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Gisela Tervooren - One of the best experts on this subject based on the ideXlab platform.
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die wirkung von rohpressaften und rohextrakten aus Ajuga arten auf frasaktivitat und metamorphose von epilachna varivestis muls
Journal of Applied Entomology, 2009Co-Authors: H. Schmutterer, Gisela TervoorenAbstract:The effect of squeezed juices and crude extracts of Ajuga species on feeding activity and metamorphosis of Epilachna varivestis (Col., Coccinellidae) The effect of fresh, squeezed plant juices and that of crude extracts from dried parts of Ajuga reptans and A. remota on the feeding activity and metamorphosis of Epilachna varivestis was investigated by means of various testing methods. Squeezed plant juices and crude plant extracts cause a strong antifeedant effect. The causal agents are most probably Ajugarins, at least in case of A. remota. Furthermore, the metamorphosis is strongly influenced by the extracts, leading to high larval and pupal mortalities, the appearance of pupal-adult specimens and of beetles showing more or less deformed wings. The growth-regulating effect is presumedly caused by ecdysoids, primarily ecdysterone. Zusammenfassung Die Wirkung von Pressaften aus frischen und von Rohextrakten aus getrockneten Teilen von Ajuga reptans und A. remota auf die Frasaktivitat und Metamorphose von Epilachna varivestis wurde mit Hilfe verschiedener Testmethoden untersucht. Pressafte und Rohextrakte bewirken eine deutliche Frashemmung, die zumindest bei A. remota wahrscheinlich auf Ajugarine zuruckgefuhrt werden konnen. Auserdem wird die Metamorphose stark beeinflust, was zu hoher Larven- und Puppenmortalitat sowie zur Entstehung sog. pupal-adulter Tiere und zu Kafern mit mehr oder weniger stark deformierten Flugeln fuhrt. Die metamorphosestorende Wirkung ist mit groser Wahrscheinlichkeit auf die in den Ajuga-Arten enthaltenen Ecdysoide, insbesondere das Ecdysteron zuruckzufuhren.
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Die Wirkung von Rohpreßsäften und Rohextrakten aus Ajuga‐Arten auf Fraßaktivität und Metamorphose von Epilachna varivestis Muls
Journal of Applied Entomology, 2009Co-Authors: H. Schmutterer, Gisela TervoorenAbstract:The effect of squeezed juices and crude extracts of Ajuga species on feeding activity and metamorphosis of Epilachna varivestis (Col., Coccinellidae) The effect of fresh, squeezed plant juices and that of crude extracts from dried parts of Ajuga reptans and A. remota on the feeding activity and metamorphosis of Epilachna varivestis was investigated by means of various testing methods. Squeezed plant juices and crude plant extracts cause a strong antifeedant effect. The causal agents are most probably Ajugarins, at least in case of A. remota. Furthermore, the metamorphosis is strongly influenced by the extracts, leading to high larval and pupal mortalities, the appearance of pupal-adult specimens and of beetles showing more or less deformed wings. The growth-regulating effect is presumedly caused by ecdysoids, primarily ecdysterone. Zusammenfassung Die Wirkung von Pressaften aus frischen und von Rohextrakten aus getrockneten Teilen von Ajuga reptans und A. remota auf die Frasaktivitat und Metamorphose von Epilachna varivestis wurde mit Hilfe verschiedener Testmethoden untersucht. Pressafte und Rohextrakte bewirken eine deutliche Frashemmung, die zumindest bei A. remota wahrscheinlich auf Ajugarine zuruckgefuhrt werden konnen. Auserdem wird die Metamorphose stark beeinflust, was zu hoher Larven- und Puppenmortalitat sowie zur Entstehung sog. pupal-adulter Tiere und zu Kafern mit mehr oder weniger stark deformierten Flugeln fuhrt. Die metamorphosestorende Wirkung ist mit groser Wahrscheinlichkeit auf die in den Ajuga-Arten enthaltenen Ecdysoide, insbesondere das Ecdysteron zuruckzufuhren.
J Coll - One of the best experts on this subject based on the ideXlab platform.
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neo clerodane diterpenoids from Ajuga macrosperma var breviflora
Natural Product Communications, 2015Co-Authors: Amaya Castro, J Coll, A K Pant, Om PakrashAbstract:Six new naturally occurring Ajugarin-like neo-clerodane diterpenoids, Ajugaflorins A-F, along with six known compounds [the parent Ajugarin I, Ajugalides B and C, Ajugamarin F4, Ajugamacrin E, and Ajugatakasin B] were isolated from A. macrosperma var. breviflora. The structures were elucidated by extensive NMR spectroscopic and MS analyses and comparison with data previously reported.
