Verbenachalcone, a novel dimeric dihydrochalcone with potentiating activity on nerve growth factor-action from Verbena littoralis.

A novel dimeric dihydrochalcone, verbenachalcone (1), was isolated from the aerial parts of Verbena littoralis. Its structure was elucidated, on the basis of spectral data interpretation, as 4,2',4',2' ",4' "-pentahydroxy-3' '-methoxy-3-O-4' '-tetrahydrobichalcone. This compound caused a significant enhancement of nerve growth factor-mediated neurite outgrowth from PC12D cells.     

Clerodane diterpenoids with NGF-potentiating activity from Ptychopetalum olacoides

Four new clerodane-type diterpenoids, ptychonolide (1), 20-O-methylptychonal acetal (2), and an equilibrium mixture of ptychonal hemiacetal (3) and ptychonal (4), were isolated from the MeOH extract of the bark of a Brazilian plant, Ptychopetalum olacoides. The structure of 1 was elucidated as a clerodane-type diterpenoid on the basis of spectroscopic data, whereas 2 was assigned to an acetal derivative of 1. Compounds 3 and 4 existed as an equilibrium mixture. A mixture of compounds 3 and 4 was found to exhibit neurite outgrowth-promoting activities on NGF-mediated PC12 cells at concentrations ranging from 0.1 to 10.0 microM.     

马鞭草化学成分的研究

目的：寻找马鞭草中药用活性成分，方法：分离鉴定马鞭草全草的乙醇提取物中的化合物，结果：从马鞭草的乙醇提取物中得到3个化合物，经过光谱分析分别被鉴定为熊果酸（I），3α，24－二羟基齐墩果酸（II），7α，22S－二羟基谷甾醇（Ⅲ），结论：化合物Ⅲ为新化合物。     

Spirocyclic nortriterpenoids with NGF-potentiating activity from the fruits of Leonurus heterophyllus

Four new spirocyclic nortriterpenoids, leonurusoleanolide A (1), leonurusoleanolide B (2), leonurusoleanolide C (3), and leonurusoleanolide D (4), were isolated from the MeOH extract of the fruits of Leonurus heterophyllus. Compounds 1 and 2, and compounds 3 and 4, were found to exist as equilibrium mixtures of trans and cis isomers. Mixtures of 1 and 2, and 3 and 4, significantly enhanced the neurite outgrowth of nerve growth factor-treated PC12 cells at concentrations ranging from 1 to 30 μM. Compound 8 was also found to have a neurite outgrowth-promoting effect at concentrations of 1 and 10 μM. The structure-activity relationship of these compounds is discussed.     

灵芝三萜类化学成分指纹图谱研究

目的:建立灵芝药材三萜类化学成分高效液相(HPLC)指纹图谱,并以此评价灵芝药材的质量.方法:采用Diamonsil C_(18)色谱柱(4.6 mm×250 mm,5μm),流动相为乙腈和0.8%高氯酸水溶液,梯度洗脱,流速0.9 mL·min~(-1),检测波长254 nm,柱温为室温.灵芝药材HPLC指纹图谱经指纹图谱系统解决方案软件(chromafinger~(TM))生成共有模式,并进行相似度分析.结果:赤芝HPLC指纹图谱共有18个特征峰,其中6个化学成分通过对照品得到指认.赤芝与紫芝HPLC指纹图谱相差较大.结论:该方法为综合评价灵芝的质量提供了科学的依据.     

Antiinflammatory activity and chemical composition of extracts of Verbena officinalis

In an attempt to locate the biologically active fraction(s) of the plant Verbena officinalis Linn. (Verbenaceae), a preliminary screening of successive petroleum ether, chloroform and methanol extracts of aerial parts for antiinflammatory activity using carrageenan paw oedema model was carried out. All three extracts were found to exhibit antiinflammatory activity with the chloroform extract being the most active. Chemical investigations of petroleum ether and chloroform extracts led to the isolation of beta-sitosterol, ursolic acid, oleanolic acid, 3-epiursolic acid, 3-epioleanolic acid, and minor triterpenoids of derivatives of ursolic acid and oleanolic acids. Chromatographic purification of the methanol extract yielded two iridoid glucosides, verbenalin and hastatoside, a phenylpropanoid glycoside, verbascoside and beta-sitosterol-D-glucoside.     

