Chemical constituents from Bauhinia acuruana and their cytotoxicity

Góis, Roberto W.S.; Sousa, Leôncio M. de; Silva, Horlando C. da; Silva, Francisco E.F. da; Pimenta, Antônia Torres Ávila; Lima, Mary Anne Sousa; Arriaga, Ângela M. C.; Lemos, Telma L. G.; Braz-Filho, Raimundo; Militão, Gardênia Carmen Gadelha; Silva, Paulo B.N. da; Gonçalves, Francisco César; Santiago, Gilvandete Maria Pinheiro

doi:10.1016/j.bjp.2017.09.002

Cited by 14 publications

(8 citation statements)

References 25 publications

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“…The roots of B. acuruana were collected in June 2011 at Tianguá County, State of Ceará, Brazil. The plant material was identified by Edson Pereira Nunes from the Herbário Prisco Bezerra (EAC), Departamento de Biologia, Universidade Federal do Ceará, Brazil, where voucher specimens (#42 405 and #49 268) have been deposited 4 . Air-dried and finely powdered roots (1.1 kg) were exhaustively extracted with EtOH (4 × 8 L) at room temperature for 3 weeks, and evaporated under reduced pressure to yield the crude EtOH extract (50.3 g), which was subjected to silica gel column chromatography eluted with hexane, CH 2 Cl 2 , CH 2 Cl 2 /EtOAc (1 : 1), EtOAc, and MeOH to give hexane (0.85 g), CH 2 Cl 2 (1.59 g), CH 2 Cl 2/EtOAc (1 : 1) (3.89 g), EtOAc (8.71 g), and MeOH (21.15 g) fractions.…”

Section: Methodsmentioning

confidence: 99%

“…Dibenzo[b,f]oxepin is an important scaffold in medicinal chemistry and the compounds have a (Z)-stilbene motif in their skeletons, and additionally, their aromatic rings are connected by oxygen [2]. Two dibenzo[b,f]oxepines, pacharin (PAC) and bauhiniastatin-1 (BAU), were isolated from B. acuruana (Figure 1) [3,4]. Both compounds were first described to cause inhibition of tumor cells in a small panel containing, among the cells tested, a breast adenocarcinoma [5].…”

Section: Introductionmentioning

confidence: 99%

“…Both compounds were first described to cause inhibition of tumor cells in a small panel containing, among the cells tested, a breast adenocarcinoma [5]. Research carried out by our group indicated that PAC and BAU present cytotoxicity against six tumor cell lines (IC 50 values between 8.15 and 25.70 µM for lung, breast, colon, ovary carcinoma, glioblastoma, and leukemia) [4]. So far, no description of the mode of cytotoxic action on cancer cells of PAC and BAU has been found.…”

Section: Introductionmentioning

confidence: 99%

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Natural Dibenzo[b,f]oxepines, Pacharin and Bauhiniastatin-1, Isolated from Bauhinia acuruana Induce Apoptosis on Breast Cancer Cells via MCL-1 Protein Reduction

Souza

Rodrigues

et al. 2022

Planta Med

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Herein we describe the antiproliferative effects of two natural dibenzo[b,f]oxepines, pacharin (PAC) and bauhiniastatin-1 (BAU), isolated from Bauhinia acuruana on breast cancer cell line and the mode of action underlying the cytotoxicity. Both compounds were cytotoxic in a panel of six tumor lines analyzed by MTT assay and IC50 values ranged from 7.8 to 45.1 μM, including upon human breast adenocarcinoma (MCF-7) cells. In contrast, none of the compounds was cytotoxic on normal human peripheral blood mononuclear cells (IC50>100 μM). Then, MCF-7 cells treated with PAC and BAU 20 µM during 24h presented a reduction in cell volume and intensification of chromatin condensation, DNA fragmentation and apoptotic cells, whose findings became more evident after 48h of exposure. Anti-apoptotic B-cell lymphoma-2 (BCL-2) family members, such as Myeloid cell leukemia-1 (MCL-1) and B-cell lymphoma-extra large (Bcl-xL) are important targets in cancer cell, since their overexpression confer resistance to cancer treatments. A significant reduction of the MCL-1 protein levels in MCF-7 cells after 24h of treatment with PAC and BAU at 20 μM was observed, while the Bcl-xL protein content was reduced in BAU-treated cells at 40 μM only. The cytotoxic effects of PAC and BAU are likely linked to the MCL-1 inhibition, which leads to the apoptosis of breast adenocarcinoma cells.

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Natural Dibenzo[b,f]oxepines, Pacharin and Bauhiniastatin-1, Isolated from Bauhinia acuruana Induce Apoptosis on Breast Cancer Cells via MCL-1 Protein Reduction

Souza

Rodrigues

et al. 2022

Planta Med

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“…In other species of the same genus such as B. longifolia L. and B. acuruana Moric. anticancer substances have also been identified (Góis et al, 2017;Aquino et al, 2019).…”

Section: Introductionmentioning

confidence: 99%

Water availability and substrate in the emergency and initial development of Bauhinia scandens L.

et al. 2021

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“…e B. variegata (GURJAR et al, 2018), que apresentam grande variedade de esteroides, terpenoides e flavonoides (SILVA; CECHINEL FILHO, 2002). A presença desses metabólitos secundários tem participação em atividades biológicas, como hipoglicemiante, antimicrobiana, analgésica, anti-inflamatória, antimalárica, antipirética, antitumoral, antiulcerogênica, antioxidante e larvicida (MENEZES et al, 2007;CECHINEL FILHO, 2009;GÓIS et al, 2017).…”

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Prospecção Científica e Tecnológica do Gênero Bauhinia L. (Fabaceae)

Lima

Nascimento

Bittencourt

et al. 2021

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Bauhinia L. é um gênero potencialmente benéfico à saúde devido às suas propriedades medicinais. Neste trabalho, realizou-se uma prospecção científica e tecnológica sobre Bauhinia e foram utilizadas as bases de dados WIPO, EPO e INPI para patentes, e Scopus, Scielo e Web of Science para artigos indexados. Os descritores utilizados foram: “Bauhinia”, “Bauhinia AND câncer”, “Bauhinia AND terapêutica” e “Bauhinia AND diabetes”. Dos 1.746 artigos registrados sobre Bauhinia, 148 foram relacionados a pesquisas com diabetes, 95 sobre câncer e 33 se referem à terapêutica em geral (Scopus). Bauhinia apresentou um número considerável de patentes depositadas (WIPO: 694, EPO: 739). Identificou-se que a China possui a maior quantidade de patentes. As espécies B. forficata (n=118), B. bauhinioides (n=29) e B. ungulata (n=20) se destacaram na produção científica e tecnológica na área da fitoterapia. Devido à relevância como fonte de fitoterápicos e à diversidade de espécies, se faz necessário realizar mais pesquisas sobre o gênero Bauhinia no Brasil.

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Chemical constituents from Bauhinia acuruana and their cytotoxicity

Cited by 14 publications

References 25 publications

Natural Dibenzo[b,f]oxepines, Pacharin and Bauhiniastatin-1, Isolated from Bauhinia acuruana Induce Apoptosis on Breast Cancer Cells via MCL-1 Protein Reduction

Natural Dibenzo[b,f]oxepines, Pacharin and Bauhiniastatin-1, Isolated from Bauhinia acuruana Induce Apoptosis on Breast Cancer Cells via MCL-1 Protein Reduction

Water availability and substrate in the emergency and initial development of Bauhinia scandens L.

Prospecção Científica e Tecnológica do Gênero Bauhinia L. (Fabaceae)

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