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neo clerodane diterpenoids from Ajuga bracteosa
Journal of Natural Products, 2011Co-Authors: Amaya Castro, J Coll, Mohammad ArfanAbstract:Different neo-clerodane diterpenoids were isolated from a dichloromethane extract of Ajuga bracteosa depending on the isolation procedure used, owing to the labile nature of these tetrahydrofurofuran derivatives. Under “hydroxyl-free” purification conditions, both clerodin- and dihydroclerodin-type diterpenes were obtained [four new compounds, ajubractins A–D (1–4), along with clerodin (5), 3-epi-caryoptin (6), Ajugapitin (7), 14,15-dihydroclerodin (8), 3-epi-14,15-dihydrocaryoptin (9), ivain II (10), and 14,15-dihydroAjugapitin (11)]. When methanol–water mixtures were used for a C18 reversed-phase prepurification procedure and for semipreparative HPLC, the new ajubractin E (12) was also isolated along with 3 and 8–11, as previously, but 7 was the only tetrahydrofurofuran derivative obtained. Epimeric (15R and 15S) mixtures were obtained instead of 14-hydro-15-hydroxyclerodin derivatives [15-hydroxyajubractin C (13), 14-hydro-15-hydroxyAjugachin A (14), and 14-hydro-15-hydroxyAjugapitin (15)], along with ...
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new phytoecdysteroids from cultured plants of Ajuga nipponensis makino
Steroids, 2007Co-Authors: J Coll, Yudelsy A. Tandrón, Xin-nian ZengAbstract:An extract from aerial parts of Ajuga nipponensis Makino was examined by high performance liquid chromatography for minor ecdysteroids. Along with the compounds already reported, namely cyasterone, Ajugasterone C, cyasterone 22-acetate and 22-dehydrocyasterone, the presence of three additional bands with the expected ecdysteroid-like UV absorption was observed. The structures of the isolates were unambiguously elucidated based on extensive NMR spectral studies (one and two-dimensional experiments) and pointed out three new phytoecdysteroids. One of the new compounds, 22-dehydrocyasterone 2-glucoside is just the second example of a C-2 glucosyl derivative. The other two compounds displayed hemiacetal functions in the side chain, one unprecedented, and were named Ajugacetalsterone A and B.
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per os efficacy of Ajuga extracts against sucking insects
Pest Management Science, 2004Co-Authors: Gabor Fekete, J Coll, Laszlo Polgar, Maria Bathori, Bela DarvasAbstract:6 pages, 5 figures, 2 tables.-- PMID: 15532684 [PubMed].-- Printed version published Nov, 2004.
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Analysis of phytoecdysteroids in cultured plants of Ajuga nipponensis makino.
Journal of Asian natural products research, 2000Co-Authors: Xin-nian Zeng, J Coll, F. Camps, M.-j. PalacinAbstract:Abstract Cultured plants of Ajuga nipponensis contained cyasterone (1), Ajugasterone C (2), cyasterone-22-acetate (3) and 22-dehydrocyasterone (4) based on HPLC and NMR data, whereas 20-hydroxyecdysone was not detectable. The presence of compounds 2–4 is reported for the first time in this species. Compound 1 is the main phytoecdysteroid component found in both preblossom and blossom plants, but the latter contained higher amount than the former. Compared with other parts of the plant, the highest percentage of 1 and 3 occurred in leaves, amounting to 60.1% and 88.0% respectively, whereas the flowers contained mainly 2, which represented 72.8% of the total amount in whole plant. The contents of phytoecdysteroids in stems were very low.
Josep Coll - One of the best experts on this subject based on the ideXlab platform.
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Phytoecdysteroids from Ajuga macrosperma var. breviflora roots.
Journal of natural products, 2008Co-Authors: Amaya Castro, Josep Coll, Yudelsy A. Tandrón, Anil K. Pant, Chandra S. MathelaAbstract:Three new phytoecdysteroids, Ajugacetalsterones C (1) and D (3) and breviflorasterone (2), were isolated from the roots of Ajuga macrosperma var. breviflora along with five known compounds, namely, 20-hydroxyecdysone, cyasterone, makisterone A, 20-hydroxyecdysone 3-acetate, and 20-hydroxyecdysone 2-acetate. The structures of 1-3 were elucidated on the basis of extensive 1D and 2D NMR spectroscopic studies. The new compounds possess acetal oxygen bridges between C-26 and C-20/C-22, or C-26/C-23, or a lactone bridge between C-26 and C-23.
