CN104583166B - 爪哇姜提取物及其制造方法 - Google Patents
爪哇姜提取物及其制造方法 Download PDFInfo
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- CN104583166B CN104583166B CN201380002509.3A CN201380002509A CN104583166B CN 104583166 B CN104583166 B CN 104583166B CN 201380002509 A CN201380002509 A CN 201380002509A CN 104583166 B CN104583166 B CN 104583166B
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- extract
- java ginger
- java
- ginger extract
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Abstract
一种爪哇姜提取物,其以爪哇姜为起始物料,以通过爪哇姜抽提液得到的浓缩物(包含固状物。)为目的物。在由起始原料制造目的物的任意过程中接受过加热处理或太阳光暴露处理。在高效液相色谱(HPLC)上的峰面积比中,下述式(1)所示的苯丁二烯类二聚体相对于下述式(2)所示的单体的峰面积比(D/M比)为0.6以上。通过提高具有NGF样作用的苯丁二烯类二聚体的含有率,可以减少爪哇姜提取物的摄取、服用量。
Description
技术领域
本发明涉及提高爪哇姜(Java ginger)中包含的有效成分、即具有神经营养因子样作用的苯丁二烯类(phenyl butenoid)二聚体的含有率的爪哇姜提取物及其制造方法。
背景技术
苯丁二烯类二聚体具有NGF样作用(神经营养因子的一种作用),所述NGF样作用对于脑缺血、阿耳茨海默氏病、帕金森病、亨廷顿病等神经性疾病的预防和/或治疗有效。
这里,“NGF”是“Nerve growth factor”的缩写,是表现出神经组织的分化、生长活性的细胞因子性的肽因子(“岩波生物学词典第4版”,1998年,岩波书店发行)。
伴随着高龄化社会的发展,老年性认知症(痴呆)存在增加倾向,逐渐发展成社会问题。作为老年性认知症,已知的有阿耳茨海默氏病、血管性痴呆症。
对于阿耳茨海默氏病,虽然尝试过利用乙酰胆碱酯酶抑制剂等进行治疗,但是存在限制,由于病因不明确且具有进展性,因此还没有有效的治疗方法。其中,由于NGF对于神经细胞的生长、形成突触/促进延伸(extension)、活动维持、保护神经细胞避免死亡是必要的,因而为了预防/治疗认知症,强烈期望开发出NGF产生促进物质或NGF样作用物质。
此外,该NGF由于在阿耳茨海默氏病中作为发生显著性脱落的神经元组而作用于前脑基底部的迈内特氏神经节胆碱能神经元的肽因子,因此尝试直接用于阿耳茨海默氏病的治疗(非专利文献1)。但是,由于NGF是高分子(多肽),导致不能通过血脑屏障,因而在脑室内给药,存在很多问题。
因此,本发明人首先发现来自印度尼西亚产的姜科植物(爪哇姜)的作为溶剂抽提浓缩物的苯丁二烯类二聚体(取代环己烯)表现出作为神经营养因子样作用之一的NGF样作用,提出了一种含有如下提取物的健康组合物,所述提取物为对爪哇姜进行抽提而得的液体的浓缩物(专利文献1)。
此外,作为在日本经常使用的姜科植物的成分,虽然已知的有姜酚、姜黄素、姜黄烯等(非专利文献2),但是下述化学式分别表示的苯丁二烯类的二聚体(1)及单体(2)却尚未确认。
