1440432-71-2

Upstream product

• 524004-38-4 3-[3,4-bis(benzyloxy)phenyl]propan-1-ol 
• 95301-39-6 3-(3',4'-dibenzyloxyphenyl)propanal 
• 2622-05-1 allylmagnesium bromide 
• 2371-43-9 (1R,2R)-2-exo-hydroxy-2-endo-allyl-1,7,7-trimethylbicyclo<2.2.1>heptane 

Downstream Products

• 1440432-12-1 (2S,4R,6S)-2-(3'',4''-dihydroxyphenethyl)-6-(3'''-bromo-4'''-hydroxy-5'''-methoxyphenyl)tetrahydropyran-4-yl-3''''-(4'''''-methoxyphenyl)propyl carbonate 
• 1440431-81-1 (2'S,4'R,6'S)-2'-(3''',4'''-dihydroxyphenethyl)-6'-(4''''-hydroxy-3''''-methoxyphenyl)tetrahydropyran-4'-yl-3-methoxyphenyl carbamate 

Relevant academic research and scientific papers

Diarylheptanoids from Rhizomes of Alpinia officinarum Inhibit Aggregation of α-Synuclein

Two new diarylheptanoids, alpinin A (1) and alpinin B (2), together with 18 known diarylheptanoids (3-20), were isolated from the rhizomes of Alpinia officinarum. Their structures were elucidated by comprehensive spectroscopic analysis, including high-resolution mass spectrometry, infrared spectroscopy, and one- and two-dimensional nuclear magnetic resonance spectroscopy. Structurally, alpinin A is a new member of the small family of oxa-bridged diarylheptanoids and contains the characteristic 2,6-cis-configured tetrahydropyran motif (C1-C5 oxa bridge). The absolute configuration of alpinin A was confirmed by asymmetric total synthesis of the enantiomer (ent-1), corroborating the assignment of the molecular structure. The absolute configuration of alpinin B was determined on the basis of the analysis of the circular dichroism exciton chirality spectrum. We evaluated the inhibitory activity of all isolated diarylheptanoids against α-synuclein aggregation at 10 μM. Alpinins A and B significantly inhibited α-synuclein aggregation by 66 and 67%, respectively.

A natural product inspired tetrahydropyran collection yields mitosis modulators that synergistically target CSE1L and tubulin

A Prins cyclization between a polymerbound aldehyde and a homoallylic alcohol served as the key step in the synthesis of tetrahydropyran derivatives. A phenotypic screen led to the identification of compounds that inhibit mitosis (as seen by the accumulation of round cells with condensed DNA and membrane blebs; see picture). These compounds were termed tubulexins as they target the CSE1L protein and the vinca alkaloid binding site of tubulin.