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Total Synthesis of the Broad-Spectrum Antibiotic Amycolamicin.
Meguro Y, Ito J, Nakagawa K, Kuwahara S. Meguro Y, et al. J Am Chem Soc. 2022 Mar 30;144(12):5253-5257. doi: 10.1021/jacs.2c00647. Epub 2022 Mar 17. J Am Chem Soc. 2022. PMID: 35297637
The total synthesis of the antibiotic amycolamicin with a hybrid molecular architecture composed of five ring systems, which exhibits potent antibacterial activity against a wide range of drug-resistant bacteria, has been achieved in a convergent manner. A protecting-group …
The total synthesis of the antibiotic amycolamicin with a hybrid molecular architecture composed of five ring systems, which exhibits …
Total Synthesis of Kibdelomycin.
He C, Wang Y, Bi C, Peters DS, Gallagher TJ, Teske J, Chen JS, Corsetti R, D'Onofrio A, Lewis K, Baran PS. He C, et al. Angew Chem Int Ed Engl. 2022 Aug 8;61(32):e202206183. doi: 10.1002/anie.202206183. Epub 2022 Jul 6. Angew Chem Int Ed Engl. 2022. PMID: 35704446 Free PMC article.
The route uses simple building blocks and addresses lingering questions about its structural assignment and relationship to amycolamicin, a recently described natural product reported to have a similar structure. Initial antibacterial assays reveal that both C-22 epimers ( …
The route uses simple building blocks and addresses lingering questions about its structural assignment and relationship to amycolamicin …
Total Synthesis of the Potent and Broad-Spectrum Antibiotics Amycolamicin and Kibdelomycin.
Yang S, Chen C, Chen J, Li C. Yang S, et al. J Am Chem Soc. 2021 Dec 22;143(50):21258-21263. doi: 10.1021/jacs.1c11477. Epub 2021 Dec 8. J Am Chem Soc. 2021. PMID: 34879199
The complex and intriguing structures of the antibiotics amycolamicin and kibdelomycin are herein confirmed through total synthesis. Careful titration of the synthetic products reveals that kibdelomycin is the salt form of amycolamicin. ...
The complex and intriguing structures of the antibiotics amycolamicin and kibdelomycin are herein confirmed through total synthesis. …
Amycolamicin: a novel broad-spectrum antibiotic inhibiting bacterial topoisomerase.
Sawa R, Takahashi Y, Hashizume H, Sasaki K, Ishizaki Y, Umekita M, Hatano M, Abe H, Watanabe T, Kinoshita N, Homma Y, Hayashi C, Inoue K, Ohba S, Masuda T, Arakawa M, Kobayashi Y, Hamada M, Igarashi M, Adachi H, Nishimura Y, Akamatsu Y. Sawa R, et al. Chemistry. 2012 Dec 3;18(49):15772-81. doi: 10.1002/chem.201202645. Epub 2012 Nov 5. Chemistry. 2012. PMID: 23129443
Our efforts to discover novel classes of antibiotics to combat these pathogens resulted in the discovery of amycolamicin (AMM). The absolute structure of AMM was determined by NMR spectroscopy, X-ray analysis, chemical degradation, and modification of its functional groups …
Our efforts to discover novel classes of antibiotics to combat these pathogens resulted in the discovery of amycolamicin (AMM). The a …
Establishing the Comprehensive Structure-Activity Relationship of the Natural Antibiotic Kibdelomycin/Amycolamicin.
Chen C, Yin Y, Lu P, Han T, Wang H, Li C. Chen C, et al. Angew Chem Int Ed Engl. 2025 Jan 15;64(3):e202415439. doi: 10.1002/anie.202415439. Epub 2024 Nov 6. Angew Chem Int Ed Engl. 2025. PMID: 39344479
Kibdelomycin (KBD) and amycolamicin (AMM) are potent natural antibiotics effective against antibiotic-resistant Gram-positive pathogens, including vancomycin-intermediate Staphylococcus aureus (S. aureus, VISA), methicillin-resistant S. aureus (MRSA), and quinolone-resista …
Kibdelomycin (KBD) and amycolamicin (AMM) are potent natural antibiotics effective against antibiotic-resistant Gram-positive pathoge …
Modular Synthesis of the Potent Antibiotic Amycolamicin and Diastereomeric Analogues Thereof.