另一方面,在爪哇姜中已经确认了上述单体和二聚体这2种成分(非专利文献3)。
由于爪哇姜的溶剂抽提提取物中的苯丁二烯类二聚体的含量与不表现出NGF样作用的单体相比极低,因此为了以有效水平发挥NGF样作用,需要增加该提取物的摄取量。
此外,专利文献2中公开了苯丁二烯类二聚体具有血小板活性化因子拮抗作用及酪胺酸酶活性抑制作用。进一步地,专利文献3中公开了苯丁二烯类二聚体具有趋化因子表达抑制作用。
但是,专利文献1~3以及非专利文献3中,均未公开也未启示对提高爪哇姜提取物中的苯丁二烯类二聚体含量进行尝试。
现有技术文献
专利文献
专利文献1:日本特开2010-90053号公报
专利文献2:日本特开2003-313116号公报
专利文献3:日本特开2003-306438号公报
非专利文献
非专利文献1:生化学词典第3版(今堀和友、山川民夫主编)、P.711、东京化学同人(1998)
非专利文献2:食品薬学バンドブック(北川勋、吉川雅之编)、PP.54、122、讲谈社(2005)
非专利文献3:第3次食品药学研讨会演讲摘要集(仲井惠(仲井めぐみ)等)、65-67、日本药学会生药天然物部会(2009)
发明内容
发明要解决的问题
鉴于上述,本发明的目的在于,通过提高具有NGF样作用的苯丁二烯类二聚体的含有率,提供可以减少摄取和服用量的对脑缺血、阿耳茨海默氏病、帕金森病、亨廷顿病等神经性疾病的预防和/或治疗有用的爪哇姜提取物。
用于解决问题的方案
本发明人为了解决上述问题,进行了深入研究,结果发现通过对抽提液进行加热,苯丁二烯类单体能够转变成苯丁二烯类二聚体,直至完成了本发明。
即、本发明为对爪哇姜提取物中含有的苯丁二烯类单体进行加热转变、从而极大提高了具有NGF样作用的苯丁二烯类二聚体的含有率的组成新颖的爪哇姜提取物(参照后述“表1”的实施例3~5)。
发明效果
根据本发明,通过加热处理,制备提高具有NGF样作用的苯丁二烯类二聚体含有率、减少特有气味的爪哇姜提取物,从而在减少提取物的使用量的同时减少气味,扩大制剂的用途,通过神经细胞突触延伸及保护神经细胞避免死亡,可以对脑缺血、阿耳茨海默氏病、帕金森病、亨廷顿病等神经性疾病的预防和/或治疗提供更多贡献。
这样,以在东南亚被广泛食用的安全的爪哇姜为原料的、提高了苯丁二烯类二聚体含有率的爪哇姜提取物,可以在日常生活中对神经性疾病的预防或治疗作出贡献。由于与NGF同样地,苯丁二烯类二聚体对于大鼠肾上腺髓质细胞(PC12细胞)也诱导分化并且表现出突触延伸活性,暗示了作用于毛根细胞从而带来生发效果的可能性,有助于脱发的改善及抑制。
附图说明
图1是表示苯丁二烯类单体的乙醇溶解液的HPLC色谱图。
图2是表示在试验例1中对苯丁二烯类单体的乙醇溶解液进行120℃×6h加热处理得到的产物的HPLC色谱图。
图3是表示在试验例2中对苯丁二烯类单体的乙醇溶解液进行2小时太阳光暴露处理得到的产物的HPLC色谱图。
图4是表示实施例3中的加热前的乙醇抽提液的HPLC色谱图。
图5是表示将实施例3中调制的乙醇抽提液进行120℃、6小时加热处理得到的试验例3中的产物的HPLC色谱图。
图6是表示将实施例3中的乙醇抽提液进行2小时太阳光暴露处理得到的试验例4中的产物的HPLC色谱图。
具体实施方式
以下,对本发明的实施方式进行说明。
本发明中的下述式(1)所示的苯丁二烯类二聚体是指:环己烯环的3位的绝对构型为R或S构型,4位的绝对构型为R或S构型,3位和4位的立体构型为反式或顺式。
