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Amplification of the Cotton Effect of a Single Chromophore through Liposomal Ordering—Stereochemical Assignment of Plakinic Acids I and J |
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| Authors: | Doralyn S. Dalisay Dr. Tim Quach Dr. Gillian N. Nicholas Dr. Tadeusz F. Molinski Prof. Dr. |
| Affiliation: | 1. Department of Chemistry and Biochemistry and Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093‐0358 (USA), Fax: (+1)?858‐822‐0386;2. Present address: Roche Colorado Corporation, Boulder (USA) |
| Abstract: | A dramatic effect is observed when acyclic N‐(2‐naphthamides) of medium‐chain 1‐amino‐2‐methylalkanes are partially ordered with the help of liposomes: the Cotton effect arising from π–π* transitions of the terminal naphthamide chromophor is enormously enhanced. This effect was exploited to assign the configuration of new polyketide peroxides such as 1 from the sponge Plakortis halichondroides. |
| Keywords: | circular dichroism liposomes natural products peroxides polyketides |