Cytotoxic seco-cytochalasins from an endophytic Aspergillus sp. harbored in Pinellia ternata tubers.

Fitoterapia

State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, People's Republic of China. Electronic address:

Published: January 2019

Six new seco-cytochalasins A-F (1-6), two new asperlactones G-H (7-8) along with three known cytochalasins (9-11) were isolated from the solid cultures of an endophytic fungus Aspergillus sp. Their structures were elucidated by comprehensive spectral analysis, and their absolute configurations were determined through Mo(OCOCH)-induced electronic circular dichroism (ECD) spectra and Rh(OCOCF)-induced ECD experiment. Compounds 5 and 6 were rare seco-cytochalasins possessing an α, β-unsaturated furanone structure in their side-chains. These isolates exhibited cytotoxicity against human lung cancer A-549 cell line with IC values ranging from 7.8 to 70.2 μM. At the concentration of 16 μM, compound 4 also exerted a 3-fold enhancement of doxorubicin susceptibility on doxorubicin-resistant human breast cancer (MCF-7/DOX) cell line.

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http://dx.doi.org/10.1016/j.fitote.2018.11.010DOI Listing

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Cytotoxic seco-cytochalasins from an endophytic Aspergillus sp. harbored in Pinellia ternata tubers.

Fitoterapia

January 2019

State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, People's Republic of China. Electronic address:

Six new seco-cytochalasins A-F (1-6), two new asperlactones G-H (7-8) along with three known cytochalasins (9-11) were isolated from the solid cultures of an endophytic fungus Aspergillus sp. Their structures were elucidated by comprehensive spectral analysis, and their absolute configurations were determined through Mo(OCOCH)-induced electronic circular dichroism (ECD) spectra and Rh(OCOCF)-induced ECD experiment. Compounds 5 and 6 were rare seco-cytochalasins possessing an α, β-unsaturated furanone structure in their side-chains.

View Article and Find Full Text PDF

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