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A new strategy for the synthesis of crucigasterin A,and cytotoxic activity of this compound and its related analogues
Authors:Jayprakash Narayan Kumar  Parigi Raghavendar Reddy  Biswanath Das  C Ganesh Kumar  Pombala Sujitha
Institution:1. Natural Product Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500607, India;2. Chemical Biology Laboratory, Medicinal Chemistry and Pharmacology Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500607, India
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:Total synthesis  Julia olefination  Chelation controlled Grignard addition  Cytotoxicity
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