反相高效液相色谱法测定Song木属植物中二萜酸,三萜酸和三萜皂苷的含量

为进一步探讨Ｓｏｎｇ木属草本自然群，木本自然群中植物的有效成分的差异，本首次建立了Ｓｏｎｇ木属植物中６种化学成分的反相高效液相色谱法，对本属１１种植物中该６种成分进行了定量分析。色谱柱为Ｓｕｐｅｌｃｏ ＳＩＬ－ＬＣ－１８，流动相为甲醇－１％乙酸－四氢呋喃（５００：１１０：１）；检测波长为２０５ｎｍ，流速１．２ｍｌ·ｍｉｎ＾－１，６种成分的线性范围分别为０．１３５￣２．１６０μｇ，０．１６３￣２．     

反相高效液相色谱法测定木属植物中黄酮类和香豆精的含量

目的：对木属植物中草本和木本两个自然群进行化学分类学的研究。方法：应用反相高效液相色谱法测定木属植物中4种化学成分［neoliguiritin (I), 5,8-dimethoxycoumarin (II), isoliquritoside (III), 8-［(2″,3″)-prenyl］-4′-methoxy-flavone-7-O-β-D-glucopyranosyl-(2→1)-α-L-rhamnopyranoside (IV)］,对本属11种植物中该4种成分进行了定量分析。色谱柱固定相为Supelco SIL-LC-18;流动相为40%甲醇—甲醇梯度洗脱,根据4种成分紫外吸收波长的不同而改变检测波长;流速1.0 ml.min^-1;4种成分的线性范围分别为(0.5600～0.0175) μg,(0.3760～0.0118) μg,(0.2875～0.0090) μg和(0.3090～0.0097) μg,回收率分别为98.92%,98.27%,94.78%和97.41%。结果：木本自然群中香豆精成分含量较高。结论：香豆精为木本自然群区别于草本自然群的特征成分之一。     

反相高效液相色谱法测定楤木属植物中黄酮类和香豆精的含量

目的：对木属植物中草本和木本两个自然群进行化学分类学的研究。方法：应用反相高效液相色谱法测定木属植物中４种化学成分［ｎｅｏｌｉｇｕｉｒｉｔｉｎ（Ｉ）,５,８ｄｉｍｅｔｈｏｘｙｃｏｕｍａｒｉｎ（ＩＩ）,ｉｓｏｌｉｑｕｒｉｔｏｓｉｄｅ（ＩＩ）,８［（２″,３″）ｐｒｅｎｙｌ］４′ｍｅｔｈｏｘｙｆｌａｖｏｎｅ７ＯβＤｇｌｕｃｏｐｙｒａｎｏｓｙｌ（２→１）αＬｒｈａｍｎｏｐｙｒａｎｏｓｉｄｅ（ＩＶ）］,对本属１１种植物中该４种成分进行了定量分析。色谱柱固定相为ＳｕｐｅｌｃｏＳＩＬＬＣ１８;流动相为４０％甲醇—甲醇梯度洗脱,根据４种成分紫外吸收波长的不同而改变检测波长;流速１０ｍｌ·ｍｉｎ－１;４种成分的线性范围分别为（０５６００～００１７５）μｇ,（０３７６０～００１１８）μｇ,（０２８７５～０００９０）μｇ和（０３０９０～０００９７）μｇ,回收率分别为９８９２％,９８２７％,９４７８％和９７４１％。结果：木本自然群中香豆精成分含量较高。结论：香豆精为木本自然群区别于草本自然群的特征成分之一     

HPLC-ELSD法测定四季青中三萜及其皂苷的含量

目的建立同时测定四季青中3种三萜及其皂苷——长梗冬青苷、地榆皂苷I和救必应酸含量的HPLC分析方法。方法C₁₈柱；流动相：甲醇-水（59∶41）；流速1.0 mL·min^-1；检测器：Sedex 55蒸发光散射检测器。结果线性范围为长梗冬青苷2.56～25.60　μg（r=0.999.2），地榆皂苷I 1.64～16.40μg（r=0.998　2）和救必应酸3.74～37.40　μg（r=0.999.4）。平均加样回收率为长梗冬青苷96.3%, RSD　1.6%　(n=5); 地榆皂苷I 97.3%, RSD　3.8% (n=5)；救必应酸97.7%, RSD2.1%　(n=5)。3个化合物的精密度RSD　(n=6)均<4%; 重现性RSD　(n=6)均<5%。结论本方法简便、有效、可行，可用于四季青三萜及其皂苷的含量测定。     

