253184-97-3

Upstream product

• 253184-96-2 5-benzyloxy 4R-t-butyldimethylsiloxy 1-pentyl cyanide 
• 253184-94-0 5-benzyloxy 4R-t-butyldimethylsiloxy 1-pentyl mesylate 
• 253184-93-9 (-)-(2R)-1-benzyloxy-2-(tert-butyldimethylsilyloxy)pent-4-ene 
• 14618-80-5 (R)-benzyl glycidol 
• 98892-19-4 5-benzyloxy 4R-t-butyldimethylsiloxy 1-pentanol 
• 58931-16-1 (R)-1-benzyloxypent-4-en-2-ol 

Downstream Products

• 253184-98-4 1,11-dibenzyloxy 2R,10S-di-(t-butyldimethylsiloxy)-6-undecanol 
• 253184-99-5 1,11-dibenzyloxy 2R,10S-di-(t-butyldimethysiloxy)-6-undecanone 

Relevant academic research and scientific papers

Synthetic spiroketal pyranes as potent anti-cancer agents

Novel tubulin binding compounds (SPIKETS) having potent tubulin depolymerization activity and inhibitory activity against tubulin polymerization. The compounds are effective agents for inhibiting cellular proliferation, for example, in cancer cells. The compounds are adapted to interact favorably with a novel SP binding pocket on tubulin, which pocket is useful for screening of anti-tubulin, anti-proliferation, and anti-cancer drugs.

Structure-based design of a novel synthetic spiroketal pyran as a pharmacophore for the marine natural product Spongistatin 1

SPIKET-P, a novel synthetic spiroketal pyran, was rationally designed as a pharmacophore for the tubulin depolymerizing marine natural product Spongistatin 1. SPIKET-P was prepared from the commercially available benzyl (R)-(-)-glycidyl ether using a versatile 11-step synthetic scheme in a stereocontrolled fashion. At nanomolar concentrations, SPIKET-P caused tubulin depolymerization in cell-free turbidity assays and exhibited potent cytotoxic activity against cancer cells as evidenced by destruction of microtubule organization, and prevention of mitotic spindle formation in human breast cancer cells. (C) 2000 Elsevier Science Ltd. All rights reserved.

Stereocontrolled synthesis of a novel pharmacophore of the tubulin- depolymerizing marine natural product spongistatin

We report here the synthesis and X-ray structure of a novel spiroketal pyran, SPIKET-P1, as a pharmocophore for the tubulin-depolymerizing marine natural product spongistatin 1. Following its retro-synthetic analysis, SPIKET-P1 was prepared using a versatile 11-step synthetic scheme in a stereocontrolled fashion. (C) 2000 Elsevier Science Ltd.