Novas N-benzoiltiraminas de Swinglea glutinosa (Rutaceae)

Cerqueira, Cristovam do Nascimento; Santos, Djalma A. P. dos; Malaquias, Karla da Silva; Lima, Murilo Marinho de Castro; Silva, Maria Fátima das Graças Fernandes da; Fernandes, João B.; Vieira, Paulo C.

doi:10.1590/s0100-40422012001100015

Cited by 4 publications

(2 citation statements)

References 8 publications

(22 reference statements)

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“…The compounds from the peels of A. monophylla were extracted, isolated, and characterized to obtain seven new tyramine derivatives, atalantums A–G ( 1 – 7 ). Five known compounds, namely, N- {2-[4-(4,6,7-trihydroxy-3,7-dimethyl-2-octen-1-yl)oxy]phenyl}ethylbenzamide ( 8 ) N -{2-[4-(4-acetoxy-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl)oxy]phenyl}ethylbenzamide ( 9 ), N -{2-[4-(6-acetoxy-4,7-dihydroxy-3,7-dimethyl-2-octen-1-yl)oxy]phenyl}ethylbenzamide ( 10 ), severine palmitate ( 11 ), , and severine acetate ( 12 ), were also isolated and identified (Figure ). All compounds were optically inactive, [α] 25 D ±0. , Their racemic nature was confirmed by electronic circular dichroism (ECD) data.…”

Section: Resultsmentioning

confidence: 99%

Benzoyltyramine Alkaloids Atalantums A–G from the Peels of Atalantia monophylla and Their Cytotoxicity against Cholangiocarcinoma Cell Lines

Sribuhom¹,

Boueroy²,

Hahnvajanawong³

et al. 2017

J. Nat. Prod.

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Seven new benzoyltyramines, atalantums A-G (1-7), and five known compounds were isolated from the peels of Atalantia monophylla. All compounds were examined for cytotoxicity against the cholangiocarcinoma cell lines KKU-M214, KKU-M213, and KKU-M156. Compound 5 exhibited the strongest cytotoxicity against KKU-M156 cells, with an IC value of 1.97 ± 0.73 μM, an approximately 4.7-fold higher activity than that of the ellipticine standard. Compound 1 displayed strong cytotoxicity against KKU-M214 cells, with an IC value of 3.06 ± 0.51 μM, nearly equal to that of the 5-fluorouracil standard. In the case of the KKU-M213 cell line, compounds 2, 4, and 11 exhibited stronger cytotoxicity than the ellipticine standard, with IC values of 2.36 ± 0.20, 5.63 ± 0.22, and 2.71 ± 0.23 μM, respectively. Compounds 1, 5, and 7 displayed cytotoxicity against KKU-M214 cells, with IC values of 3.06 ± 0.51, 8.44 ± 0.47, and 7.37 ± 1.29 μM, respectively.

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Section: Resultsmentioning

confidence: 99%

Benzoyltyramine Alkaloids Atalantums A–G from the Peels of Atalantia monophylla and Their Cytotoxicity against Cholangiocarcinoma Cell Lines

Sribuhom¹,

Boueroy²,

Hahnvajanawong³

et al. 2017

J. Nat. Prod.

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“…N-Benzoyltyramines are common in Rutaceae and considerably more in Swinglea glutinosa. 20 An amide was detected in all the samples from the stems (Table 1) The genus Citrus appears to be the most prolific in the Rutaceae family in terms of coumarin and flavonoid production, although its alkaloid content is relatively low. Only one alkaloid, 5-hydroxynoracronycine (29), was found in all the samples from the rootstock stems analyzed (Table 1).…”

Section: Antibacterial Activitymentioning

confidence: 97%

Rapid differentiation of graft Citrus sinensis with and without Xylella fastidiosa infection by mass spectrometry

Soares

Silva

Amaral

et al. 2020

Rapid Comm Mass Spectrometry

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Rationale Xylella fastidiosa causes citrus variegated chlorosis (CVC) in sweet orange trees. A diagnostic method for detecting CVC before the symptoms appear, which would inform citrus producers in advance about when the plant should be removed from the orchard, is essential for reducing pesticide application costs. Methods Chemometrics was applied to high‐performance liquid chromatography diode array detector (HPLC‐DAD) data to evaluate the similarities and differences between the chromatographic profiles. A liquid chromatography/atmospheric pressure chemical ionization mass spectrometry selected reaction monitoring (LC/APCI‐MS‐SRM) method was developed to identify the major compounds and to determine their amounts in all samples. Results We evaluated the effect of this bacterium on the variation in the chemical profile in citrus plants. The organs of C. sinensis grafted on C. limonia were analyzed. Chemometrics was applied to the obtained data, and two major groups were differentiated. Flavonoids were observed in one group (leaves) and coumarins in the second (roots), both at higher concentrations in the plants with CVC symptoms than in those without the symptoms and those in the negative control. The rootstocks also interfered in the metabolism of the scion. Conclusions The developed LC/APCI‐MS‐SRM method for detecting CVC before the symptoms appear is simple and accurate. It is inexpensive, and many samples can be screened per hour using 1 mg of leaves. Knowledge of the influence of the rootstock on the chemical profile of the graft is limited. This study demonstrates the effect of the rootstock in synthesizing flavonoids and increasing its content in all parts of the graft.

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Atalantums H-K from the peels of Atalantia monophylla and their cytotoxicity

Sombatsri

Thummanant

Sribuhom

et al. 2019

Natural Product Research

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Four new benzoyltyramines, atalantums H-K (1-4) and seven known compounds were isolated from the peels of Atalantia monophylla. All compounds were tested for cytotoxicity against HeLa, HCT116 and MCF-7 cell lines, as well as normal cells (Vero cells). Compound 5 showed cytotoxicity against HeLa, HCT116 and MCF-7 cell lines with IC 50 values ranging from 16-25 g/mL but was inactive against Vero cells. Compound 6 also showed interesting results as compound 5 with IC 50 values ranging from 15-18 g/mL and an IC 50 value of 80.20 g/mL against Vero cells. This means compounds 5 and 6 can be used as lead compounds for anticancer agents.

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Novas N-benzoiltiraminas de Swinglea glutinosa (Rutaceae)

Cited by 4 publications

References 8 publications

Benzoyltyramine Alkaloids Atalantums A–G from the Peels of Atalantia monophylla and Their Cytotoxicity against Cholangiocarcinoma Cell Lines

Benzoyltyramine Alkaloids Atalantums A–G from the Peels of Atalantia monophylla and Their Cytotoxicity against Cholangiocarcinoma Cell Lines

Rapid differentiation of graft Citrus sinensis with and without Xylella fastidiosa infection by mass spectrometry

Atalantums H-K from the peels of Atalantia monophylla and their cytotoxicity

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