柱前衍生HPLC/FLD-APCI/MS法同时测定藏药悬钩木中6种三萜酸类成分的含量

目的:建立同时测定藏药悬钩木中山楂酸、科罗索酸、桦木酸、路路通酸、齐墩果酸、熊果酸等6种三萜酸类成分含量的方法。方法:采用柱前衍生高效液相色谱-荧光检测/质谱联用法。选择2-(7H-二苯并[a,g]咔唑)乙基对甲苯磺酸酯为荧光衍生化试剂。色谱柱为Hypersil C18,流动相为5%乙腈水溶液-乙腈(梯度洗脱),流速为1.0 mL/min,荧光激发波长为300 nm,发射波长为395 nm,柱温为35℃,进样量为10μL;采用大气压化学电离源、正离子模式,喷雾压力为60 psi,干燥气流量为9 L/min,干燥气温度为350℃,气化温度为450℃,毛细管电压为3 500 V。结果:山楂酸、科罗索酸、桦木酸、路路通酸、齐墩果酸、熊果酸检测质量浓度线性范围均为0.025～6.4μg/mL(r≥0.999 6);定量限分别为5.11、4.78、4.42、4.22、4.29、4.51 ng/mL,检测限分别为1.42、1.27、1.30、1.28、1.16、1.22 ng/mL;精密度试验的RSD均小于5%,稳定性、重复性试验的RSD均小于2%(路路通酸未检出);加样回收率分别为97.90%～100.55%(RSD=1.00%,n=6)、97.95%～102.95%(RSD=1.74%,n=6)、96.00%～101.20%(RSD=2.00%,n=6)、93.25%～104.20%(RSD=4.25%,n=6)、92.20%～103.30%(RSD=3.58%,n=6)、97.80%～103.50%(RSD=2.03%,n=6)。结论:该方法准确、可靠,专属性好,可用于同时测定藏药悬钩木中6种三萜酸类成分的含量。     

HPLC法测定灵芝子实体和孢子粉中灵芝酸C2、灵芝酸G和灵芝酸A

目的 建立灵芝子实体和孢子粉中3种灵芝酸类成分的HPLC测定方法,为全面评价灵芝药材和孢子粉的质量提供依据.方法 采用HPLC方法测定,Diamonsil(钻石)C8色谱柱(250 mm×4.6 mm,5μm),流动相乙腈-0.03％磷酸(28∶72),体积流量1.2 mL/min,检测波长250 nm;柱温35℃.结果 灵芝酸C2、灵芝酸G、灵芝酸A分别在0.40～10.06 μg(r=0.999 99)、0.40～10.00 μg (r=0.999 99)、0.40～10.00 μg(r=0.999 99)线性关系良好,平均回收率分别为101.04％、99.39％、101.22％,RSD值分别为1.64％、1.86％、2.20％(n=6):灵芝子实体中3种灵芝酸的质量分数分别在0.06～0.29 mg/g、0.12～0.37 mg/g、0.19～0.41 mg/g,灵芝孢子粉供试品中3种灵芝酸的质量分数分别在0～0.01 mg/g、0、0～0.03 mg/g.结论 本方法简便,稳定,可用于灵芝三萜类成分C2、灵芝酸G、灵芝酸A的定量分析.     

头序楤木叶中三萜化学成分的研究

从头序楤木(Aralia dasyphyla Miq)叶中分离到6个三萜化合物,用化学方法和波谱(UV,IR,MS,¹HNMR,¹³CNMR,¹³CDEPT,HMQC,HMBC)分析,确定其中4种化合物的结构,分别为齐墩果酸(I),16β-羟基-18β-H-齐墩果酸(I),齐墩果酸-28-O-β-D-吡喃葡萄糖甙(II)和16β-羟基-18β-H-齐墩果酸-28-O-β-D-吡喃葡萄糖甙(IV)。用NOESY谱确定化合物I的立体构型。以上4个化合物均为首次从该植物中分离到,化合物IV为新化合物。     

高效液相色谱法同时测定楤木不同部位4种成分的含量

目的:建立HPLC同时测定楤木不同部位绿原酸、咖啡酸、3,5-二咖啡酰奎宁酸及4,5-二咖啡酰奎宁酸含量的方法。方法:色谱柱:Dikma Kromasil C18柱(250 mm×4.6mm,5μm);流动相:乙腈-0.1%磷酸水溶液,梯度洗脱;测定波长:325 nm。结果:绿原酸、咖啡酸、3,5-二咖啡酰奎宁酸及4,5-二咖啡酰奎宁酸的线性范围分别为0.101～5.040μg(r=0.999 8),0.003～0.128μg(r=0.999 6),0.078～3.900(r=0.999 8),0.014～0.715(r=0.999 7)。平均回收率分别为99.10%(RSD为0.96%),98.26%(RSD为1.38%),99.25%(RSD为0.83%),98.53%(RSD为1.22%)。结论:该方法简便快速、具有良好的重复性和回收率,可作为楤木中这4种成分的定量分析方法。     

