公开(公告)号：US06365757B1

公开(公告)日：2002-04-02

申请号：US09535767

申请日：2000-03-28

申请人： Sunil Kumar Chattopadhyay ,  Suchitra Banerjee ,  Shipra Agarwal ,  Koneni Venkata Sashidhara ,  Vinayak Tripathi ,  Arun Kumar Kukreja ,  Sushil Kumar ,  Manish Kulshrestha ,  Ram Prakash Sharma ,  Vijay Kumar Mehta

发明人： Sunil Kumar Chattopadhyay ,  Suchitra Banerjee ,  Shipra Agarwal ,  Koneni Venkata Sashidhara ,  Vinayak Tripathi ,  Arun Kumar Kukreja ,  Sushil Kumar ,  Manish Kulshrestha ,  Ram Prakash Sharma ,  Vijay Kumar Mehta

IPC分类号： C07D31104

CPC分类号： C07D311/60

摘要： This invention relates to a process for the production of a compound (+) catechin penta acetate of formula I from Taxus wallichiana tissue cultures which comprises : (a) inoculation of explants on different media compositions supplemented with combinations of auxins (1-5 mg/l) and cytokinins (0.1-1.0 mg/l); (b) incubation of the cultures under continuous light or dark conditions for 4-6 weeks for callus cultures followed by subculturing at 4-6 weeks intervals; (c) harvesting of the calli at different growth phases ranging from 12-36 months; (d) extraction of fresh pulverized calli with polar solvents at room temperature; (e) evaporating the solvent to give a residue; and partitioning of the residue between water and chlorinated solvents and evaporating the solvent to a semisolid mass; (f) subjecting the resultant mass to column chromatography over suitable adsorbent and (g) eluting with organic solvent/mixtures of organic solvents to get (+) catechin penta acetate.

摘要翻译： 本发明涉及一种从紫杉属组织培养物生产式I化合物（+）儿茶素五乙酸酯的方法，该方法包括：（a）将外植体接种在不同的培养基组合物上，所述培养基组合物补充有生长素组合（1-5mg / l）和细胞分裂素（0.1-1.0mg / l）; （b）在连续的光照或黑暗条件下培养培养物4-6周，用于愈伤组织培养，然后以4-6周间隔传代培养; （c）在12-36个月的不同生长阶段收获愈伤组织; （d）在室温下用极性溶剂萃取新鲜的粉状愈伤组织; （e）蒸发溶剂得到残余物; 并将残留物在水和氯化溶剂之间分配并将溶剂蒸发成半固体物质; （f）使所得物质经合适的吸附剂进行柱层析，和（g）用有机溶剂/有机溶剂的混合物洗脱得到（+）儿茶素五乙酸酯。

公开(公告)号：US06620599B1

公开(公告)日：2003-09-16

申请号：US09535806

申请日：2000-03-28

申请人： Sunil Kumar Chattopadhyay ,  Suchitra Banerjee ,  Shipra Agarwal ,  Manish Kulshrestha ,  Ram Prakash Sharma ,  Vijay Kumar Mehta ,  Sushil Kumar

发明人： Sunil Kumar Chattopadhyay ,  Suchitra Banerjee ,  Shipra Agarwal ,  Manish Kulshrestha ,  Ram Prakash Sharma ,  Vijay Kumar Mehta ,  Sushil Kumar

IPC分类号： C12P1702

CPC分类号： C12P17/06 ,  C12N5/0025 ,  C12N5/04

摘要： The invention provides a process for the production of a biologically active phenolic compound (+) catechin from Taxus wallichiana tissue cultures, said process comprising the steps of (a) inoculating the of explants on a culture medium supplemented with combinations of auxins and cytokinins, (b) incubating the cultures under continuous light or dark conditions for 4-6 weeks for callus initiation followed by subculturing at 4-6 weeks intervals, (c) extracting the fresh pulverized calli with polar solvents at room temperature; (d) evaporating the solvent to obtain a residue; and (e) treating the residue with a chlorinated solvent and isolating (+) catechin compound by filtration.

