Further Drimane Sesquiterpenes from the Stem Bark of Canella winterana

Further Drimane Sesquiterpenes from the Stem Bark of Canella winterana
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来自 Canella Winterana 茎皮的更多 Drimane 倍半萜

DOI:
10.1021/np50061a024
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发表时间:
1989
影响因子:
5.1
通讯作者:
P. Waterman
P. Waterman
中科院分区:
生物学2区
文献类型:
--
作者:
D. Kioy;A. I. Gray;P. Waterman

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Caribbean, and in Colombia (1). Ex-tracts of various parts of the plant have been widely used as a spice (“pepper cinnamon”) and as an emmenagogue (2). Previous investigations have reported the occurrence of monoterpenes (3), eugenol and mannitol (4), the drimane sesquiterpene candial [1](= muziga-dial)(5), and 3-methoxy-4, 5-methylene-dioxycinnamaldehyde (6). We now re-port the results of a reinvestigation of the stem bark of C. winteranacollected from the island of GrandCayman. Extraction of compounds was achieved by sequential maceration with solvents of increasing polarity. Indi-vidual compounds were subsequently separated by column and/or vacuum chromatography. From the petroleum ether extract two phenylpropenes and two sesquiterpenes were isolated, and a third sesquiterpene was identified as 1 by tic comparison with authentic mate-rial. Three of the isolated compounds were identified as myristicin, eugenol, and warburganal [2] and the fourth characterized as a novel drimane sesqui-terpene, 9ot-hydroxycinnamolide [31-The combined EtOAc and MeOH extracts yielded another sesquiterpene, identified as mukaadial [4], 9< x-Hydroxycinnamolide [3] analyzed for Q5H22O3 (hrms). The ir spectrum indicated the presence of a hydroxyl (3425 cm-1) and a-lactone (1750 cm-1).