本发明中所述的爪哇姜属于姜科姜属,是在热带、亚热带生长的植物。爪哇姜中,Bangle(别名Bengle、学名Zingiber purpureum Roxb.、印度尼西亚名Bangle、Bengle)和/或卡萨蒙纳姜(学名Zingiber cassumunar Roxb.、印度尼西亚名Bangle、Bengle)在东南亚被广泛栽培,在印度尼西亚作为佳木(民间药)被食用。此外,也被作为香料使用。
在本发明中可以利用全草,但是从收率的观点出发,优选使用根茎,进一步地,无论是干燥或未干燥的都可以使用。
所谓加热处理,是指使用能够调节到期望温度的恒温器、调温调压加热槽等利用电、气体、蒸汽、远红外线等热源将气氛温度设定为55℃以上。
抽提液(solute)如下获得:将未干燥、干燥的爪哇姜原样或微细化(sizereduction)之后作为抽提原料(feed)浸渍到溶剂(solvent)中,将作为抽提残余物(solidraffinete)的爪哇姜过滤,从而得到。
爪哇姜的微细化通过切断(cut·slice)、破碎(crush)、粉碎(grinding)等手段来进行。具体而言,可以列举未干燥或干燥爪哇姜的切片,使用湿式粉碎机将未干燥爪哇姜粉碎得到的糊状物及其冻结干燥品及冻结干燥粉碎品、或干燥爪哇姜的破碎品/粉碎品。
作为上述溶剂(solvent),只要能够溶解(抽提)苯丁二烯类单体及苯丁二烯类二聚体就没有特别的限制。通常,可以使用下述示例的醇类、醚类、有机酸类、胺类等亲水性溶剂。另外,也可以使用适当混合下述示例的烃、卤代烃等疏水性溶剂而得到的混合溶剂。可以通过促进溶剂的蒸发从而促进干燥处理。可以使用这些物质中的1种或并用2种以上物质,也可以加入适量的水。
亲水性溶剂
醇类:甲醇、乙醇、1-丙醇、2-丙醇、1-丁醇、乙二醇、丙二醇、丙三醇。
醚类:乙醚、溶纤剂、二噁烷、四氢呋喃。
酯类:乙酸甲酯、乙酸乙酯、乙酸溶纤剂。
酮类:丙酮、丁酮。
有机酸类:冰醋酸、丙酸。
胺类:2-氨基乙醇、吡啶、单甲醇胺。
疏水性溶剂
烃类:己烷、环己烷、庚烷、苯、甲苯、二甲苯。
卤代烃:二氯甲烷、三氯甲烷、1,2-二氯乙烷、二氯乙烯、三氯乙烯。
提取物(extract)是指在减压或常压下使溶剂从抽提液中蒸发而得到的固体状(包含糊状)的浓缩物。
本发明的爪哇姜提取物着眼于下述化学式(2)所示的单体的二烯部位在2分子间进行键合产生二聚体的狄尔斯–阿尔德反应。
为了让上述狄尔斯–阿尔德反应(Diels-Alder Reaction)以实用速度进行,通过前述的加热处理或太阳光暴露来实施。太阳光因其是自然能源而有助于节省能源。这里,所谓的太阳光暴露,也包含温室中那样的主要利用热射线(红外线)的暴露方式。
通过加热实施的场合,优选55~160℃、进一步优选85~140℃、更进一步优选95~130℃。在低温时反应速度慢,在高温时容易伴随有聚合反应。考虑到能量、生产效率而进行适当设定。可以通过添加生育酚、泛醇(ubiquinol)、抗坏血酸、儿茶素、氢醌等抗氧化剂而在一定程度上抑制该聚合反应。
通过太阳光实施的场合,可以利用自然能源,并且也适用于大量生产。
太阳光暴露时间优选8小时以内,一旦超过前述时间容易发生副反应(进一步的聚合反应)。
实施时,加热及太阳光暴露可以在常压、加压或减压的任意状态下实施。此外,加热及太阳光暴露的气氛,可以适当地选择空气、氮气、惰性气体或二氧化碳中的任意一种。