摘要翻译： 本发明提供从紫杉属组织培养物生产生物活性酚类化合物（+）儿茶素的方法，所述方法包括以下步骤：（a）将外植体接种在补充有生长素和细胞分裂素的组合的培养基上（ b）在连续的光照或黑暗条件下培养培养物4-6周，用于愈伤组织起始，然后以4-6周间隔传代培养，（c）在室温下用极性溶剂萃取新鲜粉碎的愈伤组织; （d）蒸发溶剂得到残余物; 和（e）用氯化溶剂处理残余物并通过过滤分离（+）儿茶素化合物。

公开(公告)号：US06252114B1

公开(公告)日：2001-06-26

申请号：US09535121

申请日：2000-03-24

申请人： Sunil Kumar Chattopadhyay ,  Koneni Venkata Sashidhara ,  Vinayak Tripathi ,  Arun Kumar Tripathi ,  Veena Prajapati ,  Sushil Kumar

发明人： Sunil Kumar Chattopadhyay ,  Koneni Venkata Sashidhara ,  Vinayak Tripathi ,  Arun Kumar Tripathi ,  Veena Prajapati ,  Sushil Kumar

IPC分类号： C07C20700

CPC分类号： C07C43/225 ,  C07C217/62

摘要： The invention provides a process for the preparation of 4-(p-methoxyphenyl)-2-aminobutane represented by structural formula (1) as shown herein below: [C11H17ON=4-(p-methoxy phenyl)-2-amino butane] said process comprising the steps of, (a) isolating a phenolic compound 4-hydroxyphenyl)-butan-2-ol from the leaves of Taxus wallichiana by known methods, (b) treating the phenolic compound in aqueous mineral acid to obtain a phenolic halide derivative, (c) converting the phenolic halide derivative into its methyl ether by treating it with a methating agent, (d) reacting the methyl ether halide with azide to obtain an azido derivative, and (e) hydrogenating the azido compound to obtain 4-(p-methoxyphenyl)-2-aminobutane.

摘要翻译： 本发明提供了制备由结构式（1）表示的4-（对甲氧基苯基）-2-氨基丁烷的方法，如下所示：[C 11 H 17 ON = 4-（对甲氧基苯基）-2-氨基丁烷]所述 方法包括以下步骤：（a）通过已知方法从紫杉属的叶子中分离酚类化合物4-羟基苯基 - 丁-2-醇，（b）在无机酸水溶液中处理酚类化合物以获得酚卤化物衍生物 （c）通过用甲基化剂处理酚卤化物衍生物转化成甲基醚，（d）使甲基醚卤化物与叠氮化物反应得到叠氮基衍生物，和（e）氢化叠氮化合物得到4-（ 对甲氧基苯基）-2-氨基丁烷。

公开(公告)号：US06441205B1

公开(公告)日：2002-08-27

申请号：US09574543

申请日：2000-05-19

申请人： Sunil Kumar Chattopadhyay ,  Koneni Venkata Sashidhara ,  Vinayak Tripathi ,  Arun Kumar Tripathi ,  Veena Prajapati ,  Sushil Kumar

发明人： Sunil Kumar Chattopadhyay ,  Koneni Venkata Sashidhara ,  Vinayak Tripathi ,  Arun Kumar Tripathi ,  Veena Prajapati ,  Sushil Kumar

IPC分类号： C07C24706

CPC分类号： C07C217/62 ,  A01N33/10

摘要： The invention provides a novel compound 4-(p-methoxy-phenyl)-2-aminobutane exhibiting growth inhibition and antifeedant activity and represented by the structural formula. C11H17ON=4-(p-methoxy phenyl)-2-amino butane and an insecticidal composition comprising an effective amount of the novel compound and appropriate adjuvant.