波长转换RP-HPLC法同时测定茯苓不同部位中5种三萜酸含量

建立同时测定茯苓不同部位中去氢土莫酸、猪苓酸C、3-表去氢土莫酸、去氢茯苓酸和茯苓酸含量的方法。采用紫外-波长转换检测的RP-HPLC法: 色谱柱为Kromasil C₁₈柱 (250 mm × 4.6 mm, 5 μm); 流动相为乙腈 (A)-0.05%磷酸水溶液 (B) 系统, 梯度洗脱 (0～5 min, 60%A～64%A; 5～35 min, 64%A～65%A; 35～35.01 min, 65% A～73% A; 35.01～53 min, 73% A); 流速为1.0 mL·min⁻¹; 检测波长为0～48 min, 241 nm (去氢土莫酸、猪苓酸C、3-表去氢土莫酸、去氢茯苓酸), 48～55 min, 210 nm (茯苓酸)。去氢土莫酸、猪苓酸C、3-表去氢土莫酸、去氢茯苓酸和茯苓酸分别在30.5～610.0 μg·mL⁻¹ (r = 0.999 6)、12.66～253.2 μg·mL⁻¹ (r = 0.999 5)、2.99～59.7 μg·mL⁻¹ (r = 0.999 7)、6.13～122.5 μg·mL⁻¹ (r = 0.999 5)、11.3～226.0 μg·mL⁻¹ (r = 0.999 5) 内浓度与峰面积呈良好的线性关系; 方法回收率分别为98.5% (RSD = 1.9%)、99.4% (RSD = 1.7%)、97.9% (RSD = 1.2%)、96.7% (RSD = 2.5%) 和97.9% (RSD = 2.3%)。结果表明, 本方法简便、准确、重现性好, 为茯苓药材的质量控制提供了依据。     

阿里红中齿孔酸和总三萜酸的含量测定

目的 建立阿里红中齿孔酸及其总三萜酸的含量测定方法。方法 采用紫外-可见分光光度法测定总三萜酸含量;采用HPLC测定齿孔酸含量。色谱柱为RP-C₁₈柱（4.6 mm×250 mm,5 μm）;流动相为乙腈-0.4%磷酸（68∶ 32）,检测波长210 nm,流速1.0 mL·min^-1,柱温30℃。结果 3批阿里红药材中齿孔酸含量分别为2.3%,2.6%,3.1%;总三萜酸含量分别为27.2%,32.1%,35.9%。结论 所建立的分析方法准确、简便,可为定量评价阿里红药材的质量提供依据。     

Triterpenoid Acids from Kadsura longipedunculata. Neokadsuranic Acids B and C: Two Novel Triterpenoids with 14 (13 --> 12)abeo-Lanostane Skeletons

Six triterpenoid acids were isolated from the stems of KADSURA LONGIPEDUNCULATA, collected in Kuangxi province. Four of them were new compounds and assigned as (24 Z)-3-oxo-12alpha-acetoxylanosta-8,24-dien-26-oic acid ( 1), (24 Z)-3-oxo-12alpha-hydroxylanosta-8,24-dien-26-oic acid ( 2), (24 Z)-3-oxo-14(13-->12) ABEO-lanosta-8,13(18),24-trien-26-oic acid ( 3), and (24 Z)-3-oxo-13beta-hydroxy-14(13-->12) ABEO-lanosta-8,24-dien-26-oic acid ( 4). Compounds 3 and 4 were named neokadsuranic acids B and C, respectively.     

Two new triterpenoids from the resin of Boswellia carterii

Two new triterpenoids, 3-oxotirucalla-7,9(11),24-trien-21-oic acid (1) and 18Hα,3β,20β-ursanediol (2), along with 15 known triterpenes, α-amyrin, α-boswellic acid, β-boswellic acid, acetyl α-boswellic acid, acetyl β-boswellic acid, 9,11-dehydro-β-boswellic acid, 9,11-dehydro-α-boswellic acid, acetyl 11α-methoxy-β-boswellic acid, 11-keto-β-boswellic acid, acetyl 11-keto-β-boswellic acid, acetyl α-elemolic acid, 3β-hydroxytirucalla-8,24-dien-21-oic acid, elemonic acid, 3α-hydroxytirucalla-7,24-dien-21-oic acid, and 3α-hydroxytirucall-24-en-21-oic acid, were isolated from the resin of Boswellia carterii Birdw.     

