密蒙花黄酮类化合物的分离和鉴定

从密蒙花(Buddleia officinalis Maxim)的花蕾中分离得到8个黄酮类化合物,其小3个甙元:刺槐素(acacetin,1),芹菜素(apigenin,2),木犀草素(luteolin,3);5个甙:密蒙花新甙(neobudofficide,4),蒙花甙(linarin=acaciin,5),木犀草素7-O-芸香糖甙(6),木犀草素-7-O-葡萄糖甙(7),秋英甙(cosmosiin,8)。化合物4为新化合物,用化学和波谱法确定其结构为5.7-二羟基-4'-甲氧基黄酮-7-O-α-L-吡喃鼠李糖基-(1→2)-[α-L-吡喃鼠李糖基-(1→6)]-β-D-吡喃葡萄糖甙,除化合物1和5以外,其它化合物均为首次从密蒙花中得到。     

胀果甘草中2个新的二氢黄酮甙

从胀果甘草(Glycyrhizia inflata Bat.)根茎的95%醇提取部分经HPLC分得两个新的二氢黄酮二糖链甙,经化学和波谱分析,将其结构分别确定为甘草素-7-O-β-D-呋喃芹糖-4′-O-β-D-吡喃葡萄糖甙(liquiritigenin-7-O-β-D-apiofuranosyl)-4′-O-β-D-glucopyranoside(I)和甘草素-7-O-β-D-(3-O-乙酰基)呋喃芹糖-4′-O-β-D-吡喃葡萄糖-甙[liquiritigenin-7-O-β-D-(3-O-acetyl)-apiofuranosyl-4′-O-β-D-glucopyra-noside](I)。     

紫花八宝化学成分的研究

从景天科紫花八宝[Hylotelepium mingjinianum (S.H.Fu)H.oh的]干燥全草中分得12个化合物,经光谱(UV,IR,MS和NMR)解析和化学分析鉴定其结构。其中两个为新黄酮甙,分别是3,5,7,8,4'-五羟基黄酮-7-O-β-D-葡萄糖醛酸甙(3,5,7,8,4’-pentahydroxyflavone-7-O-β-D-giucuronide,xT)和3,5,7,8,4'-五羟基黄酮-8-O-α-D-2"-O-(2-甲基丁酰)葡萄糖醛酸甙[3,5,7,8,4’-petalhydroxyfl-avone-8-O-α-D-2"-O-(2-methylbutanoyl)glucuronide,xII]。XI和XII分别命名为紫花八宝甙甲(mingji-nianuronideA)和紫花八宝甙乙(mingiinianutonideB)。十个已知物(1～X)为正三十三烷、木栓酮、β-谷甾醇、胡萝卜甙、原儿茶酸、没食子酸、槲皮素、槲皮素-3-O-α-L-鼠李糖甙、槲皮素-3-O-β-D-葡萄糖甙和山奈素-7-O-α-L-鼠李糖甙。     

蛇毒中鞣花酸类及三萜类成分研究

自蛇毒(Duchesnea indica Fock)全草中分离出6个化合物,其中,2个为新化合物,分别命名为蛇莓甙A(duchesideA)和蛇莓甙B(duchesideB),经化学及光谱(UV,1R,¹HNMR,¹³CNMR,NOEDS和MS)分析确定,蛇莓甙A的结构为3'-O-甲基-鞣花酸-4-O-β-D-吡喃木糖甙(Ⅰ),蛇莓甙B的结构为3'-O-甲基-鞣花酸-4-O-α-L-呋喃阿拉伯糖甙(Ⅱ)。另外4个化合物为已知三萜类化合物:3β-羟基-乌苏烷-12-烯-28-羧酸(Ⅲ),2α,3β,19α-三羟基-乌苏烷-12-烯-28-羧酸(Ⅳ),2α,3β,19α-三羟基-乌苏烷-12-烯-28-羧酸-28-O-β-D-吡喃葡萄糖甙(Ⅴ),2α,3α,19α-三羟基-乌苏烷-12-烯-28-羧酸-28-O-β-D-吡喃葡萄糖甙(Ⅵ)。其中化合物Ⅳ,Ⅴ和Ⅵ为首次从该属植物中分离得到。     

山野豌豆黄酮类化学成分的研究

自山野豌豆(Vicia amoena Fisch.)全草的乙醇提取物中分得6个化合物,经波谱和化学分析鉴定其中一个为新的黄酮甙,命名为山野豌豆甙(amoenin A₃),其余5个化合物为槲皮素(quercetin D₂)、山奈酚(kaempferol D₁)、槲皮素-3-O-α-L-鼠李糖甙(quercetin-3-O-α-L-rhamnosideC1)、槲皮素-3-O-β-D-葡萄糖甙(quercetin-3-O-β-D-glucosideC2)、山柰酚-3,7-O-α-L-二鼠李糖甙(kaempferol-3,7-O-α-L-dirhamnoside A₂)。以上黄酮类化合物均为首次从山野豌豆中分得。     