摘要翻译： 本发明提供一种新的化合物4-（对甲氧基 - 苯基）-2-氨基丁烷，其具有生长抑制作用和拒食活性，由结构式C 11 H 17 ON = 4-（对甲氧基苯基）-2-氨基丁烷和杀虫组合物 包含有效量的新化合物和适当的佐剂。

公开(公告)号：US06384246B1

公开(公告)日：2002-05-07

申请号：US09792030

申请日：2001-02-26

申请人： Sunil Kumar Chattopadhyay ,  Sachin Srivastava ,  Koneni Venkata Sashidhara ,  Vinayah Tripathi ,  Sushil Kumar

发明人： Sunil Kumar Chattopadhyay ,  Sachin Srivastava ,  Koneni Venkata Sashidhara ,  Vinayah Tripathi ,  Sushil Kumar

IPC分类号： C07D30940

CPC分类号： C07D309/40

摘要： A process has been developed for production of a food flavoring compound maltol which comprises (a) extracting the dried and pulverized leaves of the plants belonging to the genus Abies with an alcohol at 20-40° C. and concentrating the solvent to obtain an alcoholic extract, (b) adsorbing the alcoholic extract with an adsorbent and drying the adsorbed material at a temperature ranging between 20-50° C., (d) partitioning of the adsorbed material between selected solvents consisting of aliphatic hydrocarbon and chlorinated solvent successively, (d) concentrating the chlorinated solvent to a residue and crystallizing it from a suitable organic solvent or mixtures of such solvents to get pure maltol.

摘要翻译： 已经开发了用于生产食品香料化合物麦芽酚的方法，其包括（a）在20-40℃下用醇在20-40℃下提取属于Abies属的植物的干燥和粉碎的叶子并浓缩溶剂以获得酒精 提取物，（b）用吸附剂吸附醇提取物并在20-50℃的温度范围内干燥吸附的材料，（d）连续地将由脂族烃和氯化溶剂组成的选定溶剂之间的吸附材料分配（（ d）将氯化溶剂浓缩至残余物并将其从合适的有机溶剂或这些溶剂的混合物中结晶得到纯的麦芽酚。

公开(公告)号：US06184367B2

公开(公告)日：2001-02-06

申请号：US09358113

申请日：1999-07-21

申请人： Sunil Kumar Chattopadhyay ,  Ram Prakash Sharma ,  Sushil Kumar

发明人： Sunil Kumar Chattopadhyay ,  Ram Prakash Sharma ,  Sushil Kumar

IPC分类号： C07C3982

CPC分类号： C07H15/18 ,  C07C37/004 ,  C07H1/08 ,  C07C39/11

摘要： The present invention provides a process for the production of two molecules of 4-aryl-2 butanols having the general formula 1 given below: Wherein R═H or glucose from the leaves of Taxus wallichiana, which comprises: (a) defatting air dried, pulverized leaves with aliphatic hydrocarbon solvents, (b) extracting the defatted leaves with chlorinated solvents and polar solvent successively at room temperature, (b) concentrating the chlorinated solvent soluble faction to a residue and treating the residue with aqueous solution of alkali and extracting with chlorinated solvents, (d) acidifying the alkali layer with mineral acid and extracting with ethyl acetate and concentrating the ethyl acetate phase to give compound of formula 1 where R═H, (e) concentrating the polar solvent fraction from step (b) to a residue and treating the residue with aqueous solution of alkali and extracting with chlorinated solvent, and (f) acidifying the alkali phase with mineral acid and extracting with ethyl acetate and concentrating the ethyl acetate to give compound of formula 1 where R=glucose.

