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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Antileishmanial macrolides from ant-associated Streptomyces sp. ISID311

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Ortega, Humberto E. [1, 2] ; Lourenzon, Vitor B. [1] ; Chevrette, Marc G. [3, 4] ; Ferreira, Leonardo L. G. [5] ; Alvarenga, Rene F. Ramos [6, 7] ; Melo, Weilan G. P. [1] ; Venancio, Tiago [8] ; Currie, Cameron R. [9] ; Andricopulo, Adriano D. [5] ; Bugni, Tim S. [6] ; Pupo, Monica T. [1]
Total Authors: 11
[1] Univ Sao Paulo, Fac Ciencias Farmaceut Ribeirao Preto, BR-14040903 Ribeirao Preto, SP - Brazil
[2] Univ Panama, Dept Organ Chem, Fac Nat Exact Sci & Technol, Panama City - Panama
[3] Univ Wisconsin, Wisconsin Inst Discovery, Madison, WI - USA
[4] Univ Wisconsin, Dept Plant Pathol, Madison, WI 53706 - USA
[5] Univ Sao Paulo, Inst Fis Sao Carlos, Ctr Pesquisa & Inovacao Biodiversidade & Farmacos, Lab Quim Med & Computac, Av Joao Dagnone 1100, BR-13563120 Sao Carlos, SP - Brazil
[6] Univ Wisconsin, Pharmaceut Sci Div, Madison, WI 53706 - USA
[7] Lodo Therapeut Corp, New York, NY 10016 - USA
[8] Univ Fed Sao Carlos, Dept Chem, BR-13565905 Sao Carlos - Brazil
[9] Univ Wisconsin, Dept Bacteriol, Madison, WI 53706 - USA
Total Affiliations: 9
Document type: Journal article
Source: Bioorganic & Medicinal Chemistry; v. 32, FEB 15 2021.
Web of Science Citations: 0

Three antifungal macrolides cyphomycin (1), caniferolide C (2) and GT-35 (3) were isolated from Streptomyces sp. ISID311, a bacterial symbiont associated with Cyphomyrmex fungus-growing ants. The planar structures of these compounds were established by 1 and 2D NMR data and MS analysis. The relative configurations of 1-3 were established using Kishi's universal NMR database method, NOE/ROE analysis and coupling constants analysis assisted by comparisons with NMR data of related compounds. Detailed bioinformatic analysis of cyphomycin biosynthetic gene cluster confirmed the stereochemical assignments. Compounds 1-3 displayed high antagonism against different strains of Escovopsis sp., pathogen fungi specialized to the fungus-growing ant system. Compounds 1-3 also exhibited potent antipmtozoal activity against intracellular amastigotes of the human parasite Leishmania donovani with IC50 values of 2.32, 0.091 and 0.073 mu M, respectively, with high selectivity indexes. (AU)

FAPESP's process: 13/25658-9 - Design and Development of Drug Candidates for Chagas Disease
Grantee:Leonardo Luiz Gomes Ferreira
Support type: Scholarships in Brazil - Post-Doctorate
FAPESP's process: 16/17614-0 - Genomic analysis of Pseudonocardia and diversity of antibiotic-producing Actinobacteria associated with fungus-growing ants
Grantee:Weilan Gomes da Paixão Melo
Support type: Scholarships abroad - Research Internship - Post-doctor
FAPESP's process: 14/14095-6 - Bacterial symbionts isolated from fungus-growing ants collected in remaining hotspots of biodiversity in São Paulo State as sources of antiparasitic compounds
Grantee:Humberto Enrique Ortega Dominguez
Support type: Scholarships in Brazil - Doctorate (Direct)
FAPESP's process: 13/50954-0 - Novel therapeutic agents from the bacterial symbionts of Brazilian invertebrates
Grantee:Mônica Tallarico Pupo
Support type: BIOTA-FAPESP Program - Thematic Grants
FAPESP's process: 19/16559-3 - Biosynthetic studies of bioactive macrolactone polyketide from Streptomyces sp. ICBG311
Grantee:Vitor Bruno Lourenzon
Support type: Scholarships in Brazil - Master
FAPESP's process: 13/07600-3 - CIBFar - Center for Innovation in Biodiversity and Drug Discovery
Grantee:Glaucius Oliva
Support type: Research Grants - Research, Innovation and Dissemination Centers - RIDC
FAPESP's process: 16/20154-0 - Exploring antimicrobial, anticancer and antiparasitic compounds from bacterial symbionts isolated from Acromyrmex ants, collected in São Paulo State, Brazil
Grantee:Humberto Enrique Ortega Dominguez
Support type: Scholarships abroad - Research Internship - Doctorate (Direct)