Cassine, an antimicrobial alkaloid from Senna racemosa

Sansores-Peraza, Pablo; Rosado-Vallado, Miguel; Brito-Loeza, W.; Mena-Rejón, Gonzalo J.; Quijano, Leovigildo

doi:10.1016/s0367-326x(00)00152-0

Cited by 53 publications

(24 citation statements)

References 3 publications

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“…The results obtained in the present investigation, together with the reported antimicrobial activity of the leaves extracts and that of the piperidinic alkaloid cassine (Sansores-Peraza et al, 2000), support the use of this plant for the treatment of diarrhea in traditional Mayan medicine.…”

Section: Resultssupporting

confidence: 81%

Antiprotozoal activity of Senna racemosa

Moo-Puc¹,

Quijano²,

Cedillo‐Rivera³

2007

Journal of Ethnopharmacology

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Section: Resultssupporting

confidence: 81%

Antiprotozoal activity of Senna racemosa

Moo-Puc¹,

Quijano²,

Cedillo‐Rivera³

2007

Journal of Ethnopharmacology

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“…5 Finally, comparison between the ESI-MS/MS of 8 (of m/z 300) and 9 (of m/z 328), that also displays a m/z shift of 28, suggests that 8 exhibits an alkyl side chain with n = 8 instead of n = 10 (for 9). Such compound (8) has been previously isolated from C. spectabilis. 3,5 The fragment ion of m/z 280 in the ESI-MS/MS of 10 (m/z 444) results from the loss of a 164 Da, likely R 2 OH (Table 1).…”

Section: Resultsmentioning

confidence: 99%

“…3 Interestingly, further assays with these alkaloids demonstrated significant antinociceptive activity, and also revealed them as acetylcholinesterase inhibitors. 4,5 Also, it was attributed to piperidine alkaloids, purgative, 6,7 and antimicrobial 8 activities, as well as the ability for specific inhibition of superoxide macrofages. 9 Considering these remarkable pharmacological properties, there is an interest in searching for further piperidine alkaloids from S. spectabilis, including major and minor alkaloid cometabolites.…”

Section: Introductionmentioning

confidence: 99%

Electrospray ionization mass spectrometry screening of piperidine alkaloids from Senna spectabilis (Fabaceae) extracts: fast identification of new constituents and co-metabolites

Pivatto¹,

Crotti²,

Lopes³

et al. 2005

J. Braz. Chem. Soc.

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O padrão de fragmentação de uma série homóloga de alcalóides piperidínicos isolados de Senna spectabilis foi investigado utilizando-se espectrometria de massas tandem com ionização por electrospray (ESI-EM/EM). A análise dos extratos EtOH e frações das flores e dos frutos de S. spectabilis por ESI-EM e ESI-EM/EM permitiu elucidar a estrutura de quatro componentes pertencentes a uma série homóloga destes alcalóides, bem como de quatro co-metabólitos inéditos. A elucidação estrutural dos co-metabólitos, com base no padrão de fragmentação de alcalóides piperidínicos previamente isolados, e confirmados pelos dados de EM de alta resolução, demonstra a importância desta técnica para a determinação do "perfil metabolômico" de uma espécie de importância farmacológica.The fragmentation pattern of a homologous series of piperidine alkaloids isolated from S. spectabilis was investigated using electrospray ionization tandem mass spectrometry (ESI-MS/ MS). The ESI-MS and ESI-MS/MS analyses of EtOH extracts and fractions from flowers and fruits of S. spectabilis allowed to elucidate the structures of four new compounds. The identification of these co-metabolites, based on the fragmentation patterns of previously isolated compounds, and further confirmed by accurate mass spectrometry defines this technique as a powerful tool to determine the "metabolomic profile" of species which has pharmacological importance.

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“…Antimicrobial screening revealed its antibacterial activity with minimum inhibitory concentrations of 2.5 mg/mL for Staphylococcus aureus and Bacillus subtilis and 5.0 mg/mL for Candida albicans. 58,59 diepi-Pumiliotoxin is one toxin of poison dart frog found in the tropic rainforest. Pumiliotoxins belong to the most toxic compounds that are known.…”

Section: Reduction Of Aromatic Compoundsmentioning

confidence: 99%

Organocatalytic Reduction in Stereoselective Synthesis

Kortmann

Minnaard

2013

Stereoselective Synthesis of Drugs and Natural Products

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The synthesis of chiral, enantiopure molecules plays an important role in modern chemistry, as stereocenters are omnipresent in natural products and pharmaceuticals. Therefore, is it important to have versatile and reliable methods to introduce stereocenters during the synthesis. An upcoming, powerful way to construct stereocenters is asymmetric organocatalytic reduction. A given prochiral double bond is selectively reduced to give one of the two enantiomers or diastereomers in excess. As substrates, the functional groups containing CN, CO, or CC double bonds come into consideration. These can appear both in linear molecules (e.g., ketones) and in heteroaromatics like pyridine. Catalysis takes place by activation of either the substrate or the reducing agent, thereby also transferring the chiral information. Hydrazine, silanes, and Hantzsch esters are herein the most frequently used reducing agents.

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Cassine, an antimicrobial alkaloid from Senna racemosa

Cited by 53 publications

References 3 publications

Antiprotozoal activity of Senna racemosa

Antiprotozoal activity of Senna racemosa

Electrospray ionization mass spectrometry screening of piperidine alkaloids from Senna spectabilis (Fabaceae) extracts: fast identification of new constituents and co-metabolites

Organocatalytic Reduction in Stereoselective Synthesis

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