高效液相色谱法(以下,简称为HPLC)的色谱图如下获得:使用十八烷基硅(octadecyl silica)(ODS)柱,流动相使用80%甲醇,流速1mL/分钟,在254nm下检测。色谱图上二聚体的峰面积与单体(2)的峰面积的比(D/M比)由于加热处理和/或太阳光暴露处理进行狄尔斯–阿尔德反应(即,减少单体,增加二聚体。),成为以往没有的组成比例、即D/M比为0.6以上。优选1.0以上,进一步优选5.0以上。抽提后进行加热处理和/或太阳光暴露处理的场合,为抽提液的D/M比的4倍以上,期望为20倍以上。
使苯丁二烯类二聚体的含量增加的制造方法如下。作为原料的爪哇姜既可以使用未干燥的也可以使用干燥的,可以使用根茎本身、切片及破碎、粉末状的任意形态。
(1)将未加热的爪哇姜加热到55~160℃之后,加入溶剂进行浸渍,除去爪哇姜得到抽提液。从本抽提液中将溶剂蒸馏除去后以浓缩物的形式得到爪哇姜提取物。
(2)将未加热的爪哇姜浸渍到溶剂中,并且与(1)一样加热之后,除去爪哇姜得到抽提液。从本抽提液中将溶剂蒸馏除去,以浓缩物的形式得到爪哇姜提取物。
(3)将未加热的爪哇姜浸渍到溶剂中,将除去爪哇姜得到的抽提液与上述(1)一样加热之后,将溶剂蒸馏除去,以浓缩物的形式得到爪哇姜提取物。
(4)将未加热的爪哇姜浸渍到溶剂中,除去爪哇姜后,将抽提液的溶剂蒸馏除去,将得到的浓缩物与(1)一样在55~160℃下进行加热得到爪哇姜提取物。
(5)将未加热的切片(为了增大太阳光暴露面积)后的爪哇姜在太阳光下暴露后,浸渍到溶剂中,从除去爪哇姜得到的抽提液中将溶剂蒸馏除去,以浓缩物的形式得到爪哇姜提取物。
(6)将未加热的爪哇姜浸渍到溶剂中,将除去爪哇姜得到的抽提液在太阳光下暴露之后,将溶剂蒸馏除去,以浓缩物的形式得到爪哇姜提取物。
这样操作得到的爪哇姜提取物的D/M比与以往的溶剂抽提提取物相比显著提高。即、本发明的爪哇姜提取物,其D/M比如后述的实施例那样,表现为0.6以上,进一步地表现为1.0以上,更进一步地表现为5.0以上。这样一来,苯丁二烯类二聚体含有率高的爪哇姜提取物可以减少提取物的饮用量,因此作为用于预防和/或治疗神经疾病的饮食品、健康食品、预防剂及治疗剂的用途广泛。
含有或混合有本发明的爪哇姜提取物的饮食物(饮食品),其苯丁二烯类二聚体的含有率达到前所未有的高比率。因此,本发明的饮食物也可以作为健康食品,进一步地也可以作为特定保健用食品,根据需要与以往被用于食品的各种成分一起混合来制造。
作为饮食物的形态,可以是粉状(包含颗粒)食品、固态食品、乳状或果酱状的半流动食品、凝胶状食品、饮料等所有的饮食物的形态。在这些之中,粉状食品的操作性、携带性优异而值得期待。
例如,可以列举粉末、颗粒、片剂、胶囊、饮剂等制剂;混合了常用的任意基材的粉末清凉饮料、清凉饮料水、果汁、咖啡、红茶、利口酒、牛奶、乳清饮料、乳酸菌饮料、酸奶等的液状物;糖(糖果)、牛奶糖、口香糖、巧克力、橡皮糖、冰激凌、布丁、蛋制品、羊羹、水羊羹、年糕片、年糕、丸子、煎饼、可丽饼、杂样煎菜饼、面包、小甜饼干、面类、汉堡、糜制水产品、天妇罗、发酵食品、鱼粉等固态物。
在这些形式的饮食物中,可以添加下述那样的生药/健康茶的抽提物(包含提取物。)等。
明日叶、绣球茶、绞股蓝、芦荟、银杏叶、乌龙茶、姜黄、栎裂果、刺五加、车前草、连钱草、柿子、母菊、洋甘菊、木瓜、藤黄果、豆茶决明、菊花、栀子、买麻藤、桑、枸杞、月桂树、红茶、红豆杉、雏菊、海带、樱、藏红花、香菇、紫苏、姜、姜、笔头菜、箭叶橙、石菖蒲、鬼针草、獐牙菜、荞麦、罗望子、楤木、蒲公英、菊苣、杜仲、刀豆、接骨木、日本女贞、薏苡、竹叶青、葡萄、松叶、冬青马黛茶、麦茶、山竹、毛果槭、买麻藤、桉树、艾蒿、罗汉果、绿茶、南非茶、灵芝、高良姜、吉姆奈玛茶、番石榴叶、老鹳草、糙米、牛蒡、鱼腥草、大花紫薇、枇杷叶、红花等。
也可以适当地混合赤藓醇、山梨糖醇、麦芽糖醇、木糖醇等的糖醇,葡萄糖、果糖、蔗糖、乳糖、糊精等进行调制。
