title: Rhizoleucinoside, a Rhamnolipid-Amino Alcohol Hybrid from the Rhizobial Symbiont Bradyrhizobium sp. BTAi1.
abstract: Rhizoleucinoside (1), a unique rhamnolipid-amino alcohol hybrid, was isolated from the rhizobial symbiont bacterium Bradyrhizobium sp. BTAi1. Compound 1 features a rare rhamnolipid core attached to an unprecedented leucinol moiety. Its structure and absolute configuration were determined by spectroscopic analysis, tandem mass spectrometry, chemical degradation, and application of the Marfey's method. Compound 1 possesses moderate cytotoxicity to BV-2 murine microglia and highly aggressive proliferating immortalized (HAPI) rat microglia cells.
authors.affiliation: College of Pharmaceutical Science, Zhejiang University of Technology , Hangzhou, Zhejiang 310014, China.
authors.forename: Jianwei
authors.initials: J
authors.lastname: Chen
authors.affiliation: Department of Biomedical and Pharmaceutical Sciences, College of Pharmacy, University of Rhode Island , Kingston, Rhode Island 02881, United States.
authors.forename: Jiadong
authors.initials: J
authors.lastname: Sun
authors.affiliation: Department of Biomedical and Pharmaceutical Sciences, College of Pharmacy, University of Rhode Island , Kingston, Rhode Island 02881, United States.
authors.forename: Robert W
authors.initials: RW
authors.lastname: Deering
authors.affiliation: Department of Biomedical and Pharmaceutical Sciences, College of Pharmacy, University of Rhode Island , Kingston, Rhode Island 02881, United States.
authors.forename: Nicholas
authors.initials: N
authors.lastname: DaSilva
authors.affiliation: Department of Biomedical and Pharmaceutical Sciences, College of Pharmacy, University of Rhode Island , Kingston, Rhode Island 02881, United States.
authors.forename: Navindra P
authors.initials: NP
authors.lastname: Seeram
authors.affiliation: College of Pharmaceutical Science, Zhejiang University of Technology , Hangzhou, Zhejiang 310014, China.
authors.forename: Hong
authors.initials: H
authors.lastname: Wang
authors.affiliation: Department of Biomedical and Pharmaceutical Sciences, College of Pharmacy, University of Rhode Island , Kingston, Rhode Island 02881, United States.
authors.forename: David C
authors.initials: DC
authors.lastname: Rowley
mesh_terms: D000818:Animals; D020369:Bradyrhizobium / Q000737:chemistry*; D003603:Cytotoxins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006017:Glycolipids / Q000737:chemistry / Q000302:isolation & purification*; D007930:Leucine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification*; D051379:Mice; D017628:Microglia / Q000737:chemistry; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D051381:Rats
chemical_list: D003603:Cytotoxins; D006017:Glycolipids; C000609721:rhizoleucinoside; D007930:Leucine