Journal
JOURNAL OF NATURAL PRODUCTS
Volume 80, Issue 4, Pages 1073-1080Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.6b01175
Keywords
-
Funding
- Office of the Director, National Institutes of Health (OD) National Center for Complementary and Integrative Health (NCCIH) [P01-CA125066, T32AT007533-05]
Ask authors/readers for more resources
Merocyclophanes C and D (1 and 2) were isolated from the cell extract of the Cultured cyanobacterium UIC 10110. The structures were determined by one-dimensional nuclear magnetic resonance (NMR) and high-resolution electrospray ionization mass spectrometry and confirmed by 2D NMR techniques. The absolute configurations were determined using electronic circular dichroism spectroscopy. Merocyclophanes C and D represent the first known analogues of the merocyclophane core structure, a recently discovered scaffold of [7,7] paracyclophanes characterized by an alpha-branched methyl at C-1/C-14; 1 and 2 showed antiproliferative activity against the MDA-MB-435 cell line with IC50 values of 1.6 and 0.9 mu M, respectively. Partial 16S analysis determined UIC 10110 to be a Nostoc sp., and it was found to Glade with UIC 10062 Nostoc sp., the only other strain known to produce merocyclophanes. The genome of UIC 10110 was sequenced, and a biosynthetic gene cluster was identified that is proposed to encode type I and type III pdlyketide synthases that are potentially responsible for production of :the merocyclophanes; however, further experiments will be required verify the true function of the gene cluster. The gene cluster provides a genetic basis for the observed structural differences of the [7,7] paracyclophane core structures.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available