Stable Catechol Keto Tautomers in Cytotoxic Heterodimeric Cyclic Diarylheptanoids from the Seagrass Zostera marina.
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ABSTRACT:
SUBMITTER: Li Y
PROVIDER: S-EPMC8453622 | biostudies-literature | 2021 Sep
REPOSITORIES: biostudies-literature
Publications
Stable Catechol Keto Tautomers in Cytotoxic Heterodimeric Cyclic Diarylheptanoids from the Seagrass <i>Zostera marina</i>.
Li Yan Y Grauso Laura L Scarpato Silvia S Cacciola Nunzio Antonio NA Borrelli Francesca F Zidorn Christian C Mangoni Alfonso A
Organic letters 20210907 18
Two diarylheptanoid heterodimers, zosterabisphenones A (<b>1</b>) and B (<b>2</b>), were isolated from the seagrass <i>Zostera marina</i>. They feature unprecedented catechol keto tautomers, stable because of steric constraints. Their structure elucidation was based on extensive low-temperature NMR studies and ECD and MS data, with the essential aid of DFT prediction of NMR and ECD spectra. Zosterabisphenone B (<b>2</b>) was selectively cytotoxic against the adenocarcinoma colon cancer cell line ...[more]
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