Rhizoleucinoside, a Rhamnolipid–Amino Alcohol Hybrid from the Rhizobial Symbiont Bradyrhizobium sp. BTAi1

Authors

Jianwei Chen
Jiandong Sun, University of Rhode IslandFollow
Robert W. Deering, University of Rhode IslandFollow
Navindra P. Seeram, University of Rhode IslandFollow
Hong Wang
David C. Rowley, University of Rhode IslandFollow

Document Type

Article

Date of Original Version

2016

Department

Biomedical and Pharmaceutical Sciences

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.

Citation/Publisher Attribution

Chen, J., Sun, J., Deering, R. W., DaSilva, N., Seeram, N. P., Wang, H., & Rowley, D. C. (2016). Rhizoleucinoside, a Rhamnolipid–Amino Alcohol Hybrid from the Rhizobial Symbiont Bradyrhizobium sp. BTAi1. Organic Letters, 18(6), 1490-1493. doi: 10.1021/acs.orglett.6b00461

Available at: http://dx.doi.org/10.1021/acs.orglett.6b00461