维生素K2(20)的两相合成工艺及其营养剂量对增加骨密度的研究  

The two-phase synthesis of menatetrenone and its dose-effect relationship of anti-osteoporosis activity in ovariectomized rats

作　　者：雷泽[1] 方瑞斌[1] 朱洪友[1] 

机构地区：[1]云南大学化学科学与工程学院,教育部自然资源药物化学重点实验室,云南昆明650091

出　　处：《云南大学学报（自然科学版）》2011年第2期196-200,共5页Journal of Yunnan University(Natural Sciences Edition)

基　　金：国家科技部创新基金资助项目(05C26215301427)

摘　　要：在以BF3.OEt2作催化剂及45～47℃的反应条件下,将大过量的2-甲基-1,4萘二酚循环与香叶基香叶醇(每次保持摩尔比为10∶1)在CH3NO2-正己烷两相反应体系中进行Friedel-Crafts烷基化反应合成维生素K2(20)的氢醌,再在催化量的FeCl3.6H2O作用下经空气氧化,以满意的收率及较高的化学选择性合成了维生素K2(20).同时,利用去卵巢致大鼠骨质疏松模型,参考维生素K2人体低端推荐摄入量(50μg/d)进行了动物实验剂量设计并进行了维生素K2(20)增加骨密度的营养剂量的量效关系研究,结果表明:每天给药25～100μg/(kg.d),均能防止去势大鼠的骨流失,使股骨中点及远心端骨密度明显增加(P<0.05),并呈现出相应的量效关系.研究为维生素K2(20)的工业生产提供了可能的工艺,也为提高骨密度以预防骨质疏松的人体营养补充剂量(50～100μg/d)提供了可行性依据.With the two-phase reactive system of CH3NO2/n-hexane,the hydroquinone of menatetrenone was prepared at 45—47℃ by BF3·Et2O catalyzed Friedel-Crafts alkylation of 2-methyl-1,4-naphthohydroquinone and gernaylgeraniol.Then menatetrenone was synthesized in good yield and high selectivity by treating the hydroquinone with the catalytic amount of FeCl3·6H2O and the oxygen of air.The dose-effect relationship of anti-osteoporosis activity of menatetrenone in ovariectomized rats was investigated.Our results suggest that low-dose menatetrenone could prevent the bone loss in ovariectomized young rats,thus nutritional dose of menatetrenone may be beneficial in the prevention of osteoporosis in the elderly.

关 键 词：维生素K2(20) 付-克反应 两相合成 骨密度 量效关系 

分 类 号：O621.3[理学—有机化学]