此外,预防剂及治疗剂是主要混合苯丁二烯类二聚体并根据需要混合任意的助剂、赋形剂等制成固态剂或者适当混合水或有机溶剂等制成液剂的制剂。
为了改善或预防神经性疾病等,将本发明的爪哇姜提取物作为饮食品使用时,如果考虑到作为饮食品的风味、色调,爪哇姜提取物的混合量以干燥重量换算为0.01~90%的范围,优选为0.05~80%的范围。
本发明的爪哇姜提取物,根据制品的种类,可以添加下述示例的甜味料(1)、酸味料(2)、抗氧化剂(3)、品质改良剂(4)、糊料(增稠剂、稳定剂、胶凝剂)(5)、营养强化剂(6)、调味料(7)。也可以适当地添加其他的钙盐类、乳化剂、着色剂、膨胀剂、香味剂、防腐剂等通常用作饮食品原料的物质。
(1)葡萄糖、果糖、蔗糖、麦芽糖、山梨糖醇、甜菊糖、甘草甜素、阿斯巴甜、悬钩子苷(Rubusoside)、玉米糖浆、乳糖。
(2)柠檬酸、酒石酸、苹果酸、琥珀酸、乳酸。
(3)L-抗坏血酸、dl-α-生育酚、异抗坏血酸钠。
(4)甘油、丙二醇。
(5)阿拉伯胶、角叉菜胶、酪蛋白、明胶、果胶、琼脂。
(6)维生素类、烟酰胺、泛酸钙、二十碳五烯酸(EPA)、二十二碳六烯酸(DHA)。
(7)氨基酸类、肌苷酸类。
为了改善及预防或治疗神经性疾病等而将本发明的爪哇姜提取物作为经口剂使用的场合,服用(给药)量根据服用目的、服用者状况(性别、年龄、体重、肥胖度、综合性健康程度)而存在差异。通常,作为1天的服用量,将爪哇姜提取物按照干燥重量换算,服用范围可以是1~200mg/kg体重。由于作为原料的爪哇姜是被经常食用的,因此服用量即使超过200mg/kg体重也没有任何问题。此外,也可以同样适用于动物。爪哇姜不仅可以作为经口剂,也可以作为皮肤用剂使用。
此外,作为动物饲料的场合,可以将前述的各种成分适当地进行混合,制作成粉状(包含颗粒。)、糊状、胶囊、浆液、固态状、凝胶状、液状(溶液、悬浊液、乳浊液)等形态。
所谓动物饲料,包含家畜用饲料、猫粮、狗粮、兔粮等宠物食品。
实施例
以下,通过实施例、比较例及试验例、组合物实施例对本发明进行详细说明,但是本发明并不限于这些实施例。
另外,在以下的实施例、比较例、试验例等中,苯丁二烯类二聚体与其单体的比(以下称作“D/M比”)通过使用HPLC(高效液相色谱法:high performance liquidchromatography)测定的色谱图、由二聚体与单体的峰面积比求得。
当时的各标样,使用通过下述方法调制而成的物质。
“将采用与下述实施例4同样的操作调制得到的抽提液1.5L进行减压浓缩,得到36g褐色膏状浓缩物。通过硅胶柱层析法(硅胶:400g、洗脱液:正己烷/乙酸乙酯)对该浓缩物进行分离,得到3.38g具有粘性几乎无色的油状的单体,1.2g二聚体(反式体和顺式体的混合物)。通过硅胶柱层析法(硅胶:200g、洗脱液:二氯甲烷/正己烷/乙酸乙酯)对该二聚体再次进行分离,分别得到0.3g的反式体和0.3g的顺式体,二者都是针状晶体。熔点分别是80-81℃、98-99℃。将这些分离的单体(M)、反式-及顺式-二聚体作为HPLC的标样。”
(1)实施例组
以下,对提取物的各个制造例(实施例)进行说明。另外,实施例3中调制的抽提液,在实施例3中使用一部分,剩余部分用在实施例5、试验例3中。
<实施例1>
将洗净的爪哇姜根块64g在110℃下以原样保持12小时,冷却后用切片机进行切片(厚度约0.5mm),在90%的乙醇250mL中室温下浸渍2天,通过滤纸过滤得到抽提液,浓缩干固,得到减少了特有气味的褐色树脂状爪哇姜提取物2.1g。
本爪哇姜提取物的D/M比为6.1。