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neo-Clerodane diterpenoids from Ajuga: structural elucidation and biological activity
Phytochemistry Reviews, 2007Co-Authors: Josep Coll, Yudelsy A. TandrónAbstract:The presence of several types of allelochemicals has been reported from Ajuga , a Labiatae genus comprising more than 40 species of wide distribution in extratropical regions of both hemispheres. The genus is of great medicinal and economic importance and among the biological properties of the secondary metabolites, the antifeedant activity against pest insects appears to be related to the presence of neo -clerodane type diterpenes. This review focuses on the isolation and structural elucidation of this type of compounds from Ajuga species and the hemisynthetic compounds of closely related structure obtained. The reported biological activity of crude extracts and isolated diterpenes will be briefly commented.
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New phytoecdysteroids from roots of Ajuga reptans varieties
Tetrahedron, 1996Co-Authors: M.-pia Calcagno, Francisco Camps, Josep Coll, Enric Melé, Francisco Sánchez-baezaAbstract:Abstract Reptansterone ( 8 ), a new C-29 phytoecdysteroid with a δ-lactone in the side chain, was isolated from roots of a green variety of Ajuga reptans . Likewise, other unprecedented members of this polyhydroxysteroid family namely 28- epi -sengosterone ( 9 ), 5,29-dihydroxycapitasterone ( 10 ) 2- and 3-dehydroAjugalactone ( 11 and 12 ) were isolated from A. reptans var. atropurpurea . The structures of all these new compounds were inferred from the corresponding 1 H and 13 C-NMR homo- and heterocorrelations and IR and HPLC-MS(TSP) spectral data.
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Phytoecdysteroid production by Ajuga reptans tissue cultures
Phytochemistry, 1993Co-Authors: Jaime Tomás, Francisco Camps, Josep Coll, Enric Melé, Joaquima MesseguerAbstract:Phytoecdysteroid production by in vitro cultures of root or shoot tissues of Ajuga reptans has been studied. The relationship of phytoecdysteroid concentration with source of tissue and hormone content in culture medium is discussed. Roots produced ecdysteroids when cultured isolated from the rest of the plant, whereas these compounds were not detected in shoots cultured in the absence of root. Ecdysteroid concentration was higher in cultures supplemented with hormones than in basal medium, and increased during the growing period. The C28/C29 ratio were very high and different from those observed in in vivo or in vitro whole plant cultures. These results reveal that ecdysteroids in A. reptans are biosynthesized in the roots.
H. Schmutterer - One of the best experts on this subject based on the ideXlab platform.
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die wirkung von rohpressaften und rohextrakten aus Ajuga arten auf frasaktivitat und metamorphose von epilachna varivestis muls
Journal of Applied Entomology, 2009Co-Authors: H. Schmutterer, Gisela TervoorenAbstract:The effect of squeezed juices and crude extracts of Ajuga species on feeding activity and metamorphosis of Epilachna varivestis (Col., Coccinellidae) The effect of fresh, squeezed plant juices and that of crude extracts from dried parts of Ajuga reptans and A. remota on the feeding activity and metamorphosis of Epilachna varivestis was investigated by means of various testing methods. Squeezed plant juices and crude plant extracts cause a strong antifeedant effect. The causal agents are most probably Ajugarins, at least in case of A. remota. Furthermore, the metamorphosis is strongly influenced by the extracts, leading to high larval and pupal mortalities, the appearance of pupal-adult specimens and of beetles showing more or less deformed wings. The growth-regulating effect is presumedly caused by ecdysoids, primarily ecdysterone. Zusammenfassung Die Wirkung von Pressaften aus frischen und von Rohextrakten aus getrockneten Teilen von Ajuga reptans und A. remota auf die Frasaktivitat und Metamorphose von Epilachna varivestis wurde mit Hilfe verschiedener Testmethoden untersucht. Pressafte und Rohextrakte bewirken eine deutliche Frashemmung, die zumindest bei A. remota wahrscheinlich auf Ajugarine zuruckgefuhrt werden konnen. Auserdem wird die Metamorphose stark beeinflust, was zu hoher Larven- und Puppenmortalitat sowie zur Entstehung sog. pupal-adulter Tiere und zu Kafern mit mehr oder weniger stark deformierten Flugeln fuhrt. Die metamorphosestorende Wirkung ist mit groser Wahrscheinlichkeit auf die in den Ajuga-Arten enthaltenen Ecdysoide, insbesondere das Ecdysteron zuruckzufuhren.
