The first syntheses of the natural products alpinidinoid C and officinine B are reported. These unusual dimeric diarylheptanoids were accessed from a 3-substituted pyridine intermediate via a blue-light-mediated, triple-Minisci-type alkylation. Very few reports utilize -(acyloxy)phthalimides (NAPs) in the construction of natural products, and the syntheses reported herein highlight the power of this methodology toward the orthogonal construction of highly substituted arenes.
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| http://dx.doi.org/10.1021/acs.orglett.4c03227 | DOI Listing |
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Article Synopsis
- Alpinia oxyphylla (AOF) is an important medicinal fruit in China, studied for its potential benefits in addressing cognitive disorders related to type 2 diabetes mellitus (T2DM).
- Researchers isolated 24 compounds from AOF, including three new substances, identifying several that showed activity in inhibiting the enzyme BACE1, which is linked to T2DM-associated cognitive issues.
- Key compounds demonstrated neuroprotective effects against amyloid β damage in cells, with certain diarylheptanoids and sesquiterpenoids found to both inhibit BACE1 and modulate related protein expressions to mitigate cognitive decline.
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