鹰爪叶化学成分研究

从鹰爪 Artabotrys hexapetalus 叶分得5种黄酮:鹰爪甙-A(1),鹰爪甙-B(2),黄杉素(3),木犀草素-7-O-葡萄糖甙(4),芹菜素-7-O-芹糖(1→2)葡萄糖甙(5),以及琥珀酸(6)和富马酸(7)。其中1和2是新的黄酮甙,其他5种成分为第一次从本植物分得。经光谱解析测定了1和2化学结构。     

薤白甙J,K和L的结构

进一步用HPLC自小根蒜(Allium macrostemon Bunge)鳞茎中分得两种新的呋甾皂甙,薤白甙J(1)和薤白甙L(III),以及I的甲基化人工产物薤白甙K(II)。经过化学降解和光谱(¹H-NMR,¹³C-NMR和FAB-MS等)分析,确定其结构分别为:(25R)-26-O-β-D-吡喃葡萄糖基-22-羟基-5β-呋甾-2β,3β,26-三醇-3-O-β-D-吡喃葡萄糖基(1→2)-β-D-吡喃半乳糖甙(I);(25R)-26-O-β-D-吡喃葡萄糖基-22-甲氧基-5β-呋甾-2β,3β,26-.三醇-3-O-β-D-吡喃葡萄糖基(1→2)-β-D-吡喃半乳糖甙(II)和(25R)-26-O-β-D-吡喃葡萄糖基-5β-呋甾-20(22)-烯-26β,3β,26-三醇-3-O-β-D-吡喃葡萄糖基(1→2)-β-D-吡喃半乳糖甙(III)。     

山苦瓜中三萜及甾体成分的研究

从葫芦科植物山苦瓜(Momordica dioica)干燥块根中分离鉴定出5个三萜及甾体化合物:α-菠甾醇硬脂酸酯(I),α-菠甾醇 3-O-β-D-吡喃葡萄糖甙(II),3β-羟基-23-氧-齐墩果-12-烯-28-酸-3-O-β-D-吡喃葡萄糖醛酸甙(II),3β-羟基-23-氧-齐墩果-12-烯-28-酸-3-O-β-D-吡喃葡萄糖甙(IV)和3β,23-二羟基齐墩果-12-烯-28-酸-3-O-β-D-吡喃葡萄糖甙(V)。其中,成分II为一新化合物。     

苦绳的甾体成分

从苦绳(Dregea sinensis Hemsl.)中分离到两个新化合物∶苦绳甙元乙(dresigeninB,1)和苦绳甙I(dresiosideI,2)。经光谱和化学反应确定其结构为∶20-O-(2-甲基丁酰基) 托曼托甙元[20-O-(2-methylbutyryl)-tomentogenin]和二氢肉珊瑚甙元3-O-β-D-吡喃黄夹糖基(1-4)-β-D-吡喃夹竹桃糖基(1-4)-β-D-吡喃磁麻糖甙[dihydrosarcostin 3-O-β-D-thevetopyranosyl(1-4)-β-D-oleandropyranosyl(1-4)-β-D-cymaropyranoside]。     

升麻中的三萜类成分

从升麻(Cimiccifuga foetida L.)的根茎中分得五个环菠萝蜜烷型三萜化合物,经光谱解析(IR,MS,¹H及¹³CNMR),分别确定为25-脱水升麻醇-3-O-β-D-吡喃木糖甙(23R,24S)(I),升麻醇-3-O-β-D-吡喃木糖甙(23R,24S)(II),25-乙酰氧基升麻醇-3-O-β-D-吡喃木糖甙(23R,24S)(III),actein(IV)和27-deoxyactein(V),其中I为新化合物,命名为升麻甙E(cimisideE)。     

黄芩甙元及其苄基衍生物的制备与抗人免疫缺陷病毒实验研究

Baicalein (1) was prepared from baicalin by acid hydrolysis with yield of 24%. 5, 6-Dibenzyl-7-hydroxyl-flanone (4) and 6-benzyl-5, 7-dihydroxyl-flanone (5) were obtained by using different benzylating agents, and then hydrolyzing those benzylated compounds. The total yield of (4) and (5) were 5.9% and 5%, respectively. Both 4 and 5 were less effective than baicalien on inhibition of HIV-1 RT in vitro.     

