Antibacterial cyclopeptide alkaloids from the bark of Condalia buxifolia

Morel, Ademir F.; Araujo, Carla A.; Silva, Ubiratan F. da; Hoelzel, Solange C. S. M.; Záchia, Renato Aquino; Bastos, Nelci.R.

doi:10.1016/s0031-9422(02)00287-x

Cited by 38 publications

(16 citation statements)

References 23 publications

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“…Key NOESY correlations are shown in Figure 3. The β-substituted phenylalanine moiety was identified as an erythro moiety on the basis of coupling constant ( J 3,4 = 7.2 Hz) [12]. …”

Section: Resultsmentioning

confidence: 99%

New 14-Membered Cyclopeptide Alkaloids from Zizyphus oxyphylla Edgew

Kaleem

Nisar

Qayum

et al. 2012

IJMS

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Two new 14-membered cyclopeptide alkaloids, Oxyphylline B (4) and Oxyphylline C (5), along with three known 13-membered cyclopeptide alkaloids, were isolated from stem and roots of Zizyphus oxyphylla Edgew. The compounds were tested for antibacterial activity. Oxyphylline B (4) showed comparatively better antibacterial activities against Escherichia coli (MIC, 5 μg/mL) than other compounds. This compound also exhibited weak antimicrobial activities against Staphylococcus aureus (MIC, 25 μg/mL), Pseudomonas aeruginosa (MIC, 50 μg/mL) and Salmonella typhi (MIC, 50 μg/mL).

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“…Key NOESY correlations are shown in Figure 3. The β-substituted phenylalanine moiety was identified as an erythro moiety on the basis of coupling constant ( J 3,4 = 7.2 Hz) [12]. …”

Section: Resultsmentioning

confidence: 99%

New 14-Membered Cyclopeptide Alkaloids from Zizyphus oxyphylla Edgew

Kaleem

Nisar

Qayum

et al. 2012

IJMS

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“…The tree Condalia buxifolia Reissek (Rhamnaceae) is found primarily in South America, including in Brazil, Uruguay, and Argentina (Bastos, 1989), and a study of its chemistry identified several peptide alkaloids in its root bark (Morel et al, 2002). These peptide alkaloids possess a variety of biological activities, including sedation (ElSeedi et al, 2007).…”

Section: Introductionmentioning

confidence: 99%

Efficacy of eugenol and the methanolic extract of Condalia buxifolia during the transport of the silver catfish Rhamdia quelen

Becker¹,

Cunha²,

Garcia³

et al. 2013

Neotrop. ichthyol.

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This study evaluated extracts of Condalia buxifolia as anesthetics for the silver catfish Rhamdia quelen. The effectiveness of eugenol and of the methanolic extract (ME) of C. buxifolia during the transport of this species was also assessed. Fish of two different weights (1.50±0.02 g and 165.70±22.50 g) were transferred to aquaria containing water with the C. buxifolia ME or with fractions obtained from the ME, such as the n-hexane, dichloromethane, ethyl acetate, n-butane and aqueous fractions, at concentrations from 0-300 μL L C. buxifolia ME. The non-ionized ammonia levels were lower at the end of transport in the groups with the compounds than in that with water alone. Moreover, both compounds decreased the Na + , Cl -, and K + net effluxes; therefore, their addition to the water during transport is advisable because they reduce fish mortality and ion loss.Este estudo investigou extratos de Condalia buxifolia como anestésico para jundiá Rhamdia quelen, e também a eficiência do eugenol e do extrato metanólico (EM) de C. buxifolia para utilização durante o transporte dessa espécie. Peixes de dois diferentes pesos (1,50±0,02 g e 165,70±22,50 g) foram transferidos para aquários contendo água com o EM de C. buxifolia ou frações obtidas a partir do EM (n-hexano, acetato de diclorometano, etil n-butano e aquoso, em concentrações na faixa de 0 -300 μL L

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“…The cyclic hexapeptide molecule was split into two amino acid units Gly-OCH 3 .HCl (5), Pro-OCH 3 . HCl (6) and two dipeptide units Boc-gly-leu-OCH 3 (7), Boc-phe-tyr-OCH 3 (8). The required dipeptide units 7, 8 were prepared by coupling of Boc-amino acids viz.…”

Section: Chemistrymentioning

confidence: 99%

“…Among these, cyclic peptides and related congeners with unique structures and wide pharmacological profile [7][8][9][10] have received special attention which may prove better candidates to overcome the problem of wide spread increase of resistance towards conventional drugs. Different pharmacological activities possessed by cyclic peptides obtained from latex, seeds and roots of plants, include antitumour activity [11][12][13] , immunosuppressive and antimalarial activity 14 , vasorelaxant activity 15,16 , tyrosinase inhibitory activity 17,18 and estrogen-like activity 19,20 .…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization and Biological Evaluation of a Glycine-Rich Peptide - Cherimolacyclopeptide E

Dahiya

2007

J. Chil. Chem. Soc.

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The synthesis of a natural cyclic peptide cherimolacyclopeptide E (12) by coupling of tripeptide units Boc-gly-leu-gly-OCH 3 (9) and Boc-phe-tyr-pro-OCH 3 (10) after proper deprotection at carboxyl and amino terminals followed by cyclization of linear hexapeptide segment, is described. Structure elucidation of the cyclopeptide 12 is based on detailed spectral analysis such as FTIR, 1 H NMR, 13 C NMR, FAB MS and elemental analysis. After biological screening, the newly synthesized peptide exhibited high cytotoxicity against Dalton's lymphoma ascites (DLA) and Ehrlich's ascites carcinoma (EAC) cell lines with CTC 50 values of 2.76 and 4.96 μM, and potent antimicrobial activity against pathogenic microbes P. aeruginosa, E.coli and C. albicans with MICs between 12.5-6 μg/mL. Furthermore, compound 12 possessed moderate anthelmintic activity against earthworms M. konkanensis, P. corethruses and Eudrilus sp. at 2 mg/mL dose level.

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Antibacterial cyclopeptide alkaloids from the bark of Condalia buxifolia

Cited by 38 publications

References 23 publications

New 14-Membered Cyclopeptide Alkaloids from Zizyphus oxyphylla Edgew

New 14-Membered Cyclopeptide Alkaloids from Zizyphus oxyphylla Edgew

Efficacy of eugenol and the methanolic extract of Condalia buxifolia during the transport of the silver catfish Rhamdia quelen

Synthesis, Characterization and Biological Evaluation of a Glycine-Rich Peptide - Cherimolacyclopeptide E

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