Journal
JOURNAL OF NATURAL PRODUCTS
Volume 79, Issue 8, Pages 1929-1937Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.6b00168
Keywords
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Funding
- CNRS-ICSN
- IRD
- French and French Polynesian governments
- ANR (POMARE project) [2011-EBIM-006-01]
- Egyptian Government (Ministry of Higher Education)
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Four bicyclic and three pentacyclic guanidine alkaloids (1-7) were isolated from a French Polynesian Monanchora n. sp. sponge, along with the known alkaloids monalidine A (8), enantiomers 9-11 of known natural product crambescins, and the known crambescidins 12-15. Structures were assigned by spectroscopic data interpretation. The relative and absolute configurations of the alkaloids were established by analysis of H-1 NMR and NOESY spectra and by circular dichroism analysis. The new norcrambescidic acid (7) corresponds to interesting biosynthetic variation within the pentacyclic core. All compounds exhibited antiproliferative and cytotoxic efficacy against KB, HCT116, HL60, MRCS, and B16F10 cancer cells, with IC50 values ranging from 4 nM to 10 mu M.
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