- Structure assignment of lucentamycin e and revision of the olefin geometries of the marine-derived lucentamycins
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A new lucentamycin analogue, lucentamycin E (5), was isolated from the culture broth of the marine-derived actinomycete Nocardiopsis lucentensis, strain CNR-712. The absolute stereostructure of 5 was assigned by comprehensive analyses of NMR data and by application of the advanced Marfey's method. The planar structure of 5 was analogous to lucentamycins A-D, whereas the olefin geometry of the 3-methyl-4-ethylideneproline moiety was found to be E, opposite of that previously reported. Consequently, a reinvestigation of the olefin geometries of the 3-methyl-4-ethylideneproline residues of lucentamycins A-D showed that the olefin geometries of the substituted proline functionalities must be revised to (2S,3R,E)-3-methyl-4-ethylideneproline.
- Cha, Jin Wook,Park, Jin-Soo,Kwon, Hak Cheol,Sim, Taebo,Nam, Sang-Jip,Fenical, William,Del Valle, Juan R.
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- Structure assignment of lucentamycin e and revision of the olefin geometries of the marine-derived lucentamycins
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A new lucentamycin analogue, lucentamycin E (5), was isolated from the culture broth of the marine-derived actinomycete Nocardiopsis lucentensis, strain CNR-712. The absolute stereostructure of 5 was assigned by comprehensive analyses of NMR data and by application of the advanced Marfey's method. The planar structure of 5 was analogous to lucentamycins A-D, whereas the olefin geometry of the 3-methyl-4-ethylideneproline moiety was found to be E, opposite of that previously reported. Consequently, a reinvestigation of the olefin geometries of the 3-methyl-4-ethylideneproline residues of lucentamycins A-D showed that the olefin geometries of the substituted proline functionalities must be revised to (2S,3R,E)-3-methyl-4-ethylideneproline.
- Cha, Jin Wook,Park, Jin-Soo,Sim, Taebo,Nam, Sang-Jip,Kwon, Hak Cheol,Del Valle, Juan R.,Fenical, William
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p. 1648 - 1651
(2013/01/15)
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- Novel cyclic Hexapeptide LHRH antagonists
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Novel peptides of the formula: STR1 where R 1 through R 8 are various radicals derived from L- and D- amino acids; having LHRH antagonist activity; useful in reducing fertility.Pharmaceutical compositions and methods for use in reducing fertility.
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