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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 9.

Marine natural product structural revisions of double bond geometry (2005–2010).a

Proposed Structure Initial Structure Determination Method Revised Structure Structure Revision Method
graphic file with name nihms303603t255.jpg
Iejimalide A138(1988)
Tunicate
NOE graphic file with name nihms303603t256.jpg NOE NMR139
graphic file with name nihms303603t257.jpg
Iejimalide C140(1991)
Tunicate
Comparison graphic file with name nihms303603t258.jpg Comparison139
graphic file with name nihms303603t259.jpg
Iejimalide D140(1991)
Tunicate
Comparison graphic file with name nihms303603t260.jpg Comparison139
graphic file with name nihms303603t261.jpg
Scleritodermin A141 (2004)
Sponge
NOE Deriv. Chromatog. graphic file with name nihms303603t262.jpg Total Synthesis142
graphic file with name nihms303603t263.jpg
Mycothiazole143(1988)
Sponge
J-based graphic file with name nihms303603t264.jpg Comparison144
graphic file with name nihms303603t265.jpg
Tridachiahydropyrone C223(2000)
arotamer of B Mollusk
Comparison graphic file with name nihms303603t266.jpg
Oxytridachiahydropyrone
Total Synthesis191
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. Deriv. = derivatization. Chromatog. = chiral HPLC or GC with or without derivatization.