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Start Over Author "De Cicco, Paola" Journal journal of natural products
2 results on '"De Cicco, Paola"'

2. A Cytotoxic Heterodimeric Cyclic Diarylheptanoid with a Rearranged Benzene Ring from the Seagrass Zostera marina

Author

Laura Grauso, Yan Li, Silvia Scarpato, Nunzio Antonio Cacciola, Paola De Cicco, Christian Zidorn, Alfonso Mangoni, Grauso, Laura, Li, Yan, Scarpato, Silvia, Cacciola, NUNZIO ANTONIO, DE CICCO, Paola, Zidorn, Christian, and Mangoni, Alfonso

Subjects
Pharmacology, Complementary and alternative medicine, Organic Chemistry, Drug Discovery, Pharmaceutical Science, Molecular Medicine, Analytical Chemistry
Abstract

The widespread seagrass Zostera marina contains a new diarylheptanoid heterodimer, zosterabisphenone C (1), featuring an unprecedented rearrangement of one of its benzene rings to a cyclopentenecarbonyl unit. The planar structure and absolute configuration of zosterabisphenone C were elucidated by a combination of spectroscopic (MS, ECD, and low-temperature NMR) and computational (DFT-NMR and DFT-ECD) evidence. Consistent with the previously isolated zosterabisphenones, compound 1 was selectively cytotoxic against HCT 116 adenocarcinoma colon cancer cells, reducing their viability by 73% at 10 μM (IC50 of 7.6 ± 1.1 μM). The biosynthetic origin of zosterabisphenone C (1) from an oxidative rearrangement of zosterabisphenone A (4) is proposed.

Published
2022

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