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M. Mangla - One of the best experts on this subject based on the ideXlab platform.
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In vivo andin vitro investigations on Rotenoids fromIndigofera tinctoria and their bioefficacy against the larvae ofAnopheles stephensi and adults ofCallosobruchus chinensis
Journal of Biosciences, 1993Co-Authors: R. Kamal, M. ManglaAbstract:Various plant parts of Indigofera tinctoria L. were collected separately at different growth stages and analysed for their rotenoid content. The total rotenoid content decreased with age; among the plant parts, maximum content was in leaves and minimum in stem. The identity of different Rotenoids was confirmed by melting point, mixed melting point, UV and infrared spectral studies, and gas-liquid chromatography. Six Rotenoids (deguelin, dehydrodeguelin, rotenol, rotenone, tephrosin and sumatrol) were isolated, identified and quantified in vivo . The static cultures of Indigofera tinctoria were established from seeds on RT medium, and maintained for a period of six months by frequent subculturings. Only four Rotenoids were present in callus cultures; sumatrol and tephrosin were absent. The maximum content was found in eight week old tissue after fresh subculturings and minimum at 2 weeks. The toxicological studies of in vivo and in vitro extract against the pulse beetle (Callosobruchus chinensis) and mosquito (Anopheles stephensi) larvae, showed that Rotenoids were more effective against mosquito larvae than Callosobruchus chinensis . Extracts from callus was more effective against both the test animals than that from plant parts.
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In vivo andin vitro investigations on Rotenoids fromIndigofera tinctoria and their bioefficacy against the larvae ofAnopheles stephensi and adults ofCallosobruchus chinensis
Journal of Biosciences, 1993Co-Authors: R. Kamal, M. ManglaAbstract:Various plant parts ofIndigofera tinctoria L. were collected separately at different growth stages and analysed for their rotenoid content. The total rotenoid content decreased with age; among the plant parts, maximum content was in leaves and minimum in stem. The identity of different Rotenoids was confirmed by melting point, mixed melting point, UV and infrared spectral studies, and gas-liquid chromatography. Six Rotenoids (deguelin, dehydrodeguelin, rotenol, rotenone, tephrosin and sumatrol) were isolated, identified and quantified invivo.
R. Kamal - One of the best experts on this subject based on the ideXlab platform.
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In vivo andin vitro investigations on Rotenoids fromIndigofera tinctoria and their bioefficacy against the larvae ofAnopheles stephensi and adults ofCallosobruchus chinensis
Journal of Biosciences, 1993Co-Authors: R. Kamal, M. ManglaAbstract:Various plant parts of Indigofera tinctoria L. were collected separately at different growth stages and analysed for their rotenoid content. The total rotenoid content decreased with age; among the plant parts, maximum content was in leaves and minimum in stem. The identity of different Rotenoids was confirmed by melting point, mixed melting point, UV and infrared spectral studies, and gas-liquid chromatography. Six Rotenoids (deguelin, dehydrodeguelin, rotenol, rotenone, tephrosin and sumatrol) were isolated, identified and quantified in vivo . The static cultures of Indigofera tinctoria were established from seeds on RT medium, and maintained for a period of six months by frequent subculturings. Only four Rotenoids were present in callus cultures; sumatrol and tephrosin were absent. The maximum content was found in eight week old tissue after fresh subculturings and minimum at 2 weeks. The toxicological studies of in vivo and in vitro extract against the pulse beetle (Callosobruchus chinensis) and mosquito (Anopheles stephensi) larvae, showed that Rotenoids were more effective against mosquito larvae than Callosobruchus chinensis . Extracts from callus was more effective against both the test animals than that from plant parts.
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In vivo andin vitro investigations on Rotenoids fromIndigofera tinctoria and their bioefficacy against the larvae ofAnopheles stephensi and adults ofCallosobruchus chinensis
Journal of Biosciences, 1993Co-Authors: R. Kamal, M. ManglaAbstract:Various plant parts ofIndigofera tinctoria L. were collected separately at different growth stages and analysed for their rotenoid content. The total rotenoid content decreased with age; among the plant parts, maximum content was in leaves and minimum in stem. The identity of different Rotenoids was confirmed by melting point, mixed melting point, UV and infrared spectral studies, and gas-liquid chromatography. Six Rotenoids (deguelin, dehydrodeguelin, rotenol, rotenone, tephrosin and sumatrol) were isolated, identified and quantified invivo.
Martin G Peter - One of the best experts on this subject based on the ideXlab platform.
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two unusual rotenoid derivatives 7a o methyl 12a hydroxydeguelol and spiro 13 homo 13 oxaelliptone from the seeds of derris trifoliata
Phytochemistry, 2006Co-Authors: Abiy Yenesew, J. M. Kabaru, Solomon Derese, Jacob O Midiwo, Matthias Heydenreich, John T Kiplagat, Martin G PeterAbstract:The crude methanol extract of the seeds of Derris trifoliata showed potent and dose dependent larvicidal activity against the 2nd instar larvae of Aedes aegypti. From this extract two unusual rotenoid derivatives, a rotenoloid (named 7a-O-methyl-12a-hydroxydeguelol) and a spirohomooxarotenoid (named spiro-13-homo-13-oxaelliptone), were isolated and characterised. In addition a rare natural chromanone (6,7-dimethoxy-4-chromanone) and the known Rotenoids rotenone, tephrosin and dehydrodeguelin were identified. The structures were assigned on the basis of spectroscopic evidence. The larvicidal activity of the crude extract is mainly due to rotenone.