摘要翻译： 本发明提供了一种生产具有下列通式1的两分子的4-芳基-2丁醇的方法：其中R = H或来自红豆杉叶的葡萄糖，其包括：（a）将空气干燥脱脂， 用脂肪族烃溶剂粉碎叶片，（b）在室温下连续用氯化溶剂和极性溶剂萃取脱脂叶，（b）将氯化溶剂可溶部分浓缩至残留物，用碱水溶液处理残留物，用氯化物萃取 溶剂，（d）用无机酸酸化碱层并用乙酸乙酯萃取并浓缩乙酸乙酯相，得到其中R = H的式1化合物，（e）将步骤（b）的极性溶剂级分浓缩至残余物 并用碱水溶液处理残留物，用氯化溶剂萃取，（f）用无机酸酸化碱相，用乙酸乙酯萃取 并浓缩乙酸乙酯，得到其中R =葡萄糖的式1化合物。

公开(公告)号：US5856532A

公开(公告)日：1999-01-05

申请号：US909810

申请日：1997-08-12

申请人： Sunil Kumar Chattopadhyay ,  Ram Prakash Sharma ,  Sushil Kumar ,  Kunnath Padmanabhan Madhusudanan

发明人： Sunil Kumar Chattopadhyay ,  Ram Prakash Sharma ,  Sushil Kumar ,  Kunnath Padmanabhan Madhusudanan

IPC分类号： A61K31/335 ,  A61K31/337 ,  A61K36/18 ,  A61P35/00 ,  C07C13/26 ,  C07D305/14

CPC分类号： C07D305/14

摘要： A process has been developed for production of taxols A, B, C with high yields from 7-xylosyl-10-deacetyl taxol A (taxol analogue A or, xyloside A), 7-xylosyl-10-deacetyl-taxol B (taxol analogue B or xyloside B), 7-xylosyl-10-deacetyl--taxol C (taxol analogue C or xyloside C), which comprises (i) isolating the taxol analogues A, B, C form the stembark of Taxus wallichiana by an improved process devoiding of solvent partitioning step, (ii) treating the isolated taxol analogues A, B, C with periodates in an acid free polar solvent medium to cleave the diol into dialdehyde at ambient temperature, (iii) reducing the dialdehyde solution with borohydride in a polar solvent--acetic acid medium at 0.degree.-40.degree. C. into an acetal, (iv) acidifying the resultant acetal with a mixture of mineral acid-polar solvent at 0.degree.-40.degree. C. into intermediate product 10-deacetyl taxols A, B, C, (V) reacting 10-deacetyl taxols A or B or C with a silane in presence of a base at 20.degree.-40.degree. C. to protect 2', 7-hydroxyl groups, of 10-deacetyl taxols A, B, C (vi) acetylating the 10-hydroxyl group in situ with an acetylating agent at 10.degree.-40.degree. C., (vii) deprotecting the 2', 7-hydroxyl groups with a mixture of mineral acid-polar solvent at 0.degree.-10.degree. C. (viii) isolating taxols A or B or C by chromatography over silica.

摘要翻译： 已经开发了用于从7-木糖基-10-脱乙酰紫杉醇A（紫杉醇类似物A或木糖苷A），7-木糖基-10-脱乙酰基紫杉醇B（紫杉醇类似物）的高收率生产紫杉醇A，B，C的方法 B或木糖苷B），7-木糖基-10-脱乙酰基紫杉醇C（紫杉醇类似物C或木糖苷C），其包括（i）通过改进的方法脱除紫杉醇类似物A，B，C形成紫杉属 的溶剂分配步骤，（ii）在酸性极性溶剂介质中用高碘酸盐处理分离的紫杉酚类似物A，B，C，以在环境温度下将二醇切割成二醛，（iii）用极性溶剂中的硼氢化物还原二醛溶液 - 乙酸培养基在0°-40℃进入缩醛，（iv）在0-40℃下用无机酸 - 极性溶剂的混合物将所得缩醛酸化成中间产物10-脱乙酰基紫杉醇A，B C，（Ⅴ）在20℃-40℃下，使10-脱乙酰基的紫杉醇A或B或C与硅烷反应，保护2' ，10-脱乙酰基紫杉醇A，B，C（vi）的7-羟基，（vi）在10°-40℃用乙酰化剂原位乙酰化10-羟基，（vii）使2'，7- 羟基与无机酸极性溶剂的混合物在0-10℃下进行。（viii）通过硅胶色谱分离紫杉醇A或B或C。

