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Discovery of a Secalonic Acid Derivative from Aspergillus aculeatus, an Endophyte of Rosa damascena Mill., Triggers Apoptosis in MDA-MB-231 Triple Negative Breast Cancer Cells.


ABSTRACT: A new secalonic acid derivative, F-7 (1), was isolated from the endophytic Aspergillus aculeatus MBT 102, associated with Rosa damascena. The planar structure of 1 was established on the basis of 1D and 2D NMR and ESI-TOF-MS spectra. The relative configuration of 1 was determined applying a combined quantum mechanical/NMR approach and, afterward, the comparison of calculated and experimental electronic circular dichroism spectra determined the assignment of its absolute configuration. The compound possesses strong cytotoxic activity against triple negative breast cancer (TNBC) cells. It was found to induce apoptosis, as evidenced by scanning electron microscopy and phase contrast microscopy. Furthermore, flow cytometry analyses demonstrated that 1 induced mitochondrial damage and reactive oxygen species mediated apoptosis, arresting the G1 phase of the cells in a dose-dependent manner. Also, the compound causes significant microtubule disruption in TNBC cells. Subsequently, 1 restricted the cell migration leading to the concomitant increase in expression of cleaved caspase and PARP.

SUBMITTER: Farooq S 

PROVIDER: S-EPMC7528173 | biostudies-literature | 2020 Sep

REPOSITORIES: biostudies-literature

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Discovery of a Secalonic Acid Derivative from <i>Aspergillus aculeatus</i>, an Endophyte of <i>Rosa damascena</i> Mill., Triggers Apoptosis in MDA-MB-231 Triple Negative Breast Cancer Cells.

Farooq Sadaqat S   Qayum Arem A   Nalli Yedukondalu Y   Lauro Gianluigi G   Chini Maria Giovanna MG   Bifulco Giuseppe G   Chaubey Asha A   Singh Shashank K SK   Riyaz-Ul-Hassan Syed S   Ali Asif A  

ACS omega 20200918 38


A new secalonic acid derivative, F-7 (<b>1</b>), was isolated from the endophytic <i>Aspergillus aculeatus</i> MBT 102, associated with <i>Rosa damascena</i>. The planar structure of <b>1</b> was established on the basis of 1D and 2D NMR and ESI-TOF-MS spectra. The relative configuration of <b>1</b> was determined applying a combined quantum mechanical/NMR approach and, afterward, the comparison of calculated and experimental electronic circular dichroism spectra determined the assignment of its  ...[more]

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