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7a o methyldeguelol a modified rotenoid with an open ring c from the roots of derris trifoliata
Phytochemistry, 2005Co-Authors: Abiy Yenesew, J. M. Kabaru, Eluid K Mushibe, Martha Induli, Solomon Derese, Jacob O Midiwo, Matthias Heydenreich, Andreas Koch, Martin G PeterAbstract:From the acetone extract of the roots of Derris trifoliata an isoflavonoid derivative, named 7a-O-methyldeguelol, a modified rotenoid with an open ring-C, representing a new sub-class of isoflavonoids (the sub-class is here named as rotenoloid), was isolated and characterised. In addition, the known Rotenoids, rotenone, deguelin and α-toxicarol, were identified. The structures were determined on the basis of spectroscopic evidence. Rotenone and deguelin were identified as the larvicidal principles of the acetone extract of the roots of Derris trifoliata.
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Effect of Rotenoids from the seeds of Millettia dura on larvae of Aedes aegypti.
Pest management science, 2003Co-Authors: Abiy Yenesew, Solomon Derese, Jacob O Midiwo, Matthias Heydenreich, Martin G PeterAbstract:A crude chloroform extract of seeds of Millettia dura Dunn (Leguminosae) showed high activity (LC50 = 3.5 µg ml−1 at 24 h) against second-instar larvae of the mosquito, Aedes aegypti L (Diptera: Culicidae). The Rotenoids, deguelin and tephrosin, isolated from the seeds of this plant also showed potent activities, with LC50 values of 1.6 and 1.4 µg ml−1 at 24 h, respectively. The related Rotenoids millettone and millettosin were inactive at 20 µg ml−1. Saturation at the B/C ring junction and the presence of methoxy groups at C-2 and/or C-3 in deguelin and tephrosin appear to be important for the observed larvicidal activity. Copyright © 2003 Society of Chemical Industry
Karl Egil Malterud - One of the best experts on this subject based on the ideXlab platform.
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Antioxidant and 15-lipoxygenase inhibitory activity of Rotenoids, isoflavones and phenolic glycosides from Sarcolobus globosus.
Fitoterapia, 2006Co-Authors: Helle Wangensteen, Mahiuddin Alamgir, Rajia, Anne Berit Samuelsen, Anca Miron, Karl Egil MalterudAbstract:Abstract From Sarcolobus globosus , two Rotenoids (villosinol and 6-oxo-6 a ,12 a -dehydrodeguelin), one isoflavone (genistin) and four phenolic glycosides (vanillic acid 4- O -β- d -glucoside, glucosyringic acid, tachioside and isotachioside) were identified for the first time from this species. Extracts and compounds from S. globosus were evaluated for their DPPH radical scavenging and 15-lipoxygenase (15-LO) inhibitory activities. All tested Rotenoids were found to inhibit 15-LO, while they lacked DPPH radical scavenging effect.
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Rotenoids and isoflavones from Sarcolobus globosus.
Planta medica, 2005Co-Authors: Helle Wangensteen, Mahiuddin Alamgir, Rajia, Anne Berit Samuelsen, Karl Egil MalterudAbstract:Sarcolobus globosus is a medicinal plant growing in mangrove forests in Asia. No constituents from this plant have been reported previously. From the diethyl ether extract of S. globosus a new rotenoid sarcolobin and a new isoflavone sarcolobone, as well as the previously known Rotenoids tephrosin, 12aalpha-hydroxydeguelin, 11-hydroxytephrosin, 12a-hydroxyrotenone, 12aalpha-hydroxyrotenone, 6aalpha,12aalpha-12a-hydroxyelliptone, 6a,12a-dehydrodeguelin, 13- homo-13-oxa-6a,12a-dehydrodeguelin, the isoflavone barbigerone and a chromone 6,7-dimethoxy-2,3-dihydrochromone were identified. 6,7-Dimethoxy-2,3-dihydrochromone has not previously been reported as a natural product.
O. Taglialatela-scafati - One of the best experts on this subject based on the ideXlab platform.
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Nonprenylated Rotenoids, a New Class of Potent Breast Cancer Resistance Protein Inhibitors
Journal of medicinal chemistry, 2007Co-Authors: A. Ahmed-belkacem, R. Capasso, E. Fattorusso, O. Taglialatela-scafati, X Sira Macalou, X Francesca Borrelli, Attilio Di PietroAbstract:Two Rotenoids isolated from Boerhaavia diffusa (Nyctaginaceae), boeravinones G (1) and H (2), have been found to potently inhibit the drug efflux activity of breast cancer resistance protein (BCRP/ABCG2), a multidrug transporter responsible for cancer cell resistance to chemotherapy. The isolation of nine additional rotenoid derivatives (3-11), including the new boeravinones I (10) and J (11), from the extract of B. diffusa roots allowed us to establish structure-activity relationships toward inhibition of BCRP-mediated drug transport activity. The results show the positive roles of a methoxy group at position 6 of ring B and the absence of a substituent at position 10, and the requirement for a 6a/12a double bond between rings B and C. In contrast, both contraction of ring B, to give a coumaronochromone (11), and tetrasubstitution of ring D appeared to be detrimental for the inhibitory potency. The present study provides the first data on the BCRP-inhibiting activity of rotenoid derivatives, indicating boeravinones as a new class of interesting BCRP inhibitors.