野木瓜甙YM10和YM12的结构

从野木瓜(Stauntonia chinensis DC.)中分离得到二个去甲五环三萜皂甙化合物,经化学和光谱分析,分别鉴定为3-O-α-L-吡喃鼠李糖-(1→2)-α-L-吡喃阿拉伯糖-30去甲齐墩果-12,20(29)-二烯-28-羧酸-28-O-α-L-呲喃鼠李糖-(1→4-β-D-吡喃葡萄糖-(1→6)-β-D-吡喃葡萄糖酯,命名为野术瓜甙YM10(Ⅰ)和3-O-α-L-呲喃鼠李糖-(1→2)-α-L-吡喃阿拉伯糖-30-去甲齐墩果-12,20(29)-二烯-28-羧酸-28-O-β-D-吡喃葡萄糖-(1→6)-β-D-吡喃葡萄糖酯,命名为野木瓜甙YM₁₂(Ⅱ)。Ⅰ和Ⅱ均系首次从植物中得到的新化合物。     

毛萼梅根化学成分研究

目的　研究毛萼梅根部的化学成分。方法　将MeOH提取物分散于水中,经EtOAc萃取后用柱色谱分离纯化,通过波谱方法鉴定化合物。结果　鉴定了7个化合物:2α,3β-二羟基乌苏-12,19-二烯-23,28-二酸(I),2α,3β,23-三羟基乌苏-12,18-二烯-28-酸(IIa),2α,3β,23-三羟基乌苏-12,19-二烯-28-酸(IIb),2α,3α-二羟基乌苏-12,18-二烯-28-酸(IIIa),2α,3α-二羟基乌苏-12,19-二烯-28-酸(IIIb),及化合物IIIa，IIIb的C-2,C-3位缩酮IVa和IVb。结论　I是1个新三萜酸。     

雷公藤根化学成分的分离与鉴定

目的研究雷公藤(Tripterygium wilfordiiHook.f.)根的化学成分。方法采用硅胶柱色谱、Sephadex LH-20、开放ODS柱色谱、HPLC等各种色谱技术对雷公藤根的化学成分进行分离纯化;根据理化常数测定和光谱分析对分离得到的化合物进行结构鉴定。结果从雷公藤根乙醇提取物中分离得到7个化合物,分别鉴定为2α,3α,23-三羟基乌苏烷-12-烯-28-酸(2α,3α,23-trihydroxyurs-12-en-28-oic acid,1)、2α,3α,23-三羟基乌苏烷-12,20(30)-二烯-28-酸(2α,3α,23-trihydroxyurs-12,20(30)-dien-28-oic acid,2)、2α,3α,24-三羟基乌苏烷-12-烯-28-酸(2α,3α,24-trihydroxyurs-12-en-28-oic acid,3)、2α,3α,19α-三羟基乌苏烷-12-烯-28-酸(euscaphic acid,4)、熊果酸(urasolic acid,5)、齐墩果酸(oleanolic acid,6)、2S,2′S-aurantiamide acetate(7)。结论化合物1、2、3、7为首次从雷公藤属植物中分离得到。     

Eremophilane sesquiterpenes from Cacalia ainsliaeflora

Chemical investigation of Cacalia ainsliaeflora afforded four new eremophilane sesquiterpenes (1 - 3, 5) and a known sesquiterpene (4), which were identified as 3 beta-angeloyloxy-8 alpha-hydroxy-6 beta-methoxyeremophil-7(11),9(10)-dien-8,12-olide (1), 3 beta-angeloyloxy-6 beta,8 alpha-dihydroxyeremophil-7(11),9(10)-dien-8,12-olide (2), 3 beta-angeloyloxy-8 alpha-hydroxy-6 beta-ethoxyeremophil-7(11),9(10)-dien-8,12-olide (3), 3 beta-angeloyloxy-8-oxo-eremphila-6,9-dien-12-oic acid (4), and 3,8-oxo-eremophila-6,9-dien-12-oic acid (5) respectively. These compounds were assayed against Escherichia coli, Staphylococcus aureus and Bacillus subtilis, and compounds 1, 2, 4 and 5 showed weak antibacterial activity. The structures of the compounds were established by 1D and 2D NMR experiments.     