Yin X, Zhang Z, Yuan Z, Zhu Q, Xu P, Yang CG, Zhu D, Yu B. Yin X, et al. Org Lett. 2025 Apr 11;27(14):3631-3636. doi: 10.1021/acs.orglett.5c00742. Epub 2025 Apr 2. Org Lett. 2025. PMID: 40172119
A modular approach to the potent, broad-spectrum antibiotic amycolamicin and seven diastereomeric analogues is described. The synthesis features bioinspired construction of the high-carbon amycolose segment, gold(I)-catalyzed high-yielding O-glycosylation of the trans-deca …
A modular approach to the potent, broad-spectrum antibiotic amycolamicin and seven diastereomeric analogues is described. The synthes …
Insights into the Biosynthesis of Kibdelomycin and Amycolamicin from Comparative Biosynthetic Gene Cluster Analysis and Precursor Incorporation Studies.
Sánchez-Hidalgo M, Quesada JM, Oves-Costales D, Fine J, Martín J, Román-Hurtado F, Callaghan R, Raab V, Scarpanito J, Perkins JB, Connors N, Gullo V, Cohen RD, Philmus B, Singh SB, Genilloud O. Sánchez-Hidalgo M, et al. J Nat Prod. 2025 Aug 22;88(8):1988-1999. doi: 10.1021/acs.jnatprod.5c00726. Epub 2025 Jul 25. J Nat Prod. 2025. PMID: 40709809
Kibdelomycin and amycolamicin are identical antibiotics produced by Kibdelosporangium banguiense CA-240109 and Amycolatopsis sp. ...In this work, we describe the improvement of kibdelomycin production via strain mutagenesis and the elucidation of kibdelomycin biosynthesis …
Kibdelomycin and amycolamicin are identical antibiotics produced by Kibdelosporangium banguiense CA-240109 and Amycolatopsis sp. ...I …
Synthesis of the N-Acyl Amycolose Moiety of Amycolamicin and Its Methyl Glycosides.
Meguro Y, Ogura Y, Enomoto M, Kuwahara S. Meguro Y, et al. J Org Chem. 2019 Jun 7;84(11):7474-7479. doi: 10.1021/acs.joc.9b00650. Epub 2019 May 15. J Org Chem. 2019. PMID: 31066279
The N-acyl amycolose moiety incorporated in amycolamicin, a broad-spectrum antibacterial natural product produced by soil actinomycetes, and its two anomeric methyl glycosides have been synthesized enantioselectively each in 12 steps from a known methyl ( R)-lactate deriva …
The N-acyl amycolose moiety incorporated in amycolamicin, a broad-spectrum antibacterial natural product produced by soil actinomycet …
New natural products to meet the antibiotic crisis: a personal journey.
Igarashi M. Igarashi M. J Antibiot (Tokyo). 2019 Dec;72(12):890-898. doi: 10.1038/s41429-019-0224-6. Epub 2019 Aug 28. J Antibiot (Tokyo). 2019. PMID: 31462681 Review.
New antituberculosis antibiotics, tuberlactomicin A and caprazamycins, were discovered, and amycolamicin was identified as an antimethicillin-resistant Staphylococus aureus antibiotic. ...
New antituberculosis antibiotics, tuberlactomicin A and caprazamycins, were discovered, and amycolamicin was identified as an antimet …
Formal synthesis of kibdelomycin and derivatisation of amycolose glycosides.
Schriefer MG, Treiber L, Schobert R. Schriefer MG, et al. Chem Sci. 2023 Mar 3;14(13):3562-3568. doi: 10.1039/d3sc00595j. eCollection 2023 Mar 29. Chem Sci. 2023. PMID: 37006682 Free PMC article.
A convergent total synthesis of bacterial gyrase B/topoisomerase IV inhibitor kibdelomycin (a.k.a. amycolamicin) (1) was devised starting from inexpensive d-mannose and l-rhamnose, which were converted in new efficient ways to an N-acylated amycolose and an amykitanose der …
A convergent total synthesis of bacterial gyrase B/topoisomerase IV inhibitor kibdelomycin (a.k.a. amycolamicin) (1) was devised star …
14 results