<实施例2>
将使用切片机切片(厚度约0.5mm)的爪哇姜50g在125℃下加热8小时,冷却后,在90%的乙醇250mL中室温下浸渍2天,通过滤纸过滤得到抽提液,浓缩干固,得到减少了特有气味的褐色树脂状爪哇姜提取物1.7g。
本爪哇姜提取物的D/M比为11.2。
<实施例3>
将使用切片机切片(厚度约0.5mm)的爪哇姜2kg在95%的乙醇8L中室温下浸渍2天,通过滤布过滤得到黄色抽提液6.2L。将本抽提液100mL置入300mL的锥形烧瓶中,在太阳光下静置8小时后,浓缩干固,得到减少了特有气味的褐色树脂状爪哇姜提取物1g。
本爪哇姜提取物的D/M比为0.65,是抽提液的D/M比(0.15)的4.3倍。
<实施例4>
将使用切片机切片(厚度约3mm)后通风干燥的爪哇姜(未进行加热干燥)500g在70%的乙醇2.5L中浸渍3天,通过滤布过滤得到黄色抽提液2L。将本抽提液200mL在110℃下保存24小时,自然冷却后,经过浓缩干固得到减少了特有气味的褐色树脂状爪哇姜提取物4.5g。
本爪哇姜提取物的D/M比为2.10,是抽提液的D/M比(0.25)的8.4倍。
<实施例5>
将实施例3中调制的抽提液中的6L进行减压浓缩(常温),得到具有特有气味的褐色膏状浓缩物68g。将该浓缩物中的55g在120℃下保持16小时,得到减少了特有气味的树脂状爪哇姜提取物。
本爪哇姜提取物的D/M比为11.3。达到实施例3的抽提液D/M比(0.15)的75倍。
<实施例6>
将用刀切片的(厚度约1mm)爪哇姜1kg日晒干燥(在太阳光下暴露8小时)得到干燥物274g。将本干燥物在70%的乙醇1.4L中浸渍3天后,使用滤布过滤,将滤液浓缩干固,得到减少了特有气味的褐色树脂状爪哇姜提取物26g。本爪哇姜提取物的D/M比为1.02。
<实施例7>
将使用切片机切片(厚度约0.5mm)的爪哇姜30g浸渍到二噁烷130mL中,在105℃下加热20小时,冷却后,将通过滤纸过滤得到的抽提液浓缩干固,得到减少了特有气味的褐色树脂状爪哇姜提取物1.1g。本爪哇姜提取物的D/M比为1.47。
<实施例8>
将用刀切片(厚度约3mm)后在100℃下以热风加热12小时的爪哇姜400g在70%的乙醇2L中室温下浸渍3天,通过滤布过滤后,将滤液浓缩干固,得到减少了特有气味的褐色树脂状爪哇姜提取物41g。本爪哇姜提取物的D/M比为6.64。
<实施例9>
将用刀切片的爪哇姜10g在100%的乙醇50mL中室温下浸渍3天,通过滤纸过滤后得到黄色抽提液46mL。将本抽提液5mL在氮气气氛中60℃下保温24小时,冷却后,经过浓缩干固得到减少了特有气味的褐色树脂状爪哇姜提取物25mg。本爪哇姜提取物的D/M比为0.62。达到其抽提液的D/M比(0.27)的2.3倍。
<比较例1>
将使用切片机切片(厚度约0.5mm)的爪哇姜50g在90%的乙醇250mL中室温下浸渍2天,将通过滤纸过滤得到的抽提液浓缩干固,得到具有特有气味的褐色树脂状爪哇姜提取物1.7g。本提取物的D/M比为0.14。
将上述实施例组、比较例的制造条件、测定结果进行归纳,如下述表1所示。由此发现,加热条件中温度高时二聚体的收率也高(实施例2相对于实施例1)。此外,发现太阳光暴露对象中,原料的二聚体收率高于抽提液的收率(实施例6相对于实施例3)
[表1]
*除实施例3和6以外均为恒温槽
**括号内为相对于抽提液D/M比的倍率
(2)试验例组
以下,对调查加热温度、太阳光在单体向二聚体转变反应中的影响的试验例进行说明。
<试验例1(单体的热反应)>
