Isolation of Three New Sesquiterpene Lactones from the Pericarps of Illicium majus

Three new sesquiterpene lactones, majucin (3), neomajucin (4), and 2, 3-dehydroneomajucin (5), have been isolated from the pericarps of Chineses Illicium majus, which is a toxic plant. The spectral features of compounds 3 and 4 were similar to those of anisatin (1), a convulsant from Japanese star a...

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Published inChemical & pharmaceutical bulletin Vol. 37; no. 9; pp. 2448 - 2451
Main Authors HASHIMOTO, Miwa, YANG, Chun-Shu, SATO, Sadao, TAKAHASHI, Masakatsu, KANETO, Hiroshi, KAWANO, Nobusuke, KOUNO, Isao, BABA, Naosuke
Format Journal Article
LanguageEnglish
Published Tokyo The Pharmaceutical Society of Japan 1989
Maruzen
Japan Science and Technology Agency
Subjects
anisatin
Biological and medical sciences
convulxive toxin
Illiciaceae
Illicium majus
majucin
Medical sciences
neomajucin
Plant poisons toxicology
Toxicology
X-ray analysis
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ISSN0009-2363
1347-5223
DOI10.1248/cpb.37.2448

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Summary:Three new sesquiterpene lactones, majucin (3), neomajucin (4), and 2, 3-dehydroneomajucin (5), have been isolated from the pericarps of Chineses Illicium majus, which is a toxic plant. The spectral features of compounds 3 and 4 were similar to those of anisatin (1), a convulsant from Japanese star anise. The structure of neomajucin (4) was determined by an X-ray crystallographic analysis, and the structures of the other compounds were deduced from the 1H- and 13C-nuclear magnetic resonance spectral data, aided by an extensive analysis of the 1H-1H, 13C-1H, and 13H-1H long-range two dimensional shift-correlated spectra, on the basis of the structure of neomajucin. Only neomajucin exhibited picrotoxin-like toxicity, amounting to one-tenth of that of anisatin.
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ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.37.2448