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Die Wirkung von Rohpreßsäften und Rohextrakten aus Ajuga‐Arten auf Fraßaktivität und Metamorphose von Epilachna varivestis Muls
Journal of Applied Entomology, 2009Co-Authors: H. Schmutterer, Gisela TervoorenAbstract:The effect of squeezed juices and crude extracts of Ajuga species on feeding activity and metamorphosis of Epilachna varivestis (Col., Coccinellidae) The effect of fresh, squeezed plant juices and that of crude extracts from dried parts of Ajuga reptans and A. remota on the feeding activity and metamorphosis of Epilachna varivestis was investigated by means of various testing methods. Squeezed plant juices and crude plant extracts cause a strong antifeedant effect. The causal agents are most probably Ajugarins, at least in case of A. remota. Furthermore, the metamorphosis is strongly influenced by the extracts, leading to high larval and pupal mortalities, the appearance of pupal-adult specimens and of beetles showing more or less deformed wings. The growth-regulating effect is presumedly caused by ecdysoids, primarily ecdysterone. Zusammenfassung Die Wirkung von Pressaften aus frischen und von Rohextrakten aus getrockneten Teilen von Ajuga reptans und A. remota auf die Frasaktivitat und Metamorphose von Epilachna varivestis wurde mit Hilfe verschiedener Testmethoden untersucht. Pressafte und Rohextrakte bewirken eine deutliche Frashemmung, die zumindest bei A. remota wahrscheinlich auf Ajugarine zuruckgefuhrt werden konnen. Auserdem wird die Metamorphose stark beeinflust, was zu hoher Larven- und Puppenmortalitat sowie zur Entstehung sog. pupal-adulter Tiere und zu Kafern mit mehr oder weniger stark deformierten Flugeln fuhrt. Die metamorphosestorende Wirkung ist mit groser Wahrscheinlichkeit auf die in den Ajuga-Arten enthaltenen Ecdysoide, insbesondere das Ecdysteron zuruckzufuhren.
Francisco Camps - One of the best experts on this subject based on the ideXlab platform.
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New phytoecdysteroids from roots of Ajuga reptans varieties
Tetrahedron, 1996Co-Authors: M.-pia Calcagno, Francisco Camps, Josep Coll, Enric Melé, Francisco Sánchez-baezaAbstract:Abstract Reptansterone ( 8 ), a new C-29 phytoecdysteroid with a δ-lactone in the side chain, was isolated from roots of a green variety of Ajuga reptans . Likewise, other unprecedented members of this polyhydroxysteroid family namely 28- epi -sengosterone ( 9 ), 5,29-dihydroxycapitasterone ( 10 ) 2- and 3-dehydroAjugalactone ( 11 and 12 ) were isolated from A. reptans var. atropurpurea . The structures of all these new compounds were inferred from the corresponding 1 H and 13 C-NMR homo- and heterocorrelations and IR and HPLC-MS(TSP) spectral data.
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insect allelochemicals from Ajuga plants
Phytochemistry, 1993Co-Authors: Francisco Camps, J CollAbstract:Abstract Clerodane diterpenoids and phytoecdysteroids with potential insect antifeedant and moulting hormone activities, respectively, have been isolated from Ajuga plants. Some clerodanes were active against larvae of Egyptian cotton leafworm, Spodoptera littoralis , when present in the diet at 3 ppm doses. Structure-antifeedant activity relations were established. Likewise, first stage larvae of the greenhouse whitefly, Trialeurodes vaporariorum , exhibited complete mortality when fed on A. reptans . This effect was mainly originated by 29-norsengosterone and Ajugalactone, two phytoecdysteroids occurring in this plant. For biotechnological production of phytoecdysteroids its total content in different parts of normally grown or in vitro micropropagated A. reptans plants was studied. Great quantitative and qualitative differences were observed. For comparison of these qualitative differences, a dealkylation ratio (Dr=C 28 /C 29 phytoecdysteroid content) and a C-5 hydroxylation ratio (5Hr = 5-OH/5-H phytoecdysteroid content) were established. The 5Hr values appeared to be quite constant ranging from 0.2 to 0.4, whereas Dr values oscillated from 2.3 in whole plants to 12 in root cultures. Production of phytoecdysteroids was highest (⋍5000 ppm/dry wt) in cultures of roots in an hormone supplemented solid medium.
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Phytoecdysteroid production by Ajuga reptans tissue cultures
Phytochemistry, 1993Co-Authors: Jaime Tomás, Francisco Camps, Josep Coll, Enric Melé, Joaquima MesseguerAbstract:Phytoecdysteroid production by in vitro cultures of root or shoot tissues of Ajuga reptans has been studied. The relationship of phytoecdysteroid concentration with source of tissue and hormone content in culture medium is discussed. Roots produced ecdysteroids when cultured isolated from the rest of the plant, whereas these compounds were not detected in shoots cultured in the absence of root. Ecdysteroid concentration was higher in cultures supplemented with hormones than in basal medium, and increased during the growing period. The C28/C29 ratio were very high and different from those observed in in vivo or in vitro whole plant cultures. These results reveal that ecdysteroids in A. reptans are biosynthesized in the roots.