Synthetic oleanane and ursane triterpenoids with modified rings A and C: a series of highly active inhibitors of nitric oxide production in mouse macrophages

We have designed and synthesized 16 new olean- and urs-1-en-3-one triterpenoids with various modified rings C as potential antiinflammatory and cancer chemopreventive agents and evaluated their inhibitory activities against production of nitric oxide induced by interferon-gamma in mouse macrophages. This investigation revealed that 9(11)-en-12-one and 12-en-11-one functionalities in ring C increase the potency by about 2-10 times compared with the original 12-ene. Subsequently, we have designed and synthesized novel olean- and urs-1-en-3-one derivatives with nitrile and carboxyl groups at C-2 in ring A and with 9(11)-en-12-one and 12-en-11-one functionalities in ring C. Among them, we have found that methyl 2-cyano-3, 12-dioxooleana-1,9(11)-dien-28-oate (25), 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid (CDDO) (26), and methyl 2-carboxy-3,12-dioxooleana-1,9(11)-dien-28-oate (29) have extremely high potency (IC(50) = 0.1 nM level). Their potency is similar to that of dexamethasone although they do not act through the glucocorticoid receptor. Overall, the combination of modified rings A and C increases the potency by about 10 000 times compared with the lead compound, 3-oxooleana-1,12-dien-28-oic acid (8) (IC(50) = 1 microM level). The selected oleanane triterpenoid, CDDO (26), was found to be a potent, multifunctional agent in various in vitro assays and to show antiinflammatory activity against thioglycollate-interferon-gamma-induced mouse peritonitis.     

Two new triterpenoids from the fresh leaves of Psidium guajava

Two new triterpenoids, guajavolide (2 alpha,3 beta,6 beta,23-tetrahydroxyurs-12-en-28,20 beta-olide; 1) and guavenoic acid (2 alpha,3 beta,6 beta,23-tetrahydroxyurs-12,20(30)-dien-28-oic acid; 2) along with one known triterpene oleanolic acid (3) were isolated from the fresh leaves of Psidium guajava. Their structure elucidation and stereochemistry were determined by spectroscopic experiments, including 2D-NMR techniques.     

Two new triterpenoids from the resin of Boswellia carterii

Two new triterpenoids, 3-oxotirucalla-7,9(11),24-trien-21-oic acid (1) and 18Hα,3β,20β-ursanediol (2), along with 15 known triterpenes, α-amyrin, α-boswellic acid, β-boswellic acid, acetyl α-boswellic acid, acetyl β-boswellic acid, 9,11-dehydro-β-boswellic acid, 9,11-dehydro-α-boswellic acid, acetyl 11α-methoxy-β-boswellic acid, 11-keto-β-boswellic acid, acetyl 11-keto-β-boswellic acid, acetyl α-elemolic acid, 3β-hydroxytirucalla-8,24-dien-21-oic acid, elemonic acid, 3α-hydroxytirucalla-7,24-dien-21-oic acid, and 3α-hydroxytirucall-24-en-21-oic acid, were isolated from the resin of Boswellia carterii Birdw.     

东北刺人参叶中四种新三萜皂苷的分离与结构鉴定

目的研究东北刺人参的三萜皂苷化学成分。方法采用大孔树脂、硅胶、ODS柱色谱分离纯化，经理化常数、光谱学方法鉴定结构。结果分离得到了4个新三萜皂苷，其结构分别鉴定为3-O-β-D-吡喃葡糖基3β，23-二羟基羽扇豆-20(29)-烯-28-酸-28-O-α-L-吡喃鼠李糖基(1→4)-β-D-吡喃葡糖基(1→6)-β-D-吡喃葡糖苷(1);3-O-β-D-吡喃葡糖基常春藤皂苷元-28-O-α-L-吡喃鼠李糖基(1→4)-β-D-吡喃葡糖基(1→6)-β-D-吡喃葡糖苷(2);3-O-β-D-吡喃葡糖基3β-羟基齐墩果-9(11)，12-二烯-28-酸-28-O-α-L-吡喃鼠李糖基(1→4)-β-D-吡喃葡糖基(1→6)-β-D-吡喃葡糖苷(3);3α-羟基齐墩果-12-烯-23，28-二酸-28-O-α-L-吡喃鼠李糖基(1→4)-β-D-吡喃葡糖基(1→6)-β-D-吡喃葡糖苷(4)。结论化合物1～4均为新三萜皂苷，首次从东北刺人参叶中分得。