@article {927866,
	title = {Homodimericin A: A Complex Hexacyclic Fungal Metabolite},
	journal = {J Am Chem Soc},
	volume = {138},
	number = {38},
	year = {2016},
	month = {2016 09 28},
	pages = {12324-7},
	abstract = {Microbes sense and respond to their environment with small molecules, and discovering these molecules and identifying their functions informs chemistry, biology, and medicine. As part of a study of molecular exchanges between termite-associated actinobacteria and pathogenic fungi, we uncovered a remarkable fungal metabolite, homodimericin A, which is strongly upregulated by the bacterial metabolite bafilomycin C1. Homodimericin A is a hexacyclic polyketide with a carbon backbone containing eight contiguous stereogenic carbons in a C20 hexacyclic core. Only half of its carbon atoms have an attached hydrogen, which presented a significant challenge for NMR-based structural analysis. In spite of its microbial production and rich stereochemistry, homodimericin A occurs naturally as a racemic mixture. A plausible nonenzymatic reaction cascade leading from two identical achiral monomers to homodimericin A is presented, and homodimericin A{\textquoteright}s formation by this path, a six-electron oxidation, could be a response to oxidative stress triggered by bafilomycin C1.},
	keywords = {Antifungal Agents, Deoxyribonuclease (Pyrimidine Dimer), Magnetic Resonance Spectroscopy, Models, Molecular, Molecular Structure, Polyketides, Trichoderma, Up-Regulation, Viral Proteins},
	issn = {1520-5126},
	doi = {10.1021/jacs.6b07588},
	author = {Mevers, Emily and Saur{\'\i}, Josep and Liu, Yizhou and Moser, Arvin and Ramadhar, Timothy R and Varlan, Maria and Williamson, R Thomas and Martin, Gary E and Clardy, Jon}
}
