Isolation,structural assignment and synthesis of (SE)-2-methyloctyl 3-(4-methoxyphenyl) propenoate from the marine soft coral Sarcophyton ehrenbergi |
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Authors: | Chitturi Bhujanga Rao Dokuburra Chanti Babu Tatipamula Vinay Bharadwaj Dudem Srikanth Kalivendi Shasi Vardhan Tuniki Venugopal Raju |
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Affiliation: | 1. Natural Products Chemistry Division, Indian Institute of Chemical Technology, Hyderabad 500 007, India;2. Centre for Chemical Biology, Indian Institute of Chemical Technology, Hyderabad 500 007, India;3. Nuclear Magnetic Resonance Spectroscopy Division, Indian Institute of Chemical Technology, Hyderabad 500 007, India |
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Abstract: | A new metabolite 1 has been isolated from the marine soft coral Sarcophyton ehrenbergi along with two known diterpenoids 2 and 3 and cholesterol 4. The structure of 1 was determined by means of detailed spectroscopic analysis and unambiguously confirmed to have the S configuration by the synthesis of both enantiomers using 4-benzyl-2-oxazolidinone auxiliaries. (S)- and (R)-1, 3 and some of the synthetic intermediates were evaluated for cytotoxic activity against human lung cancer (A549), prostate cancer (DU145), cervical cancer (HeLa) and breast cancer (MCF-7) cell lines in an in vitro bioassay. |
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Keywords: | marine natural products Sarcophyton ehrenbergi (S,E)-2-methyloctyl 4-(3-methoxyphenyl)propenoate synthesis cytotoxic assay |
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