A new strategy for the synthesis of crucigasterin A,and cytotoxic activity of this compound and its related analogues |
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Authors: | Jayprakash Narayan Kumar Parigi Raghavendar Reddy Biswanath Das C Ganesh Kumar Pombala Sujitha |
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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 |
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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. |
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Keywords: | Total synthesis Julia olefination Chelation controlled Grignard addition Cytotoxicity |
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