Journal
JOURNAL OF NATURAL PRODUCTS
Volume 77, Issue 9, Pages 2099-2104Publisher
AMER CHEMICAL SOC
DOI: 10.1021/np500500t
Keywords
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Funding
- National Research Foundation of Korea (NRF) - Korean government (Ministry of Science, ICT and Future Planning) [2009-0083533, M1A5A-2010-0020429]
- High Field NMR Research Program of the Korea Basic Science Institute
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Lajollamycins (1-4), each of which bears a spiro-beta-lactone-gamma-lactam ring and a nitro-tetraene moiety, were obtained from a marine-derived Streptomyces strain isolated from the southern area of Jeju Island, Republic of Korea. The planar structures of the lajollamycins were elucidated on the basis of spectroscopic analyses by NMR, UV, IR, and MS. The absolute configuration of lajollamycin (1), the planar structure of which has been previously reported, was determined using J-based configuration analysis based on H-1-H-1 and H-1-C-13 coupling constants, as well as ROESY correlations, followed by the modified Mosher's method. The absolute configurations of lajollamycins B-D (2-4) were established by comparing their CD spectra with that of 1. The lajollamycins exhibited moderate inhibitory activity toward Candida albicans isocitrate lyase.
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