黄芩甙元及其苄基衍生物的制备与抗人免疫缺陷病毒实验研究

黄芩甙元及其苄基衍生物的制备与抗人免疫缺陷病毒实验研究赵晶张致平陈鸿珊陈湘红张兴权（中国医学科学院、协和医科大学医药生物技术研究所，北京１０００５０）黄芩（ＳｃｕｔｅｌａｒｉａｂａｉｃａｌｅｎｓｉｓＧｅｏｒｇｉ）有广泛的生物活性。黄芩提取物及其...     

基于假病毒技术探讨黄芩苷抗HIV-1活性研究

目的:基于假病毒技术探究黄芩苷抗HIV-1活性作用.方法:利用HIV-1骨架质粒NL4-3 mCherry Luciferase、HIV-1包膜蛋白质粒pCMV-VSV-G和人胚肾细胞HEK-293T构建HIV-1假病毒药物筛选体系,并对该体系进行优化和安全性验证.测定黄芩苷对293T细胞活性、HIV-1假病毒活性、H...     

Two novel bibenzyls from Dendrobium trigonopus

Two novel bibenzyl trigonopols A (1) and B (2), together with seven known compounds, gigantol (3), tristin (4), moscatin (5), hircinol (6), naringenin (7), 3-(4-hydroxy-3-methoxyphenyl)-2-propen-1-ol (8), and ( - )-syringaresinol (9), have been isolated from the stems of Dendrobium trigonopus, of which compounds 6, 8, and 9 were isolated for the first time from this species. The structures of two new compounds were elucidated as threo-22-(17-hydroxyl-9-(3-hydroxyl-4-methoxy-phenethyl)-13,16,18-trimethoxy-21H-benzo[c]chromen-21-yl)ethane-22, 23-diol (1) and 9-(4-hydroxyl-3-methoxy-phenethyl)-17-(21-hydroxyl-20-methoxy-phenyl)chroman-11, 16-diol (2) on the basis of spectroscopic methods. Trigonopol A was found to exhibit antiplatelet aggregation activity in vitro with 67.55% inhibitory ration at 1.4337 x 10(- 3) M.     

Two novel bibenzyls from Dendrobium trigonopus

Two novel bibenzyl trigonopols A (1) and B (2), together with seven known compounds, gigantol (3), tristin (4), moscatin (5), hircinol (6), naringenin (7), 3-(4-hydroxy-3-methoxyphenyl)-2-propen-1-ol (8), and ( - )-syringaresinol (9), have been isolated from the stems of Dendrobium trigonopus, of which compounds 6, 8, and 9 were isolated for the first time from this species. The structures of two new compounds were elucidated as threo-22-(17-hydroxyl-9-(3-hydroxyl-4-methoxy-phenethyl)-13,16,18-trimethoxy-21H-benzo[c]chromen-21-yl)ethane-22, 23-diol (1) and 9-(4-hydroxyl-3-methoxy-phenethyl)-17-(21-hydroxyl-20-methoxy-phenyl)chroman-11, 16-diol (2) on the basis of spectroscopic methods. Trigonopol A was found to exhibit antiplatelet aggregation activity in vitro with 67.55% inhibitory ration at 1.4337 x 10(- 3) M.     

Synthesis,HIV-1 RT inhibitory,antibacterial, antifungal and binding mode studies of some novel N-substituted 5-benzylidine-2,4-thiazolidinediones

Background

Structural modifications of thiazolidinediones at 3^rd and 5^th position have exhibited significant biological activities. In view of the facts, and based on in silico studies carried out on thiazolidine-2,4-diones as HIV-1- RT inhibitors, a novel series of 2,4-thiazolidinedione analogs have been designed and synthesized.

Methods

Title compounds were prepared by the reported method. Conformations of the structures were assigned on the basis of results of different spectral data. The assay of HIV-1 RT was done as reported by Silprasit et al. Antimicrobial activity was determined by two fold serial dilution method. Docking study was performed for the highest active compounds by using Glide 5.0.

Results

The newly synthesized compounds were evaluated for their HIV-1 RT inhibitory activity. Among the synthesized compounds, compound 24 showed significant HIV-1 RT inhibitory activity with 73% of inhibition with an IC₅₀ value of 1.31 μM. Compound 10 showed highest activity against all the bacterial strains.A molecular modeling study was carried out in order to investigate the possible interactions of the highest active compounds 24, 10 and 4 with the non nucleoside inhibitory binding pocket(NNIBP) of RT, active site of GlcN-6-P synthase and cytochrome P450 14-α-sterol demethylase from Candida albicans (Candida P450DM) as the target receptors respectively using the Extra Precision (XP) mode of Glide software.

Conclusion

A series of novel substituted 2-(5-benzylidene-2,4-dioxothiazolidin-3-yl)-N-(phenyl)propanamides (4–31) have been synthesized and evaluated for their HIV-1 RT inhibitory activity, antibacterial and antifungal activities. Some of the compounds have shown significant activity. Molecular docking studies showed very good interaction.