- Comparative study on the larvicidal activity of drimane sesquiterpenes and nordrimane compounds against drosophila melanogaster til-til
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Natural compounds from Drimys winteri Forst and derivatives exhibited larvicidal effects against Drosophila melanogaster til-til. The most active compound was isodrimenin (4). The highest lethal concentration to the larvae of D. melanogaster was 4.5 ± 0.8 mg/L. At very low concentrations drimenol (1), confertifolin (3), and drimanol (5) displayed antifeedant and larvae growth regulatory activity. The antifeedant results of nordrimanic and drimanic compounds were better in first instar larvae. The EC50 value of polygodial (2) was 60.0 ± 4.2 mg/L; of diol 15 45.0 ± 2.8 mg/L, and of diol 17 36.9 ± 3.7 mg/L, while the new nordrimane compound 12 presented a value of 83.2 ± 3.5 mg/L.
- Montenegro, Ivan,Pino, Luis,Werner, Enrique,Madrid, Alejandro,Espinoza, Luis,Moreno, Luis,Villena, Joan,Cuellar, Mauricio
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- Biomimetic Enantioselective Total Synthesis of (?)-Mycoleptodiscin A
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Biomimetic total synthesis of (?)-mycoleptodiscin A (1) was achieved starting from the enantiopure key intermediate, which was prepared by Friedel-Crafts reaction between 7-methoxyindole and chiral primary allylic alcohol. The crucial step in this synthes
- Dethe, Dattatraya H.,Sau, Susanta Kumar,Mahapatra, Samarpita
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- Concise syntheses of (+)-austrodoral and (+)-austrodoric acid Based on H2O2 mediated oxidative ring contraction
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Asymmetric synthesis of the marine nor-sesquiterpenoid (+)-austrodoric acid and (+)-austrodoral in seven and nine steps respectively from Wieland-Miescher ketone was described herein. The synthesis featured an oxidative ring contraction of α-formyl cyclic ketone mediated by H2O2 to forge the hydrindane scaffold together with the contiguous quaternary carbon centers simultaneously.
- Wei, Hongbo,Zhang, Hongli,Han, Shoule,Mu, Shan,Huang, Ke,Chen, Guzhou,Xie, Weiqing
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supporting information
(2019/08/07)
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- Triphenylphosphine-iodine: An efficient reagent for the regioselective dehydration of tertiary alcohols
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Tertiary alcohols react under mild conditions with triphenylphosphine and iodine to give the most stable alkene in good yield.
- Alvarez-Manzaneda,Chahboun,Cabrera Torres,Alvarez,Alvarez-Manzaneda,Haidour,Ramos
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p. 4453 - 4455
(2007/10/03)
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- Sigmosceptrins A-C: New norditerpenes from a southern Australian marine sponge, Sigmosceptrella sp.
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A Sigmosceptrella sp. of sponge collected during trawling operations in the Great Australian Bight, Australia, has yielded a series of new norterpenes. These include a new bisnorditerpene, sigmosceptrin-A (5); two new norditerpenes, sigmosceptrin-B (14) and sigmosceptrin-C (15), isolated as their methyl esters (6) and (7) respectively; and an ethylated artefact, sigmosceptrin-B ethyl ester (8). Complete stereostructures were assigned to the sigmosceptrins by spectroscopic analysis, chemical degradation, derivatization, and by a single-crystal X-ray structural analysis. A biosynthetic pathway is proposed that requires a common biosynthetic precursor to both the sigmosceptrins and norterpene cyclic peroxides.
- Bassett, Sean,Ovenden, Simon P.B.,Gable, Robert W.,Capon, Robert J.
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p. 1137 - 1143
(2007/10/03)
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- Spongiaquinone Revisited: Structural and Stereochemical Studies on Marine Sesquiterpene/Quinones from a Southern Australian Marine Sponge, Spongia sp.
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A chemical investigation of a large purple sponge, Spongia sp., from the Great Australian Bight, resulted in the isolation of a new sesquiterpene/quinone (8), together with the known compounds dehydrocyclospongiaquinone-1 (4) and spongiaquinone (2).The last compound was also isolated as the potassium salt (9), this being the first recorded account of a naturally occurring marine sesquiterpene/quinone salt.The structure for (8) was assigned by detailed spectroscopic analysis.A re-investigation into the stereostructure of spongiaquinone (2) resulted in the first unambiguous assignment of absolute stereochemistry, and uncovered the peculiar chiroptical properties of spongiaquinone (2) and its potassium salt (9).
- Capon, Robert J.,Groves, Darrin R.,Urban, Sylvia,Watson, Russell G.
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p. 1245 - 1253
(2007/10/02)
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