将在前述色谱法的标样调制中分离的单体10mg溶解到70%的乙醇1mL中调制溶解液,将溶解液置入4只试管中,分别在90℃、100℃、110℃、120℃下加热6小时。按照前述条件,通过高效液相色谱法(HPLC)进行定量,计算D/M比的浓度比,分别为0.14、0.16、0.19、0.24。根据这一结果,确认伴随加热(反应)温度的升高,单体转变为二聚体,D/M比升高。
另外,图1是表示苯丁二烯类单体(加热前)的乙醇溶解液的HPLC色谱图,图2是表示将该乙醇溶解液进行120℃×6h加热处理得到的产物的HPLC色谱图。
<试验例2(单体的太阳光反应)>
进行与试验例1相同的操作,将分离的单体10mg溶解到70%的乙醇2mL中调制溶解液,将溶解液置入试管中,在太阳光下暴露2小时,与试验例1同样进行定量,计算出D/M比的浓度比为0.10。这一结果表示单体通过太阳光转变为二聚体。另外,图3表示进行该处理得到的产物的HPLC色谱图。
<试验例3(抽提液的热反应)>
将前述实施例3的抽提液1mL置入7只试管中,分别在80℃、90℃、100℃、110℃、120℃、130℃、140℃下加热6小时,与试验例1同样进行定量,计算出D/M比的浓度比,分别为0.21、0.24、0.26、0.29、0.34、0.41、0.53。
这一结果说明:与试验例1同样,伴随加热(反应)温度的升高,与加热前的抽提液相比二聚体的浓度增加而单体减少,其比值分别为实施例3的抽提液(0.15)的1.4、1.6、1.7、1.9、2.3、2.7、3.5倍。从这些试验结果可以发现,在接近160℃时本发明的狄尔斯–阿尔德反应中聚合反应受到抑制,相对的二聚体的收率提高。另外,图4是表示前述实施例3的抽提液(加热前)的HPLC色谱图,图5是表示将该乙醇溶解液进行120℃×6h加热处理得到的产物的HPLC色谱图。
<试验例4(抽提液的光反应)>
将在前述实施例3中调制的抽提液1mL在太阳光下晒2小时,与试验例1同样进行定量,计算出D/M比的浓度比为0.19。该比值为实施例3的抽提液的比值(0.15)的1.3倍。
该结果表示与在太阳光下晒之前相比,与试验例2同样二聚体的浓度增加,可以确认:通过少许时间的太阳光暴露,单体二聚化的狄尔斯–阿尔德反应得到促进。另外,图6是表示进行该处理得到的产物的各个HPLC色谱图。
(3)组合物实施例
以下,对使用本发明的提取物制作产品时易于作为原料的粉末剂的组合物实施例进行说明。
<组合物实施例1(粉末剂的制造)>
将前述实施例5中调制的爪哇姜提取物20g溶解到乙醇30mL中,然后向上述溶解液中加入玉米淀粉(碳水化合物)60g混合后进行干燥,得到粉末78.9g。
(4)制品实施例组
以下,对各种制品实施例(应用例)进行说明。
<制品实施例1(巧克力)>
将组合物实施例1的粉末剂1份、巧克力220份、蔗糖75份、可可脂100份及全脂奶粉100份混合,制造巧克力。混合后的爪哇姜提取物不会对巧克力的风味、色泽产生影响,仍然是美味的食物。
<制品实施例2(小甜饼干)>
将组合物实施例1的粉末剂1份、低筋粉2.3份、全蛋1.6份、人造奶油1.9份、砂糖2.5份、发酵粉0.02份及水0.73份混合,制造小甜饼干。本小甜饼干风味好,口味良好。
<制品实施例3(固态狗粮)>
将组合物实施例1的粉末剂1份、肉粉2.4份、鸡膏0.35份、植物油脂0.3份、碳水化合物1.2份、碳酸钙0.03份、食盐0.01份、复合维生素剂0.05份及水0.6份混合,制造狗粮。
<制品实施例4(片剂)>
将组合物实施例1的粉末剂10g、乳糖20g及硬脂酸镁0.1g混合,使用单冲压片机将本混合物压片,制造直径8mm、重量200mg的片剂。
