Saponin and Sapogenol. XXXIV. Chemical Constituents of Astragali Radix, the Root of Astragalus membranaceus BUNGE. (1). Cycloastragenol, the 9, 19-Cycloanostane-type Aglycone of Astragalosides, and the Artifact Aglycone Astragenol

• Published in: Chem. Pharm. Bull Vol. 31; no. 2; pp. 689 - 697
• Main Authors: TAKAGI, AKIRA, WANG, HUIKANG, KITAGAWA, ISAO, FUCHIDA, MASAKO, YOSHIKAWA, MASAYUKI, MIURA, IWAO
• Format: Journal Article
• Language: English
• Published: Tokyo The Pharmaceutical Society of Japan 25.02.1983; 公益社団法人日本薬学会; Maruzen; Japan Science and Technology Agency
• Subjects: 9, 19-cyclolanostane; artifact aglycone; astragaloside; Astragalus membranaceus; astragenol; Biological and medical sciences; cycloastragenol; General pharmacology; genuine aglycone; lanost-9 -ene; Leguminosae; Medical sciences; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Leguminosae; Root; Dicotyledones; China; Angiospermae; Sapogenin; Spermatophyta; Chemical composition; Medicinal plant; Saponin
• ISSN: 0009-2363; 1347-5223
• DOI: 10.1248/cpb.31.689

Triterpene-oligoglycoside constituents of Astragali Radix, the root of Korean Astragalus membranaceus BUNGE (Leguminosae), were isolated. By means of enzymatic and chemical degradations, the 9, 19-cyclolanostane-type triterpene named cycloastragenol (1), which was the common genuine aglycone of ten of eleven astragalosides, and the lanost-9 (II)-ene-type counterpart named astragenol (5), which was an artifact aglycone secondarily formed from 1, were isolated. On the basis of chemical and physicochemical evidence, the structures of cycloastragenol and astragenol were elucidated as (20R, 24S)-3β, 6α, 16β, 25-tetrahydroxy-20, 24-epoxy-9, 19-cyclolanostane (1) and (20R, 24S)-3β, 6α, 16β, 25-tetrahydroxy-20, 24-epoxy-lanost-9 (11)-ene (5), respectively.