2. Academic Validation
  3. Synthesis and anti-tumor activity of novel ethyl 3-aryl-4-oxo-3,3a,4,6-tetrahydro-1H-furo[3,4-c]pyran-3a-carboxylates

Synthesis and anti-tumor activity of novel ethyl 3-aryl-4-oxo-3,3a,4,6-tetrahydro-1H-furo[3,4-c]pyran-3a-carboxylates

  • Bioorg Med Chem Lett. 2011 Jun 1;21(11):3381-3. doi: 10.1016/j.bmcl.2011.04.003.
Tiantian Wang 1,  Jia Liu,  Hanyu Zhong,  Huan Chen,  Zhiliang Lv,  Yikai Zhang,  Mingfeng Zhang,  Dongping Geng,  Chunjuan Niu,  Yongmei Li,  Ke Li
Affiliations

Affiliation

  • 1 Department of Medicinal Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, PR China.
PMID: 21515044 DOI: 10.1016/j.bmcl.2011.04.003
Abstract

A series of ethyl 3-aryl-4-oxo-3,3a,4,6-tetrahydro-1H-furo[3,4-c]pyran-3a-carboxylates were prepared through the metal-catalyzed domino reaction of alkylidene malonates and 1,4-butynediol under a one-pot reaction condition at room temperature. Their in vitro anti-proliferative activities were subsequently evaluated in A549, QGY and HeLa cells. The majority of the compounds showed potent anti-tumor activity against HeLa cells. In particular, compound 3l was the most potent compound with IC(50) value of 5.4 μM. For the first time, the X-ray structure of the anti-tumor ethyl 3-aryl-4-oxo-3,3a,4,6-tetrahydro-1H-furo[3,4-c]pyran-3a-carboxylates is determined.

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