Three Diterpenoids (Excoecarins V1—V3) and a Flavanone Glycoside from the Fresh Stem of Excoecaria agallocha

• Published in: Chemical & Pharmaceutical Bulletin Vol. 51; no. 10; pp. 1142 - 1146
• Main Authors: Konishi, Tenji, Yamazoe, Kiyonori, Kanzato, Masahiro, Konoshima, Takao, Fujiwara, Yasuhiro
• Format: Journal Article
• Language: English
• Published: TOKYO The Pharmaceutical Society of Japan 01.10.2003; Pharmaceutical Society of Japan; Pharmaceutical Soc Japan; Maruzen; Japan Science and Technology Agency
• Subjects: Analytical, structural and metabolic biochemistry; Biological and medical sciences; Chemistry; Chemistry, Medicinal; Chemistry, Multidisciplinary; Diterpenes - chemistry; Diterpenes - isolation & purification; diterpenoid; Euphorbiaceae; Euphorbiaceae - chemistry; Excoecaria agallocha; excoecarin V1; flavanone glycoside; Flavanones - chemistry; Flavanones - isolation & purification; Fundamental and applied biological sciences. Psychology; Glycosides - chemistry; Glycosides - isolation & purification; Life Sciences & Biomedicine; Other biological molecules; Pharmacology & Pharmacy; Physical Sciences; Plant Extracts - chemistry; Plant Extracts - isolation & purification; Plant Stems; Science & Technology; Terpenes, steroids. Hormones; Asia; Japan; Excoecaria agallocha; ACID; ABSOLUTE-CONFIGURATION; flavanone glycoside; C FUNCTIONALIZED DITERPENOIDS; excoecarin V-1; Euphorbiaceae; diterpenoid; FORMOLYSIS; Saturated compound; Alcohol; Oxygen heterocycle; Flavonoid; Stem; Polyphenol; Carboxylic acid; Dicotyledones; Angiospermae; Dicarboxylic acid; Glycoside; excoecarin V1; Terpenoid; Aldose; Tetracyclic compound; Tricyclic compound; Flavanone derivatives; Plant origin; Diterpene; Isolation; Spermatophyta; Structural analysis
• ISSN: 0009-2363; 1347-5223
• DOI: 10.1248/cpb.51.1142

Three new diterpenoids, excoecarins V1—V3 (1—3) and a new flavanone glycoside (7) were isolated from the fresh stem of Excoecaria agallocha L. Their structures were elucidated as: 2α,3α,18-trihydroxy-3β,20-epoxybeyer-15-ene (1), ent-2,3-secokaur-16-en-2,3-dioic acid (2), ent-3,4-seco-16α-hydroxyatis-4(19)-en-3-oic acid (3), and 3,5,7,3′,5′-pentahydroxy-2R,3R-flavanonol 3-O-α-L-rhamnopyranoside (7) on the basis of spectroscopic data, chemical evidence, and/or X-ray analysis.