公开(公告)号：US6028206A

公开(公告)日：2000-02-22

申请号：US264383

申请日：1999-03-05

申请人： Sunil Kumar Chattopadhyay ,  Ram Prakash Sharma ,  Sushil Kumar

发明人： Sunil Kumar Chattopadhyay ,  Ram Prakash Sharma ,  Sushil Kumar

IPC分类号： C07D305/14

CPC分类号： C07D305/14

摘要： The present invention relates to an improved process for the production of important taxol analogues 10-deacetyl taxol A,B and C of the formula (2) ##STR1## R=C.sub.6 H.sub.5 (10 deacetyl taxol A) =CH.sub.3 C.dbd.CHCH.sub.3 (10-deacetyl taxol B)=C.sub.5 H.sub.11 (10-deacetyl taxol C)where R represent C.sub.6 H.sub.5 (10-deacetyl taxol A) or, CH.sub.3 C.dbd.CHCH.sub.3 (10-deacetyl taxol B) or, C.sub.5 H.sub.11 (10-deacetyl taxol C) which comprises (a) dissolving the taxol analogues 7-xylosyl-10-deacetyl taxol A,B,C of the formula (1) ##STR2## R=C.sub.6 H.sub.5 (10 deacetyl taxol A) =CH.sub.3 C.dbd.CHCH.sub.3 (10-deacetyl taxol B)=C.sub.5 H.sub.11 (10-deacetyl taxol C)where R represents C.sub.6 H.sub.5 (taxol analogue A or xyloside A), or CH.sub.3 C.dbd.CHCH.sub.3 (taxol analogue B or xyloside B) or C.sub.5 H.sub.11 (taxol analogue C or xyloside C) in a polar solvent (b) reacting the resultant solution with periodate for 20-40 hours at 20-40.degree. C. to cleave the diol system of the xyloside into dialdehyde, (c) treating the generated dialdehyde in a mixture of polar solvent-organic acid mixture with salts of amines at 0-40.degree. C. for 12-18 hours and (d) isolating the 10-deacetyl taxol A,B,C by chromatography.

摘要翻译： 本发明涉及生产重要的紫杉醇类似物的改进方法式（2）R = C6H5（10脱乙酰紫杉醇A）= CH 3 C = CHCH 3（10-脱乙酰紫杉醇B）的10-脱乙酰紫杉醇A，B和C = C5H11（10-脱乙酰紫杉醇C），其中R代表C6H5（10-脱乙酰紫杉醇A）或CH3C = CHCH3（10-脱乙酰紫杉醇B）或C5H11（10-脱乙酰紫杉醇C），其包含（a）溶解紫杉醇 类似物7-木糖基-10-脱乙酰紫杉醇A，B，C（式（1））R = C6H5（10脱乙酰紫杉醇A）= CH 3 C = CHCH 3（10-脱乙酰紫杉酚B）= C5H11（10-脱乙酰紫杉醇C） R表示极性溶剂中的C6H5（紫杉酚类似物A或木糖苷A）或CH 3 C = CHCH 3（紫杉酚类似物B或木糖苷B）或C 5 H 11（紫杉酚类似物C或木糖苷C）（b）使所得溶液与高碘酸盐反应20- 在20-40℃下40小时将木糖苷的二醇体系切割成二醛，（c）在极性溶剂 - 有机酸混合物与胺盐的混合物中在0-40℃下处理所生成的二醛12 -18小时 d（d）通过色谱分离10-脱乙酰紫杉醇A，B，C。

