922167-72-4Relevant articles and documents
A natural product inspired tetrahydropyran collection yields mitosis modulators that synergistically target CSE1L and tubulin
Voigt, Tobias,Gerding-Reimers, Claas,Tran, Tuyen Thi Ngoc,Bergmann, Sabrina,Lachance, Hugo,Sch?lermann, Beate,Brockmeyer, Andreas,Janning, Petra,Ziegler, Slava,Waldmann, Herbert
supporting information, p. 410 - 414 (2013/02/23)
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.
The biomimetic synthesis and first characterization of the (+)- and (-)-isocentrolobines, 2,6-cis- and 2,6-trans-disubstituted tetrahydro-2H-pyrans
Rogano, Frank,Froidevaux, Georges,Rueedi, Peter
experimental part, p. 1299 - 1312 (2010/09/12)
The four stereoisomers of the novel title compounds were prepared by oxidative cyclization of their enantiomerically pure diarylheptanoid precursors by means of the straightforward biomimetic approach presented in the preceding article. The isocentrolobin
Stereoselective synthesis of (-)-blepharocalyxin D
Ko, Haye Min,Lee, Dong Gil,Kim, Min Ah,Kim, Hak Joong,Park, Jaejoon,Lah, Myoung Soo,Lee, Eun
, p. 5797 - 5805 (2008/02/03)
The Prins cyclization strategy was successfully applied in the stereoselective synthesis of (-)-blepharocalyxin D (1), a cytotoxic dimeric diarylheptanoid isolated from Alpinia blepharocalyx.
Total synthesis of (-)-blepharocalyxin D
Ko, Haye Min,Lee, Dong Gil,Kim, Min Ah,Kim, Hak Joong,Park, Jaejoon,Lah, Myoung Soo,Lee, Eun
, p. 141 - 144 (2007/10/03)
The Prins cyclization strategy was successfully applied in the total synthesis of (-)-blepharocalyxin D, a cytotoxic dimeric diarylheptanoid isolated from Alpinia blepharocalyx.