Sesquiterpenoids from Magnolia grandiflora

Abstract

Three new sesquiterpenoids were obtained from the leaves of Magnolia grandiflora L. Their structures were determined as 6α,11-dihydroxy-12,13-diacetoxyelem-1,3-diene, 4α, 6α,10α-trihydroxy-13-acetoxyguaia-11-ene, and 12,13-diacetoxyguaia-4α,6α,10α,11-tetraol on the basis of spectral evidence. In addition, the known sesquiterpenoid magnograndiolide was also obtained.

Key words

Magnolia grandiflora - Magnoliaceae - sesquiterpenoids - 6α,11-dihydroxy-12,13-diacetoxylem-1,3-diene - 4α,6α,10α-trihydroxy-13-acetoxyguaia-11-ene - 12,13-diacetoxyguaia-4α,6α, 10α,11-tetraol

References

• 1 Rao K V, Davis T L. Constituents of Magnolia grandiflora. III. Toxic principle of the wood.  Journal of Natural Products. 1982;  45 283-7
• 2 Wu Z-Y, Zhou T-Y, Xiao P-G. Xinhua Compendium of Materia Medica Vol. 1. Shanghai Science and Technology Publishing House 1988: 58
• 3 Rao K V. Glycosides of Magnolia grandiflora. Part I: Isolation of three crystalline glycosides.  Planta Medica. 1975;  27 31-6
• 4 Rao K V, Wu W-N. Glycosides of Magnolia grandiflora. III: Structural elucidation of magnolenin C.  Journal of Natural Products. 1978;  41 56-62
• 5 El-Feraly F S. Melampolides from Magnolia grandiflora .  Phytochemistry. 1984;  23 2372-4
• 6 Yang M H, Blunden G, Patel A V, Neill M JO, Lewis J A. Coumarins and sesquiterpene lactone from Magnolia grandiflora .  Planta Medica. 1994;  60 390
• 7 Rao K V, Davis T L. Constituents of Magnolia grandiflora, cyclocolorenone.  Planta Medica. 1982;  44 249-50
• 8 Frater G. Synthesis of the sesquiterpene ketone shyobunon and of its diastereoisomer.  Helvetica Chimica Acta. 1978;  61 2709-19
• 9 Mata R, Navarrete A, Alvarez L, Pereda-Miranda R, Delgado G, Romode Vivar A. Flavonoids and terpenoids of Chenopodium graveolens .  Phytochemistry. 1987;  26 191-3
• 10 Ito K, Iida T, Kobayshi T. Guaiane sesquiterpenes from Magnolia watsonii .  Phytochemistry. 1984;  23 188-90
• 11 Bauer R, Khan I A, Lotter H, Wagner H. Structure and stereochemistry of new sesquiterpene ester from Echinacea purpurea (L.) Moench.  Helvetica Chimica Acta. 1985;  68 2355-8
• 12 Andersson M, Bergendorff O, Shan R, Zygmunt P, Sterner O. Minor components with muscle relaxing properties from scented myrrh.  Planta Medica. 1997;  63 251-4