34649-21-3Relevant academic research and scientific papers
Synthesis of the antifouling polyamine pseudoceratidine and its analogs: Factors influencing biocidal activity
Ponasik, James A.,Kassab, Darren J.,Ganem, Bruce
, p. 6041 - 6044 (1996)
Syntheses of the title compound 1 and its N8 and N1-monoacylated analogs 5 and 8, respectively, are reported. Assays of 1, 5, and 8 indicate that the number and position of the acyl substituents affect bioactivity.
Structure-activity relationship of inhibition of fish feeding by sponge- derived and synthetic pyrrole-imidazole alkaloids
Lindel, Thomas,Hoffmann, Holger,Hochguertel, Matthias,Pawlik, Joseph R.
, p. 1477 - 1496 (2000)
We investigated the relationship between the structures of pyrrole- containing alkaloids from marine sponges of the genus Agelas and their capacity to deter feeding by the omnivorous Caribbean reef fish, Thalassoma bifasciatum. Seven natural products were assayed at volumetric concentrations of 1, 5, and 10 mg/ml: dispacamide A, keramadine, oroidin, midpacamide, 4,5- dibromopyrrole-2-carboxylic acid, 4,5-dibromopyrrole-2-carboxamide, and racemic longamide A. We also assayed 14 structural analogs obtained mostly by chemical synthesis. Of the seven natural products, only rac-longamide A was not significantly deterrent at any of the assay concentrations. The pyrrole moiety was required for feeding inhibition activity, while the addition of the imidazole group enhanced this activity. Variously functionalized imidazoles lacking the pyrrole moiety were not deterrent. Combinations of the natural products appeared to have an additive effect on feeding inhibition; there was no evidence of synergy. Given their high concentrations in sponge tissue, dispacamide A and oroidin most probably serve as the primary chemical defenses of many Agelas sp., while minor compounds such as keramadine are not present in high enough concentrations to contribute much to chemical defense.
Pseudoceratidine, a marine natural product with antifouling activity: Synthetic and biological studies
Ponasik, James A.,Conova, Susan,Kinghorn, Denise,Kinney, William A.,Rittschof, Daniel,Ganem, Bruce
, p. 6977 - 6986 (1998)
Syntheses of pseudoceratidine and several analogs were developed in order to explore structure-activity relationships responsible for antifouling and antimicrobial activity.
Total synthesis of the natural product (±)-dibromophakellin and analogues
Hewlett, Nicole M.,Tepe, Jetze J.
, p. 4550 - 4553 (2011)
(±)-Dibromophakellin has been synthesized in two steps from a known alkene intermediate. The key step in the synthesis is the NBS olefin activation to facilitate the addition of a guanidine molecule across the double bond.
Design, synthesis and antifungal activities of novel pyrrole alkaloid analogs
Wang, Ming-Zhong,Xu, Han,Liu, Tuan-Wei,Feng, Qi,Yu, Shu-Jing,Wang, Su-Hua,Li, Zheng-Ming
, p. 1463 - 1472 (2011/05/04)
A series of novel analogs of pyrrole alkaloid were designed and synthesized by a facile method and their structures were characterized by 1H NMR, 13C NMR and high-resolution mass spectrometry (HRMS). The structure of compound 2a was identified by 2D NMR including heteronuclear multiple-quantum coherence (HMQC), heteronuclear multiple-bond correlation (HMBC) and H-H correlation spectrometry (H-H COSY) spectra. Their antifungal activities against five fungi were evaluated, and the results indicated that some of the title compounds showed moderate fungicidal activities in vitro against Alternaria solani, Cercospora arachidicola, Fusarium omysporum, Gibberella zeae and Physalospora piricola at the dosage of 50 μg mL -1. Compound 2a and 3a exhibited good activities against P. piricola at low dosage.
INHIBITION OF BIOFILMS IN PLANTS WITH IMIDAZOLE DERIVATIVES
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Page/Page column 46-47, (2009/06/27)
Disclosure is provided for methods of preventing, removing or inhibiting microbial biofilm formation or microbial infection in a plant or plant part thereof, including applying thereto a treatment effective amount of an active compound as described herein
INHIBITION OF BACTERIAL BIOFILMS WITH IMIDAZOLE DERIVATIVES
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Page/Page column 35; 40, (2008/12/07)
Disclosure is provided for imidazole derivative compounds that prevent, remove and/or inhibit the formation of biofilms, compositions comprising these compounds, devices comprising these compounds, and methods of using the same.
The utility of the classical and oxidative Heck reactions in natural product synthesis: Studies directed toward the total synthesis of dragmacidin F
Garg, Neil K.,Caspi, Daniel D.,Stoltz, Brian M.
, p. 3081 - 3087 (2008/02/13)
The syntheses of complex pyrrole-fused [3.3.1] and [3.3.2] bicycles using classical and oxidative Heck cyclizations are described. While both [3.3.1] and [3.2.2] bicyclic products are formed in the classical Heck reaction, the oxidative Heck cyclization r
4,5-Dihalopyrrole-2-carboxamides
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, (2008/06/13)
4,5-Dihalopyrrole-2-carboxamide derivatives, prepared by reaction of a corresponding 4,5-dihalopyrrole-2-carboxylic acid halide or a corresponding 4,5-dihalopyrrol-2-yl trihalomethyl ketone with an appropriate amine, useful as antibacterial and herbicidal
Herbicidal pyrrole-2-carboxamides
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, (2008/06/13)
4,5-Dihalopyrrole-2-carboxamide derivatives, prepared by reaction of a corresponding 4,5-dihalopyrrole-2-carboxylic acid halide or a corresponding 4,5-dihalopyrrol-2-yl trihalomethyl ketone with an appropriate amine, have antibacterial and herbicidal acti
