Mahipal, Bodugam ; Singh, Ashita ; Ummanni, Ramesh ; Chandrasekhar, Srivari (2013) Total synthesis of 5-epi-Torrubiellutin C and its biological evaluation RSC Advances, 3 (36). p. 15917. ISSN 2046-2069
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Official URL: http://doi.org/10.1039/c3ra42127a
Related URL: http://dx.doi.org/10.1039/c3ra42127a
Abstract
The total synthesis of 5-epi-Torrubiellutin C is described in a fully stereocontrolled manner and linear sequence involving high yielding steps. The synthetic strategy involves the dicyclohexylboron chloride mediated Paterson's aldol protocol, Horner–Emmons olefination, TiCl4 mediated syn-aldol reaction and ring closing metathesis (RCM) as the key steps. Furthermore, the resultant epimer was evaluated for cytotoxicity against DU145 (prostate), MCF-7 (breast) and A549 (lung) cancer cell lines, and the results showed that the 5-epi-Torrubiellutin C is as good as the natural product in bioassays.
Item Type: | Article |
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Source: | Copyright of this article belongs to Royal Society of Chemistry |
ID Code: | 131339 |
Deposited On: | 06 Dec 2022 10:36 |
Last Modified: | 06 Dec 2022 10:36 |
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