Invasive Insect Biocontrol and Behavior Laboratory, U.S. Department of Agriculture, Agricultural Research Service , Northeast Area, Bldg 007, Rm 301, BARC-West, 10300 Baltimore Avenue, Beltsville, Maryland 20705, United States.
J Nat Prod. 2015 Dec 24;78(12):3071-4. doi: 10.1021/acs.jnatprod.5b00638. Epub 2015 Nov 25.
Two stereoisomeric zingiberenols in ginger were identified as (3R,6R,7S)-1,10-bisaboladien-3-ol (2) and (3S,6R,7S)-1,10-bisaboladien-3-ol (5). Absolute configurations were assigned by utilizing 1,10-bisaboladien-3-ol stereoisomers and two gas-chromatography columns: a 25 m Hydrodex-β-6TBDM and 60 m DB-5MS. The C-6 and C-7 absolute configurations in both zingiberenols match those of zingiberene present abundantly in ginger rhizomes. Interestingly, zingiberenol 2 has recently been identified as a male-produced sex pheromone of the rice stink bug, Oebalus poecilus, thus indicating that ginger plants may be a potential source of the sex pheromone of this bug.
在生姜中鉴定出两种对映异构体的姜烯醇，分别为（3R,6R,7S）-1,10-倍半萜-3-醇（2）和（3S,6R,7S）-1,10-倍半萜-3-醇（5）。通过利用 1,10-倍半萜-3-醇的对映异构体和两根气相色谱柱：25 m Hydrodex-β-6TBDM 和 60 m DB-5MS，确定了这两种姜烯醇的绝对构型。这两种姜烯醇的 C-6 和 C-7 绝对构型与生姜根茎中大量存在的姜烯一致。有趣的是，姜烯醇 2 最近被鉴定为水稻褐飞虱雄性产生的性信息素，表明生姜植物可能是这种昆虫性信息素的潜在来源。
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