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Nonprenylated Rotenoids, a new class of potent breast cancer resistance protein inhibitors.
Journal of Medicinal Chemistry, 2007Co-Authors: A. Ahmed-belkacem, S. Macalou, F. Borrelli, R. Capasso, E. Fattorusso, O. Taglialatela-scafati, A. DipietroAbstract:Two Rotenoids isolated from Boerhaavia diffusa (Nyctaginaceae), boeravinones G (1) and H (2), have been found to potently inhibit the drug efflux activity of breast cancer resistance protein (BCRP/ABCG2), a multidrug transporter responsible for cancer cell resistance to chemotherapy. The isolation of nine additional rotenoid derivatives (3-11), including the new boeravinones I (10) and J (11), from the extract of B. diffusa roots allowed us to establish structure-activity relationships toward inhibition of BCRP-mediated drug transport activity. The results show the positive roles of a methoxy group at position 6 of ring B and the absence of a substituent at position 10, and the requirement for a 6a/12a double bond between rings B and C. In contrast, both contraction of ring B, to give a coumaronochromone (11), and tetrasubstitution of ring D appeared to be detrimental for the inhibitory potency. The present study provides the first data on the BCRP-inhibiting activity of rotenoid derivatives, indicating boeravinones as a new class of interesting BCRP inhibitors.Two Rotenoids isolated from Boerhaavia diffusa (Nyctaginaceae), boeravinones G (1) and H (2), have been found to potently inhibit the drug efflux activity of breast cancer resistance protein (BCRP/ABCG2), a multidrug transporter responsible for cancer cell resistance to chemotherapy. The isolation of nine additional rotenoid derivatives (3-11), including the new boeravinones I (10) and J (11), from the extract of B. diffusa roots allowed us to establish structure-activity relationships toward inhibition of BCRP-mediated drug transport activity. The results show the positive roles of a methoxy group at position 6 of ring B and the absence of a substituent at position 10, and the requirement for a 6a/12a double bond between rings B and C. In contrast, both contraction of ring B, to give a coumaronochromone (11), and tetrasubstitution of ring D appeared to be detrimental for the inhibitory potency. The present study provides the first data on the BCRP-inhibiting activity of rotenoid derivatives, indicating boeravinones as a new class of interesting BCRP inhibitors.
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Spasmolytic effects of nonprenylated rotenoid constituents of Boerhaavia diffusa roots.
Journal of natural products, 2006Co-Authors: Francesca Borrelli, R. Capasso, E. Fattorusso, Valeria Ascione, Angelo A. Izzo, O. Taglialatela-scafatiAbstract:Boerhaavia diffusa is an Ayurvedic remedy used traditionally for the treatment of a number of diseases, including those affecting the gastrointestinal tract. In the current investigation, a methanol extract obtained from roots of B. diffusa exhibited a significant spasmolytic activity in the guinea pig ileum, probably through a direct effect on the smooth muscle. A detailed phytochemical analysis of this methanol extract led to the isolation of one new (12) and six known (6-11) rotenoid derivatives. The structure of the new compound was determined through interpretation of its MS and NMR data. All the isolated Rotenoids were evaluated for their effect on intestinal motility in vitro, and the results obtained showed unambiguously that they are active spasmolytic constituents. Preliminary structure-activity relationships for this class of compounds are suggested.
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Isolation of new Rotenoids from Boerhaavia diffusa and evaluation of their effect on intestinal motility.
Planta medica, 2005Co-Authors: Francesca Borrelli, R. Capasso, E. Fattorusso, Valeria Ascione, Angelo A. Izzo, Natasa Milic, Francesco Capasso, Francesca Petrucci, Roberta Valente, O. Taglialatela-scafatiAbstract:A bioassay-guided separation of a methanolic extract obtained from the roots of Boerhaavia diffusa L. (Nyctaginaceae) allowed us to isolate five compounds belonging to the class of Rotenoids: the known boeravinone D ( 1), boeravinone E ( 2), compound 5 and two novel compounds that we have named boeravinone G ( 3) and boeravinone H ( 4). The structures of the new molecules have been determined on the basis of their HR-EI-MS, (1)H- and (13)C-NMR and 2D-NMR (HMQC, HMBC) data. All the isolated Rotenoids have been evaluated for their effect on intestinal motility in vitro. Three of them (boeravinone G, boeravinone E and compound 5) exhibited spasmolytic activity. Preliminary structure-activity relationships have been established highlighting the effect of substitutions on rings B and D.
