1998).
8. Yoshikawa M., Murakami T., Matsuda H., Yamahara J., Murakami N., Kitagawa I., Chem. Pharm. Bull., 44, 1454-1464 (1996).
9. Matsuda H., Murakami T., Li Y., Yamahara J., Yoshikawa M., Bioorg. Med. Chem., 6, 1019-1023 (1998).
10. a) Matsuda H., Li Y., Murakami T., Ninomiya K., Araki N., Yoshikawa M., Yamahara J., Bioorg. Med. Chem. Lett., 7, 1611-1616 (1997);
11. b) Matsuda H., Li Y., Murakami T., Ninomiya K., Yamahara J., Yoshikawa M., Biol. Pharm. Bull., 20, 1092-1095 (1997).
12. Yoshikawa K., Nakagawa M., Yamamoto R., Arihara S., Matsuura K., Chem. Pharm. Bull., 40, 1779-1782 (1992).
13. 13C HOHAHA), distortionlesss enhancement polarization transfer (DEPT) and HMBC experiments.
14. Escins (1, 2, 10) were found to be converted to the corresponding isoescins (12, 13, 14) by weak acid treatment. Therefore these isoescins may be secondary products formed by acyl migration during the isolation product.