<制品实施例5(无缝胶囊)>
在实施例5的爪哇姜提取物20g中加入玉米油2mL,进行加热混合使其产生流动性后,混合含有EPA(二十碳五烯酸)、DHA(二十二碳六烯酸)的油脂10g,将所得的具有粘性的液体进行填充,制造无缝胶囊。
产业上的可利用性
根据本发明,可以得到发挥超过NGF的NGF样作用(神经细胞突触延伸作用)的苯丁二烯类二聚体的含有率更高的爪哇姜提取物。因此,本发明的爪哇姜提取物能够促进神经细胞的生长、突触形成、激活活性,对脑缺血、阿兹海默氏症、帕金森病、亨廷顿病等神经性疾病的预防及治疗是有用的。此外,爪哇姜是东南亚广泛食用的食物,作为用于上述那样的神经疾病的预防及治疗剂,在日常生活中可以以通常的进食形态放心地摄取或服用。
此外,通过将本发明的提高了苯丁二烯类二聚体含有率的爪哇姜提取物组合物作为宠物、家畜等的动物饲料来使用,对近年来宠物的高龄化导致的存在增加倾向的宠物神经症,也可以在不增加饲养者负担的状态下予以应对。
Claims (7)
1.一种爪哇姜提取物,其特征在于,其是由以下方法制备的,所述方法包括将作为抽提原料的爪哇姜浸渍到溶剂中,除去爪哇姜得到抽提液,和浓缩所述抽提液而成为所述爪哇姜提取物;其中
(a)所述抽提原料是原样或微细化形态的爪哇姜;
(b)所述溶剂包含选自由甲醇、乙醇、1-丙醇、2-丙醇、1-丁醇、乙二醇、丙二醇、丙三醇和二噁烷组成的组的至少一种亲水性溶剂;
(c)所述抽提液包含下述式(1)所示的苯丁二烯类二聚体D和下述式(2)所示的苯丁二烯类单体M,
其中所述方法进一步包括对所述抽提原料、溶剂中的所述原料或者所述抽提液或者由所述抽提液得到的浓缩物的至少之一进行在85~140℃之间的设定温度下的加热处理或对所述抽提原料进行8小时以内的太阳光暴露处理;以及
其中制备的所述爪哇姜提取物所包含的苯丁二烯类二聚体D和苯丁二烯类单体M的D/M比以高效液相色谱法测定的峰面积比表示,为1.0以上。
2.根据权利要求1所述的爪哇姜提取物,其特征在于,所述加热处理的设定温度为95~130℃,所述D/M比为5.0以上。
3.一种粉状爪哇姜提取物组合物,其包含权利要求1或2所述的爪哇姜提取物和碳水化合物。
4.一种包含爪哇姜提取物的饮食品,其含有权利要求3所述的粉状爪哇姜提取物组合物。
5.一种含有爪哇姜提取物的胶囊,其包封有:包含权利要求1或2所述的爪哇姜提取物和选自由二十碳五烯酸和二十二碳六烯酸组成的组的至少一种油脂成分的液状物。
6.一种爪哇姜提取物的制造方法,其特征在于,所述方法包括将作为抽提原料的爪哇姜浸渍到溶剂中,除去爪哇姜得到抽提液,和浓缩所述抽提液而成为所述爪哇姜提取物;其中
(a)所述抽提原料是原样或微细化形态的爪哇姜;
(b)所述溶剂包含选自由甲醇、乙醇、1-丙醇、2-丙醇、1-丁醇、乙二醇、丙二醇、丙三醇和二噁烷组成的组的至少一种亲水性溶剂;
(c)所述抽提液包含下述式(1)所示的苯丁二烯类二聚体D和下述式(2)所示的苯丁二烯类单体M,
其中所述方法进一步包括对所述抽提原料、溶剂中的所述原料或者所述抽提液或者由所述抽提液得到的浓缩物的至少之一进行在85~140℃之间的设定温度下的加热处理或进行8小时以内的太阳光暴露处理;以及
其中制备的所述爪哇姜提取物所包含的苯丁二烯类二聚体D和苯丁二烯类单体M的D/M比以高效液相色谱法测定的峰面积比表示,为1.0以上。
7.根据权利要求6所述的爪哇姜提取物的制造方法,其中所述加热处理的设定温度为95~130℃,所述D/M比为5.0以上。
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