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. Author manuscript; available in PMC: 2012 Nov 15.
Published in final edited form as: Bioorg Med Chem. 2011 Jun 12;19(22):6675–6701. doi: 10.1016/j.bmc.2011.06.011

Table 3.

Marine natural product structural revisions of substituents (2005–2010).a

Proposed Structure Initial Structure Determination Method Revised Structure Structure Revision Method
graphic file with name nihms303603t61.jpg
Almazole D31 (1996)
Red alga		 Comparison graphic file with name nihms303603t62.jpg Total Synthesis32
graphic file with name nihms303603t63.jpg
Alcyonin33 (1988)		 MS NMR graphic file with name nihms303603t64.jpg Total Synthesis34
graphic file with name nihms303603t65.jpg
hydroxy-bromosphaerodiol B35(1987)
Bacterium		 MS graphic file with name nihms303603t66.jpg X-ray36
graphic file with name nihms303603t67.jpg
Bromoditerpene35 (1987)
Red alga		 HR-MS 1H NMR graphic file with name nihms303603t68.jpg X-ray36
graphic file with name nihms303603t69.jpg
Perthamide C37 (2009)
Sponge		 J-based Deriv. graphic file with name nihms303603t70.jpg Partial Synthesis Comparison38
graphic file with name nihms303603t71.jpg
Eudistomidin B175 (1990)
Tunicate		 NOE CD graphic file with name nihms303603t72.jpg Total Synthesis176, 177
graphic file with name nihms303603t73.jpg
Psammaplin I178(2003)
Sponge		 IR 13C NMR graphic file with name nihms303603t74.jpg MS Mol. Mod.179
graphic file with name nihms303603t75.jpg
11-acetoxy-4-deacetoxyasbestinin F172(1994)
Coral		 MS graphic file with name nihms303603t76.jpg Deriv. NMR171
graphic file with name nihms303603t77.jpg
Plakevulin A180(2003)
Sponge		 Contamination graphic file with name nihms303603t78.jpg Total Synthesis181
a

The year in which the initial structure was published is in parentheses. Only the structure determination methods used for the portion of the structure that is erroneous are mentioned in this table. Mol. Mod. = use of geometry optimized structure. Deriv. = derivatization.