Journal
ORGANIC LETTERS
Volume 23, Issue 11, Pages 4083-4087Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c00079
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Funding
- JSPS KAKENHI [19K16341, 19K07035]
- Joint Usage Program on Zero-emission Energy Research, Institute of Advanced Energy, Kyoto University [ZE2020C-06]
- Vehicle Racing Commemorative Foundation [6110]
- Grants-in-Aid for Scientific Research [19K16341, 19K07035] Funding Source: KAKEN
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The antiausterity natural product (+/-)-uvaridacol L was synthesized for the first time in seven steps from myo-inositol. The preferential cytotoxicity of racemic uvaridacol L against cancer cell lines able to adapt to nutrient deprivation was also evaluated under nutrient deprived conditions. Additionally, morphological evaluation was carried out.
The antiausterity natural product (+/-)-uvaridacol L was synthesized for the first time in seven steps from myo-inositol. The key reaction of this synthesis, axial selective dibenzoylation of myo-inositol orthoformate, was achieved using a catalytic amount of tetrabutylammonium fluoride (TBAF). The preferential cytotoxicity of racemic uvaridacol L against cancer cell lines able to adapt to nutrient deprivation was also evaluated under nutrient deprived conditions. Morphological evaluation was also carried out.
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