Diels–Alder adducts with PTP1B inhibition from Morus notabilis

Eight Diels–Alder adducts and twelve known compounds were isolated from the leaves of Morus notabilis. Some of the compounds showed inhibition against PTP1B phosphatase activity in vitro. [Display omitted] •Eight Diels–Alder adducts were isolated from Morus notabilis.•Some of the Diels–Alder adducts...

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Bibliographic Details
Published in:Phytochemistry (Oxford) 2015-01, Vol.109, p.140-146
Main Authors: Wang, Meng, Gao, Li-Xin, Wang, Jue, Li, Jing-Ya, Yu, Mei-Hua, Li, Jia, Hou, Ai-Jun
Format: Article
Language:English
Subjects:
Benzofurans - chemistry
Benzofurans - isolation & purification
Diels–Alder adducts
Flavonoids - chemistry
Molecular Structure
Moraceae
Morbilisins A–H
Morus - chemistry
Morus notabilis
Plant Leaves - chemistry
Protein tyrosine phosphatase 1B
Protein Tyrosine Phosphatase, Non-Receptor Type 1 - antagonists & inhibitors
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Summary:Eight Diels–Alder adducts and twelve known compounds were isolated from the leaves of Morus notabilis. Some of the compounds showed inhibition against PTP1B phosphatase activity in vitro. [Display omitted] •Eight Diels–Alder adducts were isolated from Morus notabilis.•Some of the Diels–Alder adducts showed inhibition against PTP1B phosphatase.•Ketalized Diels–Alder adducts in this plant were previously unknown. Eight Diels–Alder adducts, morbilisins A–H (1–8), a known analogue, chalcomoracin (9), together with eleven known flavonoids and 2-arylbenzofurans, were isolated from the leaves of Morus notabilis. Their structures were elucidated by extensive spectroscopic analysis, including 1D, 2D NMR, MS, and ECD data. Compounds 1, 5, and 7–9 showed inhibition against PTP1B phosphatase activity in vitro.
ISSN:0031-9422
1873-3700
DOI:10.1016/j.phytochem.2014.10.015