el-Feraly F S, Chan Y M
J Pharm Sci. 1978 Mar;67(3):347-50. doi: 10.1002/jps.2600670319.
The germacranolide sesquiterpene lactones costunolide, parthenolide, and costunolide diepoxide were isolated from the leaves of Magnolia grandiflora L. Costunolide diepoxide might be, at least in part, an artifact derived from air oxidation of parthenolide. The root bark yielded only costunolide together with the two eudesmanolides, santamarine and reynosin. In an attempt to synthesize costunolide diepoxide, the action of m-chloroperbenzoic acid on parthenolide and on costunolide was studied. The products were costunolide diepoxide from parthenolide and the two cyclized derivatives, santamarine and reynosin, from costunolide. The elusive 1,10-epoxide was obtained by epoxidizing costunolide using a biphasic system containing sodium bicarbonate. Under these conditions, epoxidation of costunolide took place without cyclization.
从广玉兰的叶子中分离出了吉马烷型倍半萜内酯木香内酯、小白菊内酯和木香二环氧内酯。木香二环氧内酯可能至少部分是由小白菊内酯空气氧化产生的一种人工产物。根皮仅产生了木香内酯以及两种桉叶烷型倍半萜内酯，即异戊二烯内酯和雷诺辛。为了合成木香二环氧内酯，研究了间氯过氧苯甲酸对小白菊内酯和木香内酯的作用。产物是由小白菊内酯生成的木香二环氧内酯，以及由木香内酯生成的两种环化衍生物，即异戊二烯内酯和雷诺辛。通过使用含有碳酸氢钠的双相体系环氧化木香内酯，得到了难以捉摸的1,10 - 环氧化物。在这些条件下，木香内酯的环氧化反应在没有环化的情况下发生。