公开(公告)号：US06437154B1

公开(公告)日：2002-08-20

申请号：US09963768

申请日：2001-09-28

申请人： Sunil Kumar Chattopadhyay ,  Sachin Srivastava ,  Vijay Kumar Mehta

发明人： Sunil Kumar Chattopadhyay ,  Sachin Srivastava ,  Vijay Kumar Mehta

IPC分类号： C07D30514

CPC分类号： C07D305/14

摘要： The present invention discloses a process for the conversion of a mixture of taxol analogues 7-xylosyl-10-deacetylbaccatin taxols of the formula 2 where R is C6H5, CH3C═CHCH3 or C5H11 into 10-deacetylbaccatin III of the formula 1 by dissolving the taxol analogue of formula 2 in a polar solvent, reacting the resultant solution with a base at a temperature of 20-50° C. for a time period in the range of 20-40 hours, and isolating 7-xyloxyl-10-deacetylbaccatin III, dissolving the 7-xylosyl-10-deacetylbaccatin III in a polar solvent, reacting the resultant solution with a periodate at 20-40° C. for a time period in the range of 20-40 hours to cleave the diol system of the xyloside into dialdehyde, treating the generated dialdehyde in an organic acid medium with salts of amine at 0-40° C. for 12-18 hours and isolating 10-deacetylbaccatin III of formula 1.

摘要翻译： 本发明公开了一种将式2的紫杉醇类似物7-木糖基-10-脱乙酰基浆果赤霉素类紫杉醇的混合物，其中R为C6H5，CH3C = CHCH3或C5H11，转化为式1的10-脱乙酰基浆果赤霉素Ⅲ的方法， 式2在极性溶剂中，使所得溶液与碱在20-50℃的温度下反应20-40小时的时间，并分离7-木糖基-10-脱乙酰基浆果赤霉素III，将 7-木糖基-10-脱乙酰基浆果赤霉素III在极性溶剂中，使所得溶液与20-40℃的高碘酸盐反应20-40小时的时间段，将木糖苷的二醇体系切割成二醛， 在有机酸介质中用胺的盐在0-40℃处理生成的二醛12-18小时，并分离出式1的10-脱乙酰基浆果赤霉素III。

公开(公告)号：US06372922B1

公开(公告)日：2002-04-16

申请号：US09818278

申请日：2001-03-27

申请人： Sunil Kumar Chattopadhyay ,  Sachin Srivastava ,  Vinayak Tripathi

发明人： Sunil Kumar Chattopadhyay ,  Sachin Srivastava ,  Vinayak Tripathi

IPC分类号： C07D30712

CPC分类号： C07D307/12

摘要： The present invention relates to a process for the production of (−)3,4-divanillyl tetrahydrofiran of formula (2) which comprises (a) isolating) (−) secoisolariciresinol of formula (1) from the heartwood and roots of Taxus wallichiana by an improved process which consists of partitioning of the alcoholic extract of the heartwood and roots of T. wallichiana between water and chlorinated solvent, (b) extracting the chlorinated solvent extract with alkali and (c) isolating (−) secoisolariciresinol from the alkali extract upon neutralization with mineral acid and extracting with organic solvent and (d) crystallizing it from suitable organic solvent, (e) dissolving the isolated (−) secoisolariciresinol in suitable organic solvent and (f) reacting with triphenyl phosphine halide at 0-80° C. for 1-10 hours and (g) isolating (−) 3,4-divanillyl tetrahydrofuran by column chromatography.

摘要翻译： 本发明涉及一种制备式（2）的（ - ）3,4-二氢化茚基四氢呋喃的方法，其包括（a）从红豆杉的心材和根中分离出（ - ）式（1）的（ - ）间二异硫氰菊酯 一种改进的方法，其包括在水和氯化溶剂之间分配心材的木材和根的酒精提取物，（b）用碱提取氯化溶剂提取物，和（c）从碱提取物中分离（ - ）二硫代亚铁氰菊酯， 用无机酸中和并用有机溶剂萃取，（d）从合适的有机溶剂中结晶，（e）将分离的（ - ）二异硫氰酸酯溶解在合适的有机溶剂中，和（f）在0-80℃与三苯基膦卤化物反应 （g）通过柱色谱法分离（ - ）3,4-二苯乙烯基四氢呋喃。