灵芝三萜类化学成分指纹图谱研究

目的：建立灵芝药材三萜类化学成分高效薄层色谱(HPTLC),高效液相(HPLC)的指纹图谱,并以此评价灵芝药材的质量。方法：应用硅胶GF254高效预制薄层板,通过二次展开,10%硫酸乙醇溶液显色后获得薄层荧光色谱指纹图谱;同时建立灵芝药材HPLC指纹图谱,条件如下：Diamonsil C₁₈色谱柱(4.6 mm×250 mm,5 μm),流动相为乙腈和0.8%高氯酸水溶液,梯度洗脱,流速0.9 mL·min^-1,检测波长254 nm,柱温为室温。灵芝药材的HPTLC和HPLC指纹图谱,分别经指纹图谱系统解决方案软件(Chromafinger^TM)生成共有模式,并进行相似度分析。结果：赤芝薄层荧光指纹图谱由9个特征荧光条斑组成,赤芝与紫芝HPTLC指纹图谱相差较大;赤芝HPLC指纹图谱共有18个特征峰,其中6个化学成分通过对照品得到指认。结论：该方法为综合评价灵芝的质量提供了科学的依据。     

猫耳刺中三萜类化合物的结构研究

目的：研究猫耳刺Ilex pernyi叶的化学成分。方法：应用硅胶及Sephadex LH-20凝胶柱色谱法对其化学成分进行分离,并利用NMR和MS等方法鉴定分离得到的化合物。结果：从猫耳刺的干燥叶中分离得到8个三萜化合物,分别鉴定为熊果酸(1),羽扇豆醇(2),α-香树脂醇(3),熊果醇(4),3β-羟基-乌索-11-烯-28,13β-内酯(5),坡模酸(6),羽扇-20(29)-烯-3β,24-二醇(7),3β,23-二羟基乌索-12-烯-28-酸(8),结论：该8个化合物均为首次从猫耳刺中分离得到。     

Mechanism of antiviral activity of triterpenoid saponins

Triterpenoid saponins are naturally occurring sugar conjugates of triterpenes possessing various biological activities, including antiviral action. Two substances isolated from natural sources were tested against herpes simplex virus type 1 replication. They did not show evidence of cytotoxicity under antiviral test conditions. The triterpenoid saponin, isolated from a Brazilian plant (s21), represents the oleanane group and inhibited herpes simplex virus type 1 DNA synthesis. The triterpenoid saponin, isolated from a Chinese plant (s17), represents the ursane group and seemed to inhibit viral capsid protein synthesis of herpes simplex virus type 1. Copyright © 1999 John Wiley & Sons, Ltd.     

Anti-inflammatory and analgesic activity of the topical preparation of Verbena officinalis L

Verbena officinalis has traditionally been used in herbal medicine in Navarra, Spain, in the treatment of topical inflammation. Due to the anti-inflammatory activity of Verbena officinalis 50% methanolic extract in i.p. and topical administration, the effects of several formulations were prepared and studied using carrageenan-induced edema and formalin testing. Piroxicam gel and methyl salicylate ointment were studied as positive control for anti-inflammatory and analgesic activity, respectively. The edema inhibition of the preparations containing extract at the doses of 1-3% w/w were significantly different from the control group. The anti-inflammatory effect of VO-3% was similar to the effect of piroxicam gel 3 h after carrageenan injection. The analgesic activity of topical preparation with more than 2.5% w/w was observed in the early phase. This activity was observed in concentrations of more than 2% w/w in the late phase. The topical analgesic activity of the extract was less than the analgesic activity of methyl salicylate ointment.     

