2. Academic Validation
  3. A new strategy for the synthesis of crucigasterin A, and cytotoxic activity of this compound and its related analogues

A new strategy for the synthesis of crucigasterin A, and cytotoxic activity of this compound and its related analogues

  • Bioorg Med Chem Lett. 2013 Sep 15;23(18):5192-4. doi: 10.1016/j.bmcl.2013.07.007.
Jayprakash Narayan Kumar 1,  Parigi Raghavendar Reddy,  Biswanath Das,  C Ganesh Kumar,  Pombala Sujitha
Affiliations

Affiliation

  • 1 Natural Product Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500607, India.
PMID: 23932340 DOI: 10.1016/j.bmcl.2013.07.007
Abstract

Stereoselective total synthesis of bioactive marine natural product crucigasterin A has been accomplished from commercially available and inexpensive L-(-)-malic acid as a starting material. Julia olefination and chelation controlled Grignard additions are the key steps involved in the present synthesis. Cytotoxic properties of crucigasterin A and its related analogues crucigasterins B and D have been evaluated. Crucigasterin A showed promising activities against both the human cervical Cancer cell line and human breast adenocarcinoma cell line.

Keywords

Chelation controlled Grignard addition; Crucigasterin A; Cytotoxicity; Julia olefination; Total synthesis.

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