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The Chemistry and Biology of Bactobolin: A 10-Year Collaboration with Natural Product Chemist Extraordinaire Jon Clardy.
Greenberg EP, Chandler JR, Seyedsayamdost MR. Greenberg EP, et al. J Nat Prod. 2020 Mar 27;83(3):738-743. doi: 10.1021/acs.jnatprod.9b01237. Epub 2020 Feb 27. J Nat Prod. 2020. PMID: 32105069 Free PMC article. Review.
Bactobolin is a hybrid natural product with potent cytotoxic activity. ...Herein, we review the collaborations that led to our current understanding of the chemistry and biology of bactobolin....
Bactobolin is a hybrid natural product with potent cytotoxic activity. ...Herein, we review the collaborations that led to our curren …
Stereocontrolled Synthesis of (-)-Bactobolin A.
Vojáčková P, Michalska L, Nečas M, Shcherbakov D, Böttger EC, Šponer J, Šponer JE, Švenda J. Vojáčková P, et al. J Am Chem Soc. 2020 Apr 22;142(16):7306-7311. doi: 10.1021/jacs.0c01554. Epub 2020 Apr 14. J Am Chem Soc. 2020. PMID: 32285674
A stereoselective synthesis of the ribosome-binding antitumor antibiotic (-)-bactobolin A is reported. The presented approach makes effective use of (-)-quinic acid as a chiral pool starting material and substrate stereocontrol to establish the five contiguous stereocenter …
A stereoselective synthesis of the ribosome-binding antitumor antibiotic (-)-bactobolin A is reported. The presented approach makes e …
Expression of virulence and antimicrobial related proteins in Burkholderia mallei and Burkholderia pseudomallei.
Paauw A, Scholz HC, Mars-Groenendijk RH, Dekker LJM, Luider TM, van Leeuwen HC. Paauw A, et al. PLoS Negl Trop Dis. 2023 Jan 6;17(1):e0011006. doi: 10.1371/journal.pntd.0011006. eCollection 2023 Jan. PLoS Negl Trop Dis. 2023. PMID: 36607891 Free PMC article.
All B. pseudomallei expressed at least seven of the nine proteins of the bactobolin synthase cluster (bactobolin, is a ribosome targeting antibiotic), while only in one B. mallei isolate expression of two proteins of this synthase cluster was identified. ...
All B. pseudomallei expressed at least seven of the nine proteins of the bactobolin synthase cluster (bactobolin, is a ribosom …
Secondary metabolites from the Burkholderia pseudomallei complex: structure, ecology, and evolution.
Klaus JR, Coulon PML, Koirala P, Seyedsayamdost MR, Déziel E, Chandler JR. Klaus JR, et al. J Ind Microbiol Biotechnol. 2020 Oct;47(9-10):877-887. doi: 10.1007/s10295-020-02317-0. Epub 2020 Oct 14. J Ind Microbiol Biotechnol. 2020. PMID: 33052546 Free PMC article. Review.
In this review, we discuss three secondary metabolites from the Bptm group: bactobolin, malleilactone (and malleicyprol), and the 4-hydroxy-3-methyl-2-alkylquinolines, providing an overview of each of their biosynthetic pathways and insight into their potential ecological …
In this review, we discuss three secondary metabolites from the Bptm group: bactobolin, malleilactone (and malleicyprol), and the 4-h …
Progress towards the syntheses of Bactobolin A and C4-epi-Bactobolin A using a sulfamate-tethered aza-Wacker cyclization strategy.
Nagamalla S, Mague JT, Sathyamoorthi S. Nagamalla S, et al. Tetrahedron. 2022 Dec 3;128:133112. doi: 10.1016/j.tet.2022.133112. Epub 2022 Oct 27. Tetrahedron. 2022. PMID: 37719878 Free PMC article.
We present a progress report towards Bactobolin A and C4-epi-Bactobolin A. Sulfamate-tethered aza-Wacker cyclization followed by a Tsuji-Wacker ketone synthesis furnishes a key tricyclic intermediate which we hypothesize can be elaborated into C4-epi-Bactobolin …
We present a progress report towards Bactobolin A and C4-epi-Bactobolin A. Sulfamate-tethered aza-Wacker cyclization followed …
Efflux Pumps in Chromobacterium Species Increase Antibiotic Resistance and Promote Survival in a Coculture Competition Model.
Benomar S, Evans KC, Unckless RL, Chandler JR. Benomar S, et al. Appl Environ Microbiol. 2019 Sep 17;85(19):e00908-19. doi: 10.1128/AEM.00908-19. Print 2019 Oct 1. Appl Environ Microbiol. 2019. PMID: 31324628 Free PMC article.
Instead, the increased survival requires a second, previously unreported pump we call CseAB-OprN. We show that in cells exposed to sublethal bactobolin concentrations, the cseAB-oprN genes are transcriptionally induced, and this corresponds to an increase in bactobolin …
Instead, the increased survival requires a second, previously unreported pump we call CseAB-OprN. We show that in cells exposed to sublethal …
Bactobolin resistance is conferred by mutations in the L2 ribosomal protein.
Chandler JR, Truong TT, Silva PM, Seyedsayamdost MR, Carr G, Radey M, Jacobs MA, Sims EH, Clardy J, Greenberg EP. Chandler JR, et al. mBio. 2012 Dec 18;3(6):e00499-12. doi: 10.1128/mBio.00499-12. mBio. 2012. PMID: 23249812 Free PMC article.
We have been interested in the Burkholderia thailandensis bactobolins, and we sought to learn about the target of bactobolin activity by mapping spontaneous resistance mutations in the bactobolin-sensitive Bacillus subtilis. ...Bactobolin-resistant mutants ar …
We have been interested in the Burkholderia thailandensis bactobolins, and we sought to learn about the target of bactobolin activity …
Bactobolin A binds to a site on the 70S ribosome distinct from previously seen antibiotics.
Amunts A, Fiedorczuk K, Truong TT, Chandler J, Greenberg EP, Ramakrishnan V. Amunts A, et al. J Mol Biol. 2015 Feb 27;427(4):753-755. doi: 10.1016/j.jmb.2014.12.018. Epub 2015 Jan 3. J Mol Biol. 2015. PMID: 25562208 Free PMC article.
The ribosome is the target of a large number of antibiotics. Here, we report a 3.4-A-resolution crystal structure of bactobolin A bound to 70S ribosome-tRNA complex. The antibiotic binds at a previously unseen site in the 50S subunit and displaces tRNA bound at the P-site. …
The ribosome is the target of a large number of antibiotics. Here, we report a 3.4-A-resolution crystal structure of bactobolin A bou …
Quorum-sensing control of antibiotic resistance stabilizes cooperation in Chromobacterium violaceum.
Evans KC, Benomar S, Camuy-Vélez LA, Nasseri EB, Wang X, Neuenswander B, Chandler JR. Evans KC, et al. ISME J. 2018 May;12(5):1263-1272. doi: 10.1038/s41396-018-0047-7. Epub 2018 Jan 26. ISME J. 2018. PMID: 29374267 Free PMC article.
Here, we show that C. violaceum uses quorum sensing to increase resistance to bactobolin, a B. thailandensis antibiotic, by increasing transcription of a putative antibiotic efflux pump. We demonstrate conditions where C. violaceum quorum-defective cheaters emerge and show …
Here, we show that C. violaceum uses quorum sensing to increase resistance to bactobolin, a B. thailandensis antibiotic, by increasin …
Discovery of novel natural products for mosquito control.
Engdahl CS, Tikhe CV, Dimopoulos G. Engdahl CS, et al. Parasit Vectors. 2022 Dec 21;15(1):481. doi: 10.1186/s13071-022-05594-z. Parasit Vectors. 2022. PMID: 36539851 Free PMC article.
We show that a selection of the natural product top hits, bactobolin, maytansine and ossamycin, also killed the larval stages of the malaria-transmitting mosquito Anopheles gambiae as well as the adult form of both species. ...
We show that a selection of the natural product top hits, bactobolin, maytansine and ossamycin, also killed the larval stages of the …
36 results