乌拉尔甘草皂苷类成分研究

目的 研究乌拉尔甘草Glycyrrhiza uralensis根及根茎的化学成分.方法 应用溶剂法和色谱法进行分离纯化,利用波谱技术鉴定化合物结构;并测试化合物的细胞毒活性.结果 从乌拉尔甘草50％乙醇提取物中分离得到14个皂苷类化合物,分别鉴定为uralsaponin C(1)、uralsaponin D(2)、licorice-saponin A3 (3)、uralsaponin F (4)、22β-acetoxyl-glycyrrizin (5)、24-hydroxyl-licorice-saponin E2 (6)、licorice-saponin E2 (7)、licorice-saponin G2 (8)、22β-acetoxyl-glyrrhaldehyde (9)、3β-O-[β-D-glucuronopyranosyl-(1→2)-β-D-glucuronopyranosyl]-glycyrretol (10)、araboglycyrrhizin(11)、licorice-saponin J2 (12)、甘草酸(13)、单葡糖醛酸基甘草次酸(14).化合物1～14对3种人源肿瘤细胞MGC-803、SW620、SMMC-7721的半数抑制率(IC50)均大于100 μmol/L,化合物2、6～8、13的水解后苷元对3种人源肿瘤细胞的抑制率为18.3～41.6 μmol/L.结论 化合物14是一个新的天然产物,化合物11为首次从该植物中分离得到;化合物1～14对3种人源肿瘤细胞MGC-803、SW620、SMMC-7721均无显著的细胞毒活性,化合物2、6～8、13水解后苷元细胞毒活性增强.     

马鞭草外用治疗水疝

水疝,其状肾囊肿,阴汗时出,或囊肿而状如水晶,或囊痒而搔出黄水,或少腹中按之作水声。在民间小儿中多有出现,我们运用马鞭草外敷,疗效满意,现介绍如下:     

艾棉桃治急性膀胱炎

笔者以民间草医方艾棉桃治疗急性膀胱尿道炎,收效迅速,今报道如下: 取艾棉桃12个(野艾上长的虫窝)、海金砂60g(布包),水煎服。     

走马胎三萜皂苷衍生物的生物转化制备及其抗肿瘤活性研究

目的利用走马胎内生菌Sphingomonas yabuuchiae GTC 868T(AB071955)和果胶酶Ultra AFP对走马胎三萜皂苷Ag3进行生物转化,制备具有抗肿瘤活性的三萜皂苷衍生物。方法采用硅胶柱色谱分离技术对转化产物进行分离;采用波谱技术进行化合物结构鉴定;采用CCK法进行细胞毒活性测试。结果制备得到5个三萜皂苷衍生物:3β-O-{α-L-吡喃鼠李糖基-(1→3)-[β-D-吡喃木糖基-(1→2)]-β-D-吡喃葡萄糖-(1→4)-α-L-吡喃阿拉伯糖基}-西克拉敏A(1)、3β-O-{β-D-吡喃葡萄糖基-(1→4)-[β-D-吡喃葡萄糖基-(1→2)]-α-L-吡喃阿拉伯糖基}-西克拉敏A(2)、3β-O-{β-D-吡喃葡萄糖基-(1→2)-α-L-吡喃阿拉伯糖基}-西克拉敏A(3)、3-O-α-L-吡喃阿拉伯糖基-西克拉敏A(4)和西克拉敏皂苷元A(5)。结论化合物2~5为首次从走马胎三萜皂苷生物转化产物中分离得到,所得部分产物具有一定的抗肿瘤活性,其中化合物2对肝癌细胞的抑制活性强于底物和阳性药顺铂。     

Immunomodulatory and antitumor activity of triterpenoid fractions from the rhizomes of Astilbe chinensis

Aim of the study

The objectives of this study were to evaluate the in vivo antitumor potential of the triterpenoid fraction from the rhizomes of Astilbe chinensis (Saxifragaceae) (Saxifragaceae) (ATF) and to elucidate its immunological mechanisms by determining its effects on the growth of mouse transplanted tumors and the immune response in naïve and tumor-bearing mice.

Materials and methods

The mice inoculated with mouse tumor cell lines were treated per os with ATF at the doses of 20, 40, 60 mg/kg for 10 days. The effects of ATF on the growth of transplantable tumor, splenocyte proliferation, the activity of natural killer (NK) cells, and production of interleukin-2 (IL-2) from splenocytes in tumor-bearing mice were measured. Meanwhile, the effects of ATF on 2,4-dinitrofluorobenzene (DNFB)-induced delayed type hypersensitivity (DTH) reaction and the sheep red blood cell (SRBC)-induced antibody response in naïve mice were also studied.

Results

ATF could not only significantly inhibit the growth of mice transplantable tumor, but also remarkably increase splenocytes proliferation, NK cells activity, and the level of IL-2 secreted by splenocytes in tumor-bearing mice, promote the DTH reaction and enhance anti-SRBC antibody level in naïve mice, which indicated that the ATF could improve both specific and non-specific cellular and humoral immune response.

Conclusions

The antitumor activity of ATF might be achieved by improving immune response, and ATF could act as antitumor agent with immunomodulatory activity.     

Acylated triterpenoid saponins from Schima noronhae and their cell growth inhibitory activity

Two new acylated triterpenoid saponins were isolated from the branches of Schima noronhae by bioassay-guided purification. Their chemical structures were established on the basis of spectroscopic analysis and chemical means as 3-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-galactopyranosyl-(1-->3)-[beta-D-glucopyranosyl-(1-->2)]-beta-D-glucuronopyranosyl 22-O-angeloyl-A1-barrigenol (1) and 3-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-galactopyranosyl-(1-->3)-[beta-D-glucopyranosyl-(1-->2)]-beta-D-glucuronopyranosyl 22-O-angeloylerythrodiol (2). Compounds 1 and 2 showed cell growth inhibitory activity against both HeLa and DLD1 cells at a concentration of less than 10 microM.     

Quinoline alkaloids and other constituents of Melicope semecarpifolia with antiplatelet aggregation activity

Three new quinoline alkaloids, 2-acetylevolitrine (1), 2-acetylpteleine (2), and semecarpifoline (3), along with 26 known compounds were isolated from the root bark of Melicope semecarpifolia. The structures of 1-3 were elucidated by means of spectral analysis. In addition, (2S)-(--)-7,8-dimethoxyplatydesmine (4), cis-(+)-7,8-dimethoxymyrtopsine (5), and (3R)-(--)-8,9-dimethoxygeibalansine (6) were isolated as new natural products. Several of these isolates were determined as exhibiting significant antiplatelet aggregation activities in vitro.     

Antifungal activity of Trillium grandiflorum constituents

EtOH extracts of the rhizomes and aboveground portion of Trillium grandiflorum showed significant antifungal activity. Bioassay directed fractionation has led to the identification of the active components as the saponin glycosides 1 and 3.     

土家族药物扣子七中三萜皂苷成分及抗肿瘤活性研究

目的研究土家族药物扣子七Panax japonicus var. major中三萜皂苷类成分,对其抑制肿瘤细胞增殖活性进行筛选,并初步探讨化合物结构与活性的关系。方法应用多种色谱方法对土家族药物扣子七正丁醇部位进行分离,所分离化合物运用核磁共振方法进行结构鉴定,应用MTT法测定分离化合物对体外培养人肿瘤细胞增殖的影响。结果从扣子七根茎正丁醇部位分离得到14个三萜皂苷,分别鉴定为竹节参皂苷IVa甲酯(1)、竹节参皂苷Ⅳa丁酯(2)、竹节参皂苷Ⅳ(3)、竹节参皂苷Ⅳa(4)、28-去糖竹节参皂苷Ⅳa(5)、齐墩果酸-3-O-β-D-(6′-甲酯)-吡喃葡萄糖醛酸苷(6)、(24R)-珠子参苷R_1(7)、(24R)-拟人参皂苷F11(8)、(20S)-三七皂苷R_2(9)、(20S)-人参皂苷Rg_2(10)、人参皂苷Rg_1(11)、人参皂苷Re(12)、人参皂苷Rd(13)、竹节参皂苷V甲酯(14)。活性研究结果显示,化合物5和6对胃癌BGC-823细胞、结肠癌HCT-116细胞、宫颈癌HeLa细胞及肝癌Hep G2细胞均显示了较强的活性,呈良好的剂量依赖关系,其中化合物5对BGC-823、HCT-116细胞的IC_(50)分别为9.94、14.17μmol/L,化合物6对肝癌HepG2细胞的抑制作用最强(IC_(50)=12.70μmol/L)。结论首次从扣子七中分离得到化合物6并报道了其光谱数据;其部分化学成分显示出抗肿瘤活性,其抗肿瘤活性与齐墩果烷型皂苷密切相关,且活性强弱可能与C-28取代基有关联,相关